Enstar Group LTD0001363829FALSEesgr:FeesAndCommisssionsesgr:FeesAndCommisssionsesgr:FeesAndCommisssionsus-gaap:AccountingStandardsUpdate201613Member0.0010.001P10DP2YP2YP2YP2Yus-gaap:OtherAssetsus-gaap:OtherAssetsus-gaap:OtherLiabilitiesCurrentus-gaap:OtherLiabilitiesCurrentus-gaap:OtherLiabilitiesNoncurrentus-gaap:OtherLiabilitiesNoncurrent00013638292021-06-112021-06-110001363829us-gaap:CommonStockMember2021-06-112021-06-110001363829us-gaap:SeriesDPreferredStockMember2021-06-112021-06-110001363829us-gaap:SeriesEPreferredStockMember2021-06-112021-06-11iso4217:USD0001363829us-gaap:OperatingSegmentsMemberesgr:LegacyUnderwritingSegmentMember2020-01-012020-12-310001363829us-gaap:OperatingSegmentsMemberesgr:LegacyUnderwritingSegmentMember2019-01-012019-12-310001363829us-gaap:OperatingSegmentsMemberesgr:LegacyUnderwritingSegmentMember2018-01-012018-12-310001363829esgr:LegacyUnderwritingSegmentMember2020-01-012020-12-310001363829esgr:LegacyUnderwritingSegmentMember2019-01-012019-12-310001363829esgr:LegacyUnderwritingSegmentMember2018-01-012018-12-310001363829us-gaap:CorporateNonSegmentMember2020-01-012020-12-310001363829us-gaap:CorporateNonSegmentMember2019-01-012019-12-310001363829us-gaap:CorporateNonSegmentMember2018-01-012018-12-310001363829us-gaap:ShortTermInvestmentsMember2020-12-310001363829us-gaap:ShortTermInvestmentsMember2019-12-310001363829us-gaap:FixedMaturitiesMember2020-12-310001363829us-gaap:FixedMaturitiesMember2019-12-3100013638292020-12-3100013638292019-12-31iso4217:USDxbrli:sharesxbrli:shares0001363829esgr:VotingCommonStockMember2020-12-310001363829esgr:VotingCommonStockMember2019-12-310001363829us-gaap:CommonClassCMember2019-12-310001363829us-gaap:CommonClassCMember2020-12-310001363829esgr:CommonClassEMember2019-12-310001363829esgr:CommonClassEMember2020-12-310001363829us-gaap:SeriesCPreferredStockMember2019-12-310001363829us-gaap:SeriesCPreferredStockMember2020-12-310001363829us-gaap:SeriesDPreferredStockMember2020-12-310001363829us-gaap:SeriesDPreferredStockMember2019-12-310001363829us-gaap:SeriesEPreferredStockMember2020-12-310001363829us-gaap:SeriesEPreferredStockMember2019-12-3100013638292020-01-012020-12-3100013638292019-01-012019-12-3100013638292018-01-012018-12-310001363829us-gaap:CommonStockMemberesgr:VotingCommonStockMember2019-12-310001363829us-gaap:CommonStockMemberesgr:VotingCommonStockMember2018-12-310001363829us-gaap:CommonStockMemberesgr:VotingCommonStockMember2017-12-310001363829us-gaap:CommonStockMemberesgr:VotingCommonStockMember2020-01-012020-12-310001363829us-gaap:CommonStockMemberesgr:VotingCommonStockMember2019-01-012019-12-310001363829us-gaap:CommonStockMemberesgr:VotingCommonStockMember2018-01-012018-12-310001363829us-gaap:CommonStockMemberesgr:VotingCommonStockMember2020-12-310001363829us-gaap:CommonClassCMemberus-gaap:CommonStockMember2020-12-310001363829us-gaap:CommonClassCMemberus-gaap:CommonStockMember2019-12-310001363829us-gaap:CommonClassCMemberus-gaap:CommonStockMember2018-12-310001363829us-gaap:CommonClassCMemberus-gaap:CommonStockMember2017-12-310001363829esgr:CommonClassEMemberus-gaap:CommonStockMember2019-12-310001363829esgr:CommonClassEMemberus-gaap:CommonStockMember2018-12-310001363829esgr:CommonClassEMemberus-gaap:CommonStockMember2017-12-310001363829esgr:CommonClassEMemberus-gaap:CommonStockMember2020-01-012020-12-310001363829esgr:CommonClassEMemberus-gaap:CommonStockMember2019-01-012019-12-310001363829esgr:CommonClassEMemberus-gaap:CommonStockMember2018-01-012018-12-310001363829esgr:CommonClassEMemberus-gaap:CommonStockMember2020-12-310001363829us-gaap:SeriesCPreferredStockMemberus-gaap:PreferredStockMember2019-12-310001363829us-gaap:SeriesCPreferredStockMemberus-gaap:PreferredStockMember2020-12-310001363829us-gaap:SeriesCPreferredStockMemberus-gaap:PreferredStockMember2018-12-310001363829us-gaap:SeriesCPreferredStockMemberus-gaap:PreferredStockMember2017-12-310001363829us-gaap:SeriesDPreferredStockMemberus-gaap:PreferredStockMember2019-12-310001363829us-gaap:SeriesDPreferredStockMemberus-gaap:PreferredStockMember2018-12-310001363829us-gaap:SeriesDPreferredStockMemberus-gaap:PreferredStockMember2017-12-310001363829us-gaap:SeriesDPreferredStockMemberus-gaap:PreferredStockMember2020-01-012020-12-310001363829us-gaap:SeriesDPreferredStockMemberus-gaap:PreferredStockMember2019-01-012019-12-310001363829us-gaap:SeriesDPreferredStockMemberus-gaap:PreferredStockMember2018-01-012018-12-310001363829us-gaap:SeriesDPreferredStockMemberus-gaap:PreferredStockMember2020-12-310001363829us-gaap:SeriesEPreferredStockMemberus-gaap:PreferredStockMember2019-12-310001363829us-gaap:SeriesEPreferredStockMemberus-gaap:PreferredStockMember2018-12-310001363829us-gaap:SeriesEPreferredStockMemberus-gaap:PreferredStockMember2017-12-310001363829us-gaap:SeriesEPreferredStockMemberus-gaap:PreferredStockMember2020-01-012020-12-310001363829us-gaap:SeriesEPreferredStockMemberus-gaap:PreferredStockMember2019-01-012019-12-310001363829us-gaap:SeriesEPreferredStockMemberus-gaap:PreferredStockMember2018-01-012018-12-310001363829us-gaap:SeriesEPreferredStockMemberus-gaap:PreferredStockMember2020-12-310001363829us-gaap:TreasuryStockMember2020-12-310001363829us-gaap:TreasuryStockMember2019-12-310001363829us-gaap:TreasuryStockMember2018-12-310001363829us-gaap:TreasuryStockMember2017-12-310001363829esgr:JointOwnershipPlanVotingOrdinarySharesMember2019-12-310001363829esgr:JointOwnershipPlanVotingOrdinarySharesMember2018-12-310001363829esgr:JointOwnershipPlanVotingOrdinarySharesMember2017-12-310001363829esgr:JointOwnershipPlanVotingOrdinarySharesMember2020-01-012020-12-310001363829esgr:JointOwnershipPlanVotingOrdinarySharesMember2019-01-012019-12-310001363829esgr:JointOwnershipPlanVotingOrdinarySharesMember2018-01-012018-12-310001363829esgr:JointOwnershipPlanVotingOrdinarySharesMember2020-12-310001363829us-gaap:AdditionalPaidInCapitalMember2019-12-310001363829us-gaap:AdditionalPaidInCapitalMember2018-12-310001363829us-gaap:AdditionalPaidInCapitalMember2017-12-310001363829esgr:VotingCommonStockMemberus-gaap:AdditionalPaidInCapitalMember2020-01-012020-12-310001363829esgr:VotingCommonStockMemberus-gaap:AdditionalPaidInCapitalMember2019-01-012019-12-310001363829esgr:VotingCommonStockMemberus-gaap:AdditionalPaidInCapitalMember2018-01-012018-12-310001363829us-gaap:AdditionalPaidInCapitalMember2020-01-012020-12-310001363829us-gaap:AdditionalPaidInCapitalMember2019-01-012019-12-310001363829us-gaap:AdditionalPaidInCapitalMember2018-01-012018-12-310001363829us-gaap:AdditionalPaidInCapitalMember2020-12-310001363829us-gaap:AccumulatedOtherComprehensiveIncomeMember2019-12-310001363829us-gaap:AccumulatedOtherComprehensiveIncomeMember2018-12-310001363829us-gaap:AccumulatedOtherComprehensiveIncomeMember2017-12-310001363829us-gaap:AccumulatedTranslationAdjustmentMember2019-12-310001363829us-gaap:AccumulatedTranslationAdjustmentMember2018-12-310001363829us-gaap:AccumulatedTranslationAdjustmentMember2017-12-310001363829us-gaap:AccumulatedTranslationAdjustmentMember2020-01-012020-12-310001363829us-gaap:AccumulatedTranslationAdjustmentMember2019-01-012019-12-310001363829us-gaap:AccumulatedTranslationAdjustmentMember2018-01-012018-12-310001363829us-gaap:AccumulatedTranslationAdjustmentMember2020-12-310001363829us-gaap:AccumulatedDefinedBenefitPlansAdjustmentMember2019-12-310001363829us-gaap:AccumulatedDefinedBenefitPlansAdjustmentMember2018-12-310001363829us-gaap:AccumulatedDefinedBenefitPlansAdjustmentMember2017-12-310001363829us-gaap:AccumulatedDefinedBenefitPlansAdjustmentMember2020-01-012020-12-310001363829us-gaap:AccumulatedDefinedBenefitPlansAdjustmentMember2019-01-012019-12-310001363829us-gaap:AccumulatedDefinedBenefitPlansAdjustmentMember2018-01-012018-12-310001363829us-gaap:AccumulatedDefinedBenefitPlansAdjustmentMember2020-12-310001363829us-gaap:AccumulatedNetUnrealizedInvestmentGainLossMember2019-12-310001363829us-gaap:AccumulatedNetUnrealizedInvestmentGainLossMember2018-12-310001363829us-gaap:AccumulatedNetUnrealizedInvestmentGainLossMember2017-12-310001363829us-gaap:AccumulatedNetUnrealizedInvestmentGainLossMember2020-01-012020-12-310001363829us-gaap:AccumulatedNetUnrealizedInvestmentGainLossMember2019-01-012019-12-310001363829us-gaap:AccumulatedNetUnrealizedInvestmentGainLossMember2018-01-012018-12-310001363829us-gaap:AccumulatedNetUnrealizedInvestmentGainLossMember2020-12-310001363829us-gaap:AccumulatedOtherComprehensiveIncomeMember2020-12-310001363829us-gaap:RetainedEarningsMember2019-12-310001363829us-gaap:RetainedEarningsMember2018-12-310001363829us-gaap:RetainedEarningsMember2017-12-310001363829us-gaap:RetainedEarningsMember2020-01-012020-12-310001363829us-gaap:RetainedEarningsMember2019-01-012019-12-310001363829us-gaap:RetainedEarningsMember2018-01-012018-12-310001363829us-gaap:RetainedEarningsMembersrt:CumulativeEffectPeriodOfAdoptionAdjustmentMember2019-12-310001363829us-gaap:RetainedEarningsMembersrt:CumulativeEffectPeriodOfAdoptionAdjustmentMember2018-12-310001363829us-gaap:RetainedEarningsMembersrt:CumulativeEffectPeriodOfAdoptionAdjustmentMember2017-12-310001363829us-gaap:RetainedEarningsMember2020-12-310001363829us-gaap:NoncontrollingInterestMember2019-12-310001363829us-gaap:NoncontrollingInterestMember2018-12-310001363829us-gaap:NoncontrollingInterestMember2017-12-310001363829us-gaap:NoncontrollingInterestMember2020-01-012020-12-310001363829us-gaap:NoncontrollingInterestMember2019-01-012019-12-310001363829us-gaap:NoncontrollingInterestMember2018-01-012018-12-310001363829us-gaap:NoncontrollingInterestMember2020-12-3100013638292018-12-3100013638292017-12-310001363829us-gaap:DiscontinuedOperationsDisposedOfBySaleMemberesgr:StarStoneUSMember2020-11-30esgr:Segmentxbrli:pure0001363829esgr:AtriumSegmentMember2020-01-012020-12-310001363829esgr:MaidenFacilityAgreementMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2020-12-310001363829srt:CumulativeEffectPeriodOfAdoptionAdjustmentMember2019-12-310001363829esgr:BorgWarnerMorseTECMember2019-10-302019-10-300001363829esgr:BorgWarnerMorseTECMember2019-10-300001363829esgr:BorgWarnerMorseTECMember2020-01-012020-12-310001363829esgr:BorgWarnerMorseTECMember2019-01-012019-12-310001363829esgr:MaidenReNorthAmericaMember2018-12-272018-12-270001363829esgr:MaidenReNorthAmericaMember2020-01-012020-12-310001363829esgr:MaidenReNorthAmericaMember2018-12-270001363829esgr:MaidenReNorthAmericaMember2019-01-012019-12-310001363829esgr:KaylaReHoldingsLtdMember2018-05-142018-05-140001363829us-gaap:CommonStockMemberesgr:KaylaReHoldingsLtdMember2018-05-142018-05-140001363829esgr:KaylaReHoldingsLtdMemberesgr:CommonClassEMember2018-05-142018-05-140001363829esgr:KaylaReHoldingsLtdMember2020-01-012020-12-310001363829esgr:KaylaReHoldingsLtdMember2018-05-140001363829esgr:KaylaReHoldingsLtdMember2018-05-130001363829esgr:KaylaReHoldingsLtdMember2018-01-012018-06-300001363829esgr:KaylaReHoldingsLtdMember2018-04-012018-06-300001363829us-gaap:CarryingReportedAmountFairValueDisclosureMemberesgr:KaylaReHoldingsLtdMember2018-05-140001363829esgr:KaylaReHoldingsLtdMemberus-gaap:EstimateOfFairValueFairValueDisclosureMember2018-05-140001363829esgr:KaylaReHoldingsLtdMemberesgr:FairValueAdjustmentsMember2018-05-140001363829esgr:KaylaReHoldingsLtdMember2018-01-012018-12-310001363829esgr:HanoverReMember2020-08-062020-08-060001363829esgr:MunichReMember2020-07-012020-07-010001363829esgr:AXAGroupMember2020-06-012020-06-010001363829esgr:AspenMember2020-06-012020-06-010001363829esgr:AspenMember2020-06-010001363829esgr:LyftMember2020-03-312020-03-310001363829esgr:ZurichMember2019-10-012019-10-010001363829esgr:ZurichMember2019-10-010001363829esgr:MaidenReBermudaMember2019-08-052019-08-050001363829esgr:MaidenReBermudaMember2019-08-050001363829esgr:AmerisureMember2019-04-112019-04-110001363829esgr:AmerisureMember2019-04-110001363829esgr:AmTrustFinancialServicesInc.Member2019-02-142019-02-140001363829esgr:AmTrustFinancialServicesInc.Member2019-02-140001363829esgr:AllianzSEMember2018-12-312018-12-310001363829esgr:MaidenReBermudaMember2018-12-272018-12-270001363829esgr:MaidenReBermudaMember2018-12-270001363829esgr:CocaColaMember2018-08-012018-08-010001363829esgr:CocaColaMember2018-08-010001363829esgr:ZurichAustraliaMember2018-02-232018-02-230001363829esgr:NeonUnderwritingLimitedMember2018-02-162018-02-160001363829esgr:NovaeTransactionMember2018-01-292018-01-290001363829esgr:AXAGroupMembersrt:ScenarioPreviouslyReportedMember2021-05-032021-05-030001363829esgr:ProSightMembersrt:ScenarioPreviouslyReportedMember2021-01-152021-01-150001363829srt:ScenarioPreviouslyReportedMemberesgr:CNAMember2021-02-052021-02-050001363829srt:ScenarioPreviouslyReportedMemberesgr:LibertyMutualMember2021-01-082021-01-080001363829esgr:AXAGroupMember2020-10-012020-10-010001363829esgr:NorthBayMember2020-12-310001363829esgr:TridentMemberesgr:NorthBayMember2020-12-310001363829esgr:DowlingMemberesgr:NorthBayMember2020-12-310001363829esgr:NorthBayMemberesgr:StarStoneSpecialtyHoldingsLimitedMember2020-12-310001363829esgr:NorthBayMemberesgr:NorthshoreHoldingsLimitedMember2020-12-310001363829esgr:CoreSpecialtyMember2021-01-010001363829esgr:NorthshoreHoldingsLimitedMemberesgr:CoreSpecialtyMember2021-01-010001363829esgr:TridentMemberesgr:NorthshoreHoldingsLimitedMember2021-01-010001363829esgr:CoreSpecialtyMemberesgr:DowlingMember2021-01-010001363829esgr:DowlingMemberesgr:NorthshoreHoldingsLimitedMember2021-01-010001363829esgr:StarStoneSpecialtyHoldingsLimitedMember2020-12-310001363829esgr:TridentMemberesgr:StarStoneSpecialtyHoldingsLimitedMember2020-12-310001363829esgr:DowlingMemberesgr:StarStoneSpecialtyHoldingsLimitedMember2020-12-310001363829esgr:RunOffMember2020-01-012020-12-310001363829us-gaap:ShortTermInvestmentsMemberus-gaap:DisposalGroupHeldForSaleOrDisposedOfBySaleNotDiscontinuedOperationsMemberesgr:NorthshoreHoldingsLimitedMember2020-12-310001363829us-gaap:DisposalGroupHeldForSaleOrDisposedOfBySaleNotDiscontinuedOperationsMemberus-gaap:FixedMaturitiesMemberesgr:NorthshoreHoldingsLimitedMember2020-12-310001363829us-gaap:DisposalGroupHeldForSaleOrDisposedOfBySaleNotDiscontinuedOperationsMemberesgr:NorthshoreHoldingsLimitedMember2020-12-310001363829us-gaap:DiscontinuedOperationsHeldforsaleMemberesgr:StarStoneUSMember2019-12-310001363829us-gaap:DiscontinuedOperationsDisposedOfBySaleMemberesgr:StarStoneUSMember2020-01-012020-12-310001363829us-gaap:DiscontinuedOperationsDisposedOfBySaleMemberesgr:StarStoneUSMember2019-01-012019-12-310001363829us-gaap:DiscontinuedOperationsDisposedOfBySaleMemberesgr:StarStoneUSMember2018-01-012018-12-310001363829us-gaap:DiscontinuedOperationsDisposedOfBySaleMemberesgr:StarStoneUSMember2020-12-310001363829esgr:StarStoneUSMember2020-11-302020-11-300001363829us-gaap:DiscontinuedOperationsHeldforsaleMemberesgr:StarStoneUSMember2020-01-012020-12-310001363829us-gaap:DiscontinuedOperationsHeldforsaleMemberesgr:StarStoneUSMember2019-01-012019-12-310001363829us-gaap:DiscontinuedOperationsHeldforsaleMemberesgr:StarStoneUSMember2018-01-012018-12-310001363829esgr:CoreSpecialtyMember2020-12-310001363829esgr:StarstoneInternationalMember2020-10-022020-10-02iso4217:EUR0001363829us-gaap:DisposalGroupDisposedOfBySaleNotDiscontinuedOperationsMemberesgr:VanderHaeghenCOSAMember2020-10-142020-10-140001363829us-gaap:DisposalGroupDisposedOfBySaleNotDiscontinuedOperationsMemberesgr:VanderHaeghenCOSAMember2020-10-012020-12-310001363829esgr:StarStoneUSMember2020-12-310001363829esgr:TridentMemberesgr:StarStoneUnderwritingLImitedMember2020-12-310001363829esgr:DowlingMemberesgr:StarStoneUnderwritingLImitedMember2020-12-310001363829us-gaap:DisposalGroupDisposedOfBySaleNotDiscontinuedOperationsMemberesgr:StarStoneUnderwritingLImitedMember2021-03-152021-03-1500013638292021-03-152021-03-150001363829esgr:TridentMember2021-03-152021-03-150001363829esgr:InigoMembersrt:ScenarioForecastMember2021-06-300001363829esgr:InigoMember2020-12-310001363829us-gaap:ShortTermInvestmentsMemberus-gaap:USGovernmentAgenciesDebtSecuritiesMember2020-12-310001363829us-gaap:USGovernmentAgenciesDebtSecuritiesMemberus-gaap:FixedMaturitiesMember2020-12-310001363829us-gaap:USGovernmentAgenciesDebtSecuritiesMemberesgr:FundsHeldDirectlyManagedMember2020-12-310001363829us-gaap:USGovernmentAgenciesDebtSecuritiesMember2020-12-310001363829us-gaap:ShortTermInvestmentsMemberesgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMember2020-12-310001363829us-gaap:FixedMaturitiesMemberesgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMember2020-12-310001363829esgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMemberesgr:FundsHeldDirectlyManagedMember2020-12-310001363829esgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMember2020-12-310001363829us-gaap:ShortTermInvestmentsMemberesgr:OtherGovernmentAgenciesDebtSecuritiesMember2020-12-310001363829us-gaap:FixedMaturitiesMemberesgr:OtherGovernmentAgenciesDebtSecuritiesMember2020-12-310001363829esgr:FundsHeldDirectlyManagedMemberesgr:OtherGovernmentAgenciesDebtSecuritiesMember2020-12-310001363829esgr:OtherGovernmentAgenciesDebtSecuritiesMember2020-12-310001363829us-gaap:ShortTermInvestmentsMemberus-gaap:CorporateDebtSecuritiesMember2020-12-310001363829us-gaap:FixedMaturitiesMemberus-gaap:CorporateDebtSecuritiesMember2020-12-310001363829esgr:FundsHeldDirectlyManagedMemberus-gaap:CorporateDebtSecuritiesMember2020-12-310001363829us-gaap:CorporateDebtSecuritiesMember2020-12-310001363829us-gaap:ShortTermInvestmentsMemberus-gaap:MunicipalBondsMember2020-12-310001363829us-gaap:FixedMaturitiesMemberus-gaap:MunicipalBondsMember2020-12-310001363829us-gaap:MunicipalBondsMemberesgr:FundsHeldDirectlyManagedMember2020-12-310001363829us-gaap:MunicipalBondsMember2020-12-310001363829us-gaap:ShortTermInvestmentsMemberus-gaap:ResidentialMortgageBackedSecuritiesMember2020-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMemberus-gaap:FixedMaturitiesMember2020-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMemberesgr:FundsHeldDirectlyManagedMember2020-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMember2020-12-310001363829us-gaap:ShortTermInvestmentsMemberus-gaap:CommercialMortgageBackedSecuritiesMember2020-12-310001363829us-gaap:FixedMaturitiesMemberus-gaap:CommercialMortgageBackedSecuritiesMember2020-12-310001363829us-gaap:CommercialMortgageBackedSecuritiesMemberesgr:FundsHeldDirectlyManagedMember2020-12-310001363829us-gaap:CommercialMortgageBackedSecuritiesMember2020-12-310001363829us-gaap:ShortTermInvestmentsMemberus-gaap:AssetBackedSecuritiesMember2020-12-310001363829us-gaap:FixedMaturitiesMemberus-gaap:AssetBackedSecuritiesMember2020-12-310001363829esgr:FundsHeldDirectlyManagedMemberus-gaap:AssetBackedSecuritiesMember2020-12-310001363829us-gaap:AssetBackedSecuritiesMember2020-12-310001363829esgr:FundsHeldDirectlyManagedMember2020-12-310001363829us-gaap:ShortTermInvestmentsMemberus-gaap:USGovernmentAgenciesDebtSecuritiesMember2019-12-310001363829us-gaap:USGovernmentAgenciesDebtSecuritiesMemberus-gaap:FixedMaturitiesMember2019-12-310001363829us-gaap:USGovernmentAgenciesDebtSecuritiesMemberesgr:FundsHeldDirectlyManagedMember2019-12-310001363829us-gaap:USGovernmentAgenciesDebtSecuritiesMember2019-12-310001363829us-gaap:ShortTermInvestmentsMemberesgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMember2019-12-310001363829us-gaap:FixedMaturitiesMemberesgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMember2019-12-310001363829esgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMemberesgr:FundsHeldDirectlyManagedMember2019-12-310001363829esgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMember2019-12-310001363829us-gaap:ShortTermInvestmentsMemberesgr:OtherGovernmentAgenciesDebtSecuritiesMember2019-12-310001363829us-gaap:FixedMaturitiesMemberesgr:OtherGovernmentAgenciesDebtSecuritiesMember2019-12-310001363829esgr:FundsHeldDirectlyManagedMemberesgr:OtherGovernmentAgenciesDebtSecuritiesMember2019-12-310001363829esgr:OtherGovernmentAgenciesDebtSecuritiesMember2019-12-310001363829us-gaap:ShortTermInvestmentsMemberus-gaap:CorporateDebtSecuritiesMember2019-12-310001363829us-gaap:FixedMaturitiesMemberus-gaap:CorporateDebtSecuritiesMember2019-12-310001363829esgr:FundsHeldDirectlyManagedMemberus-gaap:CorporateDebtSecuritiesMember2019-12-310001363829us-gaap:CorporateDebtSecuritiesMember2019-12-310001363829us-gaap:ShortTermInvestmentsMemberus-gaap:MunicipalBondsMember2019-12-310001363829us-gaap:FixedMaturitiesMemberus-gaap:MunicipalBondsMember2019-12-310001363829us-gaap:MunicipalBondsMemberesgr:FundsHeldDirectlyManagedMember2019-12-310001363829us-gaap:MunicipalBondsMember2019-12-310001363829us-gaap:ShortTermInvestmentsMemberus-gaap:ResidentialMortgageBackedSecuritiesMember2019-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMemberus-gaap:FixedMaturitiesMember2019-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMemberesgr:FundsHeldDirectlyManagedMember2019-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMember2019-12-310001363829us-gaap:ShortTermInvestmentsMemberus-gaap:CommercialMortgageBackedSecuritiesMember2019-12-310001363829us-gaap:FixedMaturitiesMemberus-gaap:CommercialMortgageBackedSecuritiesMember2019-12-310001363829us-gaap:CommercialMortgageBackedSecuritiesMemberesgr:FundsHeldDirectlyManagedMember2019-12-310001363829us-gaap:CommercialMortgageBackedSecuritiesMember2019-12-310001363829us-gaap:ShortTermInvestmentsMemberus-gaap:AssetBackedSecuritiesMember2019-12-310001363829us-gaap:FixedMaturitiesMemberus-gaap:AssetBackedSecuritiesMember2019-12-310001363829esgr:FundsHeldDirectlyManagedMemberus-gaap:AssetBackedSecuritiesMember2019-12-310001363829us-gaap:AssetBackedSecuritiesMember2019-12-310001363829esgr:FundsHeldDirectlyManagedMember2019-12-310001363829us-gaap:MortgageBackedSecuritiesIssuedByUSGovernmentSponsoredEnterprisesMember2020-12-310001363829us-gaap:MortgageBackedSecuritiesIssuedByUSGovernmentSponsoredEnterprisesMember2019-12-310001363829esgr:SeniorSecuredDebtSecuritiesMember2020-12-310001363829esgr:SeniorSecuredDebtSecuritiesMember2019-12-310001363829esgr:ShortTermInvestmentsAndFixedMaturitiesMember2020-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMember2020-12-310001363829esgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:CommercialMortgageBackedSecuritiesMember2020-12-310001363829esgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:AssetBackedSecuritiesMember2020-12-310001363829esgr:TradingSecuritiesandAvailableforSaleSecuritiesMemberus-gaap:USGovernmentAgenciesDebtSecuritiesMemberesgr:PortfolioConcentrationRiskMemberesgr:MarketableSecuritiesMember2020-01-012020-12-310001363829us-gaap:USGovernmentAgenciesDebtSecuritiesMemberus-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:StandardPoorsFitchAAARatingMemberMember2020-12-310001363829us-gaap:USGovernmentAgenciesDebtSecuritiesMemberus-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:StandardPoorsFitchAARatingMember2020-12-310001363829us-gaap:USGovernmentAgenciesDebtSecuritiesMemberus-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:StandardPoorsFitchARatingMember2020-12-310001363829us-gaap:USGovernmentAgenciesDebtSecuritiesMemberesgr:StandardPoorsFitchBBBRatingMemberus-gaap:ExternalCreditRatingInvestmentGradeMember2020-12-310001363829us-gaap:USGovernmentAgenciesDebtSecuritiesMemberus-gaap:ExternalCreditRatingNonInvestmentGradeMember2020-12-310001363829us-gaap:USGovernmentAgenciesDebtSecuritiesMemberesgr:NotRatedMember2020-12-310001363829esgr:TradingSecuritiesandAvailableforSaleSecuritiesMemberesgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMemberesgr:PortfolioConcentrationRiskMemberesgr:MarketableSecuritiesMember2020-01-012020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMemberesgr:StandardPoorsFitchAAARatingMemberMember2020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMemberesgr:StandardPoorsFitchAARatingMember2020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMemberesgr:StandardPoorsFitchARatingMember2020-12-310001363829esgr:StandardPoorsFitchBBBRatingMemberus-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMember2020-12-310001363829esgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMemberus-gaap:ExternalCreditRatingNonInvestmentGradeMember2020-12-310001363829esgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMemberesgr:NotRatedMember2020-12-310001363829esgr:TradingSecuritiesandAvailableforSaleSecuritiesMemberesgr:PortfolioConcentrationRiskMemberesgr:OtherGovernmentAgenciesDebtSecuritiesMemberesgr:MarketableSecuritiesMember2020-01-012020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:StandardPoorsFitchAAARatingMemberMemberesgr:OtherGovernmentAgenciesDebtSecuritiesMember2020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:StandardPoorsFitchAARatingMemberesgr:OtherGovernmentAgenciesDebtSecuritiesMember2020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:OtherGovernmentAgenciesDebtSecuritiesMemberesgr:StandardPoorsFitchARatingMember2020-12-310001363829esgr:StandardPoorsFitchBBBRatingMemberus-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:OtherGovernmentAgenciesDebtSecuritiesMember2020-12-310001363829us-gaap:ExternalCreditRatingNonInvestmentGradeMemberesgr:OtherGovernmentAgenciesDebtSecuritiesMember2020-12-310001363829esgr:OtherGovernmentAgenciesDebtSecuritiesMemberesgr:NotRatedMember2020-12-310001363829esgr:TradingSecuritiesandAvailableforSaleSecuritiesMemberesgr:PortfolioConcentrationRiskMemberesgr:MarketableSecuritiesMemberus-gaap:CorporateDebtSecuritiesMember2020-01-012020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:StandardPoorsFitchAAARatingMemberMemberus-gaap:CorporateDebtSecuritiesMember2020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:StandardPoorsFitchAARatingMemberus-gaap:CorporateDebtSecuritiesMember2020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:StandardPoorsFitchARatingMemberus-gaap:CorporateDebtSecuritiesMember2020-12-310001363829esgr:StandardPoorsFitchBBBRatingMemberus-gaap:ExternalCreditRatingInvestmentGradeMemberus-gaap:CorporateDebtSecuritiesMember2020-12-310001363829us-gaap:ExternalCreditRatingNonInvestmentGradeMemberus-gaap:CorporateDebtSecuritiesMember2020-12-310001363829esgr:NotRatedMemberus-gaap:CorporateDebtSecuritiesMember2020-12-310001363829esgr:TradingSecuritiesandAvailableforSaleSecuritiesMemberus-gaap:MunicipalBondsMemberesgr:PortfolioConcentrationRiskMemberesgr:MarketableSecuritiesMember2020-01-012020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberus-gaap:MunicipalBondsMemberesgr:StandardPoorsFitchAAARatingMemberMember2020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberus-gaap:MunicipalBondsMemberesgr:StandardPoorsFitchAARatingMember2020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberus-gaap:MunicipalBondsMemberesgr:StandardPoorsFitchARatingMember2020-12-310001363829esgr:StandardPoorsFitchBBBRatingMemberus-gaap:ExternalCreditRatingInvestmentGradeMemberus-gaap:MunicipalBondsMember2020-12-310001363829us-gaap:MunicipalBondsMemberus-gaap:ExternalCreditRatingNonInvestmentGradeMember2020-12-310001363829us-gaap:MunicipalBondsMemberesgr:NotRatedMember2020-12-310001363829esgr:TradingSecuritiesandAvailableforSaleSecuritiesMemberus-gaap:ResidentialMortgageBackedSecuritiesMemberesgr:PortfolioConcentrationRiskMemberesgr:MarketableSecuritiesMember2020-01-012020-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMemberus-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:StandardPoorsFitchAAARatingMemberMember2020-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMemberus-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:StandardPoorsFitchAARatingMember2020-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMemberus-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:StandardPoorsFitchARatingMember2020-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMemberesgr:StandardPoorsFitchBBBRatingMemberus-gaap:ExternalCreditRatingInvestmentGradeMember2020-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMemberus-gaap:ExternalCreditRatingNonInvestmentGradeMember2020-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMemberesgr:NotRatedMember2020-12-310001363829esgr:TradingSecuritiesandAvailableforSaleSecuritiesMemberus-gaap:CommercialMortgageBackedSecuritiesMemberesgr:PortfolioConcentrationRiskMemberesgr:MarketableSecuritiesMember2020-01-012020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberus-gaap:CommercialMortgageBackedSecuritiesMemberesgr:StandardPoorsFitchAAARatingMemberMember2020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberus-gaap:CommercialMortgageBackedSecuritiesMemberesgr:StandardPoorsFitchAARatingMember2020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberus-gaap:CommercialMortgageBackedSecuritiesMemberesgr:StandardPoorsFitchARatingMember2020-12-310001363829esgr:StandardPoorsFitchBBBRatingMemberus-gaap:ExternalCreditRatingInvestmentGradeMemberus-gaap:CommercialMortgageBackedSecuritiesMember2020-12-310001363829us-gaap:CommercialMortgageBackedSecuritiesMemberus-gaap:ExternalCreditRatingNonInvestmentGradeMember2020-12-310001363829us-gaap:CommercialMortgageBackedSecuritiesMemberesgr:NotRatedMember2020-12-310001363829esgr:TradingSecuritiesandAvailableforSaleSecuritiesMemberesgr:PortfolioConcentrationRiskMemberus-gaap:AssetBackedSecuritiesMemberesgr:MarketableSecuritiesMember2020-01-012020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberus-gaap:AssetBackedSecuritiesMemberesgr:StandardPoorsFitchAAARatingMemberMember2020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:StandardPoorsFitchAARatingMemberus-gaap:AssetBackedSecuritiesMember2020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberus-gaap:AssetBackedSecuritiesMemberesgr:StandardPoorsFitchARatingMember2020-12-310001363829esgr:StandardPoorsFitchBBBRatingMemberus-gaap:ExternalCreditRatingInvestmentGradeMemberus-gaap:AssetBackedSecuritiesMember2020-12-310001363829us-gaap:ExternalCreditRatingNonInvestmentGradeMemberus-gaap:AssetBackedSecuritiesMember2020-12-310001363829us-gaap:AssetBackedSecuritiesMemberesgr:NotRatedMember2020-12-310001363829esgr:TradingSecuritiesandAvailableforSaleSecuritiesMemberesgr:PortfolioConcentrationRiskMemberesgr:MarketableSecuritiesMember2020-01-012020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:StandardPoorsFitchAAARatingMemberMember2020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:StandardPoorsFitchAARatingMember2020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:StandardPoorsFitchARatingMember2020-12-310001363829esgr:StandardPoorsFitchBBBRatingMemberus-gaap:ExternalCreditRatingInvestmentGradeMember2020-12-310001363829us-gaap:ExternalCreditRatingNonInvestmentGradeMember2020-12-310001363829esgr:NotRatedMember2020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:CreditRatingConcentrationRiskMemberesgr:TradingandAvailableforSaleSecuritiesMemberesgr:StandardPoorsFitchAAARatingMemberMember2020-01-012020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:CreditRatingConcentrationRiskMemberesgr:TradingandAvailableforSaleSecuritiesMemberesgr:StandardPoorsFitchAARatingMember2020-01-012020-12-310001363829us-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:CreditRatingConcentrationRiskMemberesgr:TradingandAvailableforSaleSecuritiesMemberesgr:StandardPoorsFitchARatingMember2020-01-012020-12-310001363829esgr:StandardPoorsFitchBBBRatingMemberus-gaap:ExternalCreditRatingInvestmentGradeMemberesgr:CreditRatingConcentrationRiskMemberesgr:TradingandAvailableforSaleSecuritiesMember2020-01-012020-12-310001363829esgr:CreditRatingConcentrationRiskMemberesgr:TradingandAvailableforSaleSecuritiesMemberus-gaap:ExternalCreditRatingNonInvestmentGradeMember2020-01-012020-12-310001363829esgr:CreditRatingConcentrationRiskMemberesgr:TradingandAvailableforSaleSecuritiesMemberesgr:NotRatedMember2020-01-012020-12-310001363829us-gaap:ForeignGovernmentDebtSecuritiesMember2020-12-31esgr:Security0001363829srt:CumulativeEffectPeriodOfAdoptionAdjustmentMemberesgr:OtherGovernmentAgenciesDebtSecuritiesMember2019-12-310001363829srt:CumulativeEffectPeriodOfAdoptionAdjustmentMemberus-gaap:CorporateDebtSecuritiesMember2019-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMembersrt:CumulativeEffectPeriodOfAdoptionAdjustmentMember2019-12-310001363829us-gaap:CommercialMortgageBackedSecuritiesMembersrt:CumulativeEffectPeriodOfAdoptionAdjustmentMember2019-12-310001363829srt:CumulativeEffectPeriodOfAdoptionAdjustmentMemberus-gaap:AssetBackedSecuritiesMember2019-12-310001363829esgr:OtherGovernmentAgenciesDebtSecuritiesMember2020-01-012020-12-310001363829us-gaap:CorporateDebtSecuritiesMember2020-01-012020-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMember2020-01-012020-12-310001363829us-gaap:CommercialMortgageBackedSecuritiesMember2020-01-012020-12-310001363829us-gaap:AssetBackedSecuritiesMember2020-01-012020-12-310001363829us-gaap:AvailableforsaleSecuritiesMember2019-12-310001363829esgr:PublicEquityFundsMember2020-12-310001363829esgr:PublicEquityFundsMember2019-12-310001363829us-gaap:ExchangeTradedFundsMember2020-12-310001363829us-gaap:ExchangeTradedFundsMember2019-12-310001363829us-gaap:PrivateEquityFundsMember2020-12-310001363829us-gaap:PrivateEquityFundsMember2019-12-310001363829esgr:AmTrustFinancialServicesInc.Member2020-12-310001363829esgr:AmTrustFinancialServicesInc.Member2019-12-310001363829us-gaap:HedgeFundsMember2020-12-310001363829us-gaap:HedgeFundsMember2019-12-310001363829us-gaap:FixedIncomeFundsMember2020-12-310001363829us-gaap:FixedIncomeFundsMember2019-12-310001363829us-gaap:PrivateEquityFundsMember2020-12-310001363829us-gaap:PrivateEquityFundsMember2019-12-310001363829esgr:PrivateCreditFundsMember2020-12-310001363829esgr:PrivateCreditFundsMember2019-12-310001363829us-gaap:EquityFundsMember2020-12-310001363829us-gaap:EquityFundsMember2019-12-310001363829esgr:CLOEquityFundsMember2020-12-310001363829esgr:CLOEquityFundsMember2019-12-310001363829esgr:CLOEquityMember2020-12-310001363829esgr:CLOEquityMember2019-12-310001363829us-gaap:OtherLongTermInvestmentsMember2020-12-310001363829us-gaap:OtherLongTermInvestmentsMember2019-12-310001363829us-gaap:OtherInvestmentsMember2020-01-012020-12-310001363829us-gaap:OtherInvestmentsMember2019-01-012019-12-310001363829us-gaap:OtherInvestmentsMember2020-12-310001363829esgr:RestrictionPeriodLessThanOneYearMemberus-gaap:HedgeFundsMember2020-12-310001363829esgr:RestrictionPeriodOneToTwoYearsMemberus-gaap:HedgeFundsMember2020-12-310001363829esgr:RestrictionPeriodTwoToThreeYearsMemberus-gaap:HedgeFundsMember2020-12-310001363829esgr:RestrictionPeriodMoreThanThreeYearsMemberus-gaap:HedgeFundsMember2020-12-310001363829esgr:RestrictionPeriodNotEligibleRestrictedMemberus-gaap:HedgeFundsMember2020-12-310001363829us-gaap:FixedIncomeFundsMemberesgr:RestrictionPeriodLessThanOneYearMember2020-12-310001363829esgr:RestrictionPeriodOneToTwoYearsMemberus-gaap:FixedIncomeFundsMember2020-12-310001363829esgr:RestrictionPeriodTwoToThreeYearsMemberus-gaap:FixedIncomeFundsMember2020-12-310001363829esgr:RestrictionPeriodMoreThanThreeYearsMemberus-gaap:FixedIncomeFundsMember2020-12-310001363829esgr:RestrictionPeriodNotEligibleRestrictedMemberus-gaap:FixedIncomeFundsMember2020-12-310001363829us-gaap:EquityFundsMemberesgr:RestrictionPeriodLessThanOneYearMember2020-12-310001363829us-gaap:EquityFundsMemberesgr:RestrictionPeriodOneToTwoYearsMember2020-12-310001363829us-gaap:EquityFundsMemberesgr:RestrictionPeriodTwoToThreeYearsMember2020-12-310001363829esgr:RestrictionPeriodMoreThanThreeYearsMemberus-gaap:EquityFundsMember2020-12-310001363829us-gaap:EquityFundsMemberesgr:RestrictionPeriodNotEligibleRestrictedMember2020-12-310001363829us-gaap:PrivateEquityFundsMemberesgr:RestrictionPeriodLessThanOneYearMember2020-12-310001363829esgr:RestrictionPeriodOneToTwoYearsMemberus-gaap:PrivateEquityFundsMember2020-12-310001363829us-gaap:PrivateEquityFundsMemberesgr:RestrictionPeriodTwoToThreeYearsMember2020-12-310001363829esgr:RestrictionPeriodMoreThanThreeYearsMemberus-gaap:PrivateEquityFundsMember2020-12-310001363829esgr:RestrictionPeriodNotEligibleRestrictedMemberus-gaap:PrivateEquityFundsMember2020-12-310001363829esgr:CLOEquityFundsMemberesgr:RestrictionPeriodLessThanOneYearMember2020-12-310001363829esgr:RestrictionPeriodOneToTwoYearsMemberesgr:CLOEquityFundsMember2020-12-310001363829esgr:RestrictionPeriodTwoToThreeYearsMemberesgr:CLOEquityFundsMember2020-12-310001363829esgr:RestrictionPeriodMoreThanThreeYearsMemberesgr:CLOEquityFundsMember2020-12-310001363829esgr:RestrictionPeriodNotEligibleRestrictedMemberesgr:CLOEquityFundsMember2020-12-310001363829esgr:CLOEquityMemberesgr:RestrictionPeriodLessThanOneYearMember2020-12-310001363829esgr:RestrictionPeriodOneToTwoYearsMemberesgr:CLOEquityMember2020-12-310001363829esgr:RestrictionPeriodTwoToThreeYearsMemberesgr:CLOEquityMember2020-12-310001363829esgr:RestrictionPeriodMoreThanThreeYearsMemberesgr:CLOEquityMember2020-12-310001363829esgr:RestrictionPeriodNotEligibleRestrictedMemberesgr:CLOEquityMember2020-12-310001363829esgr:PrivateCreditFundsMemberesgr:RestrictionPeriodLessThanOneYearMember2020-12-310001363829esgr:PrivateCreditFundsMemberesgr:RestrictionPeriodOneToTwoYearsMember2020-12-310001363829esgr:PrivateCreditFundsMemberesgr:RestrictionPeriodTwoToThreeYearsMember2020-12-310001363829esgr:RestrictionPeriodMoreThanThreeYearsMemberesgr:PrivateCreditFundsMember2020-12-310001363829esgr:PrivateCreditFundsMemberesgr:RestrictionPeriodNotEligibleRestrictedMember2020-12-310001363829us-gaap:OtherLongTermInvestmentsMemberesgr:RestrictionPeriodLessThanOneYearMember2020-12-310001363829us-gaap:OtherLongTermInvestmentsMemberesgr:RestrictionPeriodOneToTwoYearsMember2020-12-310001363829us-gaap:OtherLongTermInvestmentsMemberesgr:RestrictionPeriodTwoToThreeYearsMember2020-12-310001363829esgr:RestrictionPeriodMoreThanThreeYearsMemberus-gaap:OtherLongTermInvestmentsMember2020-12-310001363829us-gaap:OtherLongTermInvestmentsMemberesgr:RestrictionPeriodNotEligibleRestrictedMember2020-12-310001363829esgr:RestrictionPeriodLessThanOneYearMember2020-12-310001363829esgr:RestrictionPeriodOneToTwoYearsMember2020-12-310001363829esgr:RestrictionPeriodTwoToThreeYearsMember2020-12-310001363829esgr:RestrictionPeriodMoreThanThreeYearsMember2020-12-310001363829esgr:RestrictionPeriodNotEligibleRestrictedMember2020-12-310001363829esgr:RestrictionPeriodNotEligibleRestrictedMemberus-gaap:HedgeFundsMember2019-12-310001363829esgr:EnhanzedReMember2020-12-310001363829esgr:EnhanzedReMember2019-12-310001363829us-gaap:CommonStockMemberesgr:CitcoIIILimitedMember2020-12-310001363829esgr:CitcoIIILimitedMember2020-12-310001363829esgr:CitcoIIILimitedMember2019-12-310001363829us-gaap:CommonStockMemberesgr:MonumentMember2020-12-310001363829esgr:MonumentMember2020-12-310001363829us-gaap:CommonStockMemberesgr:MonumentMember2019-12-310001363829esgr:MonumentMember2019-12-310001363829esgr:ClearSpringMember2020-12-310001363829esgr:ClearSpringMember2019-12-310001363829esgr:StarStoneUSMember2020-12-310001363829esgr:StarStoneUSMember2019-12-310001363829esgr:OtherEquityMethodInvestmentsMember2020-12-310001363829esgr:OtherEquityMethodInvestmentsMember2019-12-310001363829us-gaap:ConvertiblePreferredStockMemberesgr:CitcoIIILimitedMemberesgr:CTCOHoldingsLimitedMember2020-12-310001363829esgr:CitcoIIILimitedMemberesgr:CTCOHoldingsLimitedMember2020-12-310001363829us-gaap:EquityMethodInvestmentsMember2020-12-310001363829esgr:FundsHeldDirectlyManagedFairValueOptionMember2020-12-310001363829esgr:FundsHeldDirectlyManagedVariableReturnOptionMember2020-12-310001363829esgr:FundsHeldDirectlyManagedFairValueOptionMember2019-12-310001363829esgr:FundsHeldDirectlyManagedVariableReturnOptionMember2019-12-310001363829esgr:AXAGroupMember2020-01-012020-12-310001363829us-gaap:FixedMaturitiesMember2020-01-012020-12-310001363829us-gaap:FixedMaturitiesMember2019-01-012019-12-310001363829us-gaap:FixedMaturitiesMember2018-01-012018-12-310001363829esgr:ShortTermInvestmentsAndCashEquivalentsMember2020-01-012020-12-310001363829esgr:ShortTermInvestmentsAndCashEquivalentsMember2019-01-012019-12-310001363829esgr:ShortTermInvestmentsAndCashEquivalentsMember2018-01-012018-12-310001363829esgr:FundsHeldMember2020-01-012020-12-310001363829esgr:FundsHeldMember2019-01-012019-12-310001363829esgr:FundsHeldMember2018-01-012018-12-310001363829esgr:FundsHeldDirectlyManagedMember2020-01-012020-12-310001363829esgr:FundsHeldDirectlyManagedMember2019-01-012019-12-310001363829esgr:FundsHeldDirectlyManagedMember2018-01-012018-12-310001363829esgr:FixedMaturitiesandCashandCashEquivalentsMember2020-01-012020-12-310001363829esgr:FixedMaturitiesandCashandCashEquivalentsMember2019-01-012019-12-310001363829esgr:FixedMaturitiesandCashandCashEquivalentsMember2018-01-012018-12-310001363829us-gaap:EquitySecuritiesMember2020-01-012020-12-310001363829us-gaap:EquitySecuritiesMember2019-01-012019-12-310001363829us-gaap:EquitySecuritiesMember2018-01-012018-12-310001363829us-gaap:OtherInvestmentsMember2018-01-012018-12-310001363829esgr:EquitiesandOtherInvestmentsMember2020-01-012020-12-310001363829esgr:EquitiesandOtherInvestmentsMember2019-01-012019-12-310001363829esgr:EquitiesandOtherInvestmentsMember2018-01-012018-12-310001363829us-gaap:DebtSecuritiesMember2020-01-012020-12-310001363829us-gaap:DebtSecuritiesMember2019-01-012019-12-310001363829us-gaap:DebtSecuritiesMember2018-01-012018-12-310001363829us-gaap:OtherInvestmentsMemberesgr:HedgeFundManagedByAnglePointMember2020-01-012020-12-310001363829us-gaap:DiscontinuedOperationsHeldForSaleOrDisposedOfBySaleMember2020-01-012020-12-310001363829us-gaap:DiscontinuedOperationsHeldForSaleOrDisposedOfBySaleMember2019-01-012019-12-310001363829us-gaap:DiscontinuedOperationsHeldForSaleOrDisposedOfBySaleMember2018-01-012018-12-310001363829us-gaap:SegmentContinuingOperationsMember2020-01-012020-12-310001363829us-gaap:SegmentContinuingOperationsMember2019-01-012019-12-310001363829us-gaap:SegmentContinuingOperationsMember2018-01-012018-12-310001363829us-gaap:AssetPledgedAsCollateralMember2020-12-310001363829us-gaap:AssetPledgedAsCollateralMember2019-12-31esgr:syndicate0001363829us-gaap:DesignatedAsHedgingInstrumentMembercurrency:AUDus-gaap:ForeignExchangeForwardMember2020-12-310001363829us-gaap:DesignatedAsHedgingInstrumentMembercurrency:AUDus-gaap:ForeignExchangeForwardMember2019-12-310001363829us-gaap:DesignatedAsHedgingInstrumentMembercurrency:EURus-gaap:ForeignExchangeForwardMember2020-12-310001363829us-gaap:DesignatedAsHedgingInstrumentMembercurrency:EURus-gaap:ForeignExchangeForwardMember2019-12-310001363829us-gaap:DesignatedAsHedgingInstrumentMembercurrency:GBPus-gaap:ForeignExchangeForwardMember2020-12-310001363829us-gaap:DesignatedAsHedgingInstrumentMembercurrency:GBPus-gaap:ForeignExchangeForwardMember2019-12-310001363829us-gaap:DesignatedAsHedgingInstrumentMemberus-gaap:ForeignExchangeForwardMember2020-12-310001363829us-gaap:DesignatedAsHedgingInstrumentMemberus-gaap:ForeignExchangeForwardMember2019-12-310001363829us-gaap:DesignatedAsHedgingInstrumentMembercurrency:AUDus-gaap:ForeignExchangeForwardMember2020-01-012020-12-310001363829us-gaap:DesignatedAsHedgingInstrumentMembercurrency:AUDus-gaap:ForeignExchangeForwardMember2019-01-012019-12-310001363829us-gaap:DesignatedAsHedgingInstrumentMembercurrency:AUDus-gaap:ForeignExchangeForwardMember2018-01-012018-12-310001363829us-gaap:DesignatedAsHedgingInstrumentMembercurrency:EURus-gaap:ForeignExchangeForwardMember2020-01-012020-12-310001363829us-gaap:DesignatedAsHedgingInstrumentMembercurrency:EURus-gaap:ForeignExchangeForwardMember2019-01-012019-12-310001363829us-gaap:DesignatedAsHedgingInstrumentMembercurrency:EURus-gaap:ForeignExchangeForwardMember2018-01-012018-12-310001363829us-gaap:DesignatedAsHedgingInstrumentMembercurrency:GBPus-gaap:ForeignExchangeForwardMember2020-01-012020-12-310001363829us-gaap:DesignatedAsHedgingInstrumentMembercurrency:GBPus-gaap:ForeignExchangeForwardMember2019-01-012019-12-310001363829us-gaap:DesignatedAsHedgingInstrumentMembercurrency:GBPus-gaap:ForeignExchangeForwardMember2018-01-012018-12-310001363829us-gaap:DesignatedAsHedgingInstrumentMemberus-gaap:ForeignExchangeForwardMember2020-01-012020-12-310001363829us-gaap:DesignatedAsHedgingInstrumentMemberus-gaap:ForeignExchangeForwardMember2019-01-012019-12-310001363829us-gaap:DesignatedAsHedgingInstrumentMemberus-gaap:ForeignExchangeForwardMember2018-01-012018-12-310001363829us-gaap:NetInvestmentHedgingMember2018-01-012018-12-310001363829currency:AUDus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2020-12-310001363829currency:AUDus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2019-12-310001363829currency:CADus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2020-12-310001363829currency:CADus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2019-12-310001363829currency:EURus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2020-12-310001363829currency:EURus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2019-12-310001363829currency:GBPus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2020-12-310001363829currency:GBPus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2019-12-310001363829us-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2020-12-310001363829us-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2019-12-310001363829currency:AUDus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2020-01-012020-12-310001363829currency:AUDus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2019-01-012019-12-310001363829currency:AUDus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2018-01-012018-12-310001363829currency:CADus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2020-01-012020-12-310001363829currency:CADus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2019-01-012019-12-310001363829currency:CADus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2018-01-012018-12-310001363829currency:EURus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2020-01-012020-12-310001363829currency:EURus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2019-01-012019-12-310001363829currency:EURus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2018-01-012018-12-310001363829currency:GBPus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2020-01-012020-12-310001363829currency:GBPus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2019-01-012019-12-310001363829currency:GBPus-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2018-01-012018-12-310001363829us-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2020-01-012020-12-310001363829us-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2019-01-012019-12-310001363829us-gaap:ForeignExchangeForwardMemberus-gaap:NondesignatedMember2018-01-012018-12-310001363829us-gaap:StockOptionMemberus-gaap:NondesignatedMember2020-01-012020-12-310001363829us-gaap:StockOptionMemberus-gaap:NondesignatedMember2019-01-012019-12-310001363829us-gaap:StockOptionMemberus-gaap:NondesignatedMember2018-01-012018-12-310001363829us-gaap:StockOptionMemberus-gaap:NondesignatedMember2018-12-310001363829us-gaap:StockOptionMemberus-gaap:NondesignatedMember2019-12-31iso4217:AUD0001363829us-gaap:InterestRateSwapMember2019-12-310001363829us-gaap:InterestRateSwapMember2020-01-012020-12-310001363829us-gaap:InterestRateSwapMember2019-01-012020-04-070001363829us-gaap:CarryingReportedAmountFairValueDisclosureMemberus-gaap:InterestRateSwapMember2019-12-310001363829us-gaap:LongMemberesgr:GovernmentBondFutureContractMember2020-12-310001363829us-gaap:ShortMemberesgr:GovernmentBondFutureContractMember2020-12-310001363829us-gaap:LongMemberus-gaap:ForeignExchangeForwardMembercurrency:USD2020-12-310001363829us-gaap:ShortMemberus-gaap:ForeignExchangeForwardMembercurrency:USD2020-12-310001363829us-gaap:LongMembercurrency:GBPus-gaap:ForeignExchangeForwardMember2020-12-310001363829us-gaap:ShortMembercurrency:GBPus-gaap:ForeignExchangeForwardMember2020-12-310001363829esgr:CreditRiskGovernmentBondFutureForeignCurrencyForwardContractsMember2020-12-310001363829us-gaap:CreditRiskContractMember2020-01-012020-12-310001363829esgr:GovernmentBondFutureContractMember2020-01-012020-12-310001363829us-gaap:ForeignExchangeForwardMember2020-01-012020-12-310001363829esgr:RunOffSegmentMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMember2020-12-310001363829us-gaap:CorporateNonSegmentMember2020-12-310001363829esgr:RunOffSegmentMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMember2019-12-310001363829us-gaap:CorporateNonSegmentMember2019-12-310001363829esgr:RunOffSegmentMemberus-gaap:ReinsuranceRecoverableMemberesgr:TopTenReinsurersMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:LegacyUnderwritingSegmentMemberesgr:TopTenReinsurersMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829us-gaap:CorporateNonSegmentMemberus-gaap:ReinsuranceRecoverableMemberesgr:TopTenReinsurersMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:TopTenReinsurersMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:TopTenReinsurersMemberus-gaap:ReinsurerConcentrationRiskMember2020-01-012020-12-310001363829esgr:RunOffSegmentMemberesgr:OtherReinsurersBalancesGreaterThanOneMillionDollarsMemberus-gaap:ReinsuranceRecoverableMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829esgr:OtherReinsurersBalancesGreaterThanOneMillionDollarsMemberus-gaap:ReinsuranceRecoverableMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829us-gaap:CorporateNonSegmentMemberesgr:OtherReinsurersBalancesGreaterThanOneMillionDollarsMemberus-gaap:ReinsuranceRecoverableMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829esgr:OtherReinsurersBalancesGreaterThanOneMillionDollarsMemberus-gaap:ReinsuranceRecoverableMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829esgr:OtherReinsurersBalancesGreaterThanOneMillionDollarsMemberus-gaap:ReinsuranceRecoverableMemberus-gaap:ReinsurerConcentrationRiskMember2020-01-012020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ReinsuranceRecoverableMemberesgr:OtherReinsurersBalancesLessThanOneMillionDollarsMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:LegacyUnderwritingSegmentMemberesgr:OtherReinsurersBalancesLessThanOneMillionDollarsMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829us-gaap:CorporateNonSegmentMemberus-gaap:ReinsuranceRecoverableMemberesgr:OtherReinsurersBalancesLessThanOneMillionDollarsMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:OtherReinsurersBalancesLessThanOneMillionDollarsMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:OtherReinsurersBalancesLessThanOneMillionDollarsMemberus-gaap:ReinsurerConcentrationRiskMember2020-01-012020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ReinsuranceRecoverableMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829us-gaap:CorporateNonSegmentMemberus-gaap:ReinsuranceRecoverableMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829us-gaap:ReinsuranceRecoverableMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829us-gaap:ReinsuranceRecoverableMemberus-gaap:ReinsurerConcentrationRiskMember2020-01-012020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ReinsuranceRecoverableMemberesgr:TopTenReinsurersMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:LegacyUnderwritingSegmentMemberesgr:TopTenReinsurersMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829us-gaap:CorporateNonSegmentMemberus-gaap:ReinsuranceRecoverableMemberesgr:TopTenReinsurersMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:TopTenReinsurersMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:TopTenReinsurersMemberus-gaap:ReinsurerConcentrationRiskMember2019-01-012019-12-310001363829esgr:RunOffSegmentMemberesgr:OtherReinsurersBalancesGreaterThanOneMillionDollarsMemberus-gaap:ReinsuranceRecoverableMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829esgr:OtherReinsurersBalancesGreaterThanOneMillionDollarsMemberus-gaap:ReinsuranceRecoverableMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829us-gaap:CorporateNonSegmentMemberesgr:OtherReinsurersBalancesGreaterThanOneMillionDollarsMemberus-gaap:ReinsuranceRecoverableMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829esgr:OtherReinsurersBalancesGreaterThanOneMillionDollarsMemberus-gaap:ReinsuranceRecoverableMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829esgr:OtherReinsurersBalancesGreaterThanOneMillionDollarsMemberus-gaap:ReinsuranceRecoverableMemberus-gaap:ReinsurerConcentrationRiskMember2019-01-012019-12-310001363829esgr:RunOffSegmentMemberus-gaap:ReinsuranceRecoverableMemberesgr:OtherReinsurersBalancesLessThanOneMillionDollarsMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:LegacyUnderwritingSegmentMemberesgr:OtherReinsurersBalancesLessThanOneMillionDollarsMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829us-gaap:CorporateNonSegmentMemberus-gaap:ReinsuranceRecoverableMemberesgr:OtherReinsurersBalancesLessThanOneMillionDollarsMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:OtherReinsurersBalancesLessThanOneMillionDollarsMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:OtherReinsurersBalancesLessThanOneMillionDollarsMemberus-gaap:ReinsurerConcentrationRiskMember2019-01-012019-12-310001363829esgr:RunOffSegmentMemberus-gaap:ReinsuranceRecoverableMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829us-gaap:CorporateNonSegmentMemberus-gaap:ReinsuranceRecoverableMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829us-gaap:ReinsuranceRecoverableMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829us-gaap:ReinsuranceRecoverableMemberus-gaap:ReinsurerConcentrationRiskMember2019-01-012019-12-31esgr:reinsurer0001363829us-gaap:ReinsuranceRecoverableMemberesgr:TopTenReinsurersRatedAMinusOrHigherMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:TopTenReinsurersRatedAMinusOrHigherMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:TopTenReinsurersNonRatedReinsurersMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:TopTenReinsurersNonRatedReinsurersMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829esgr:TopTenReinsurersMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829esgr:TopTenReinsurersMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829esgr:HannoverRuckSEMemberus-gaap:EquityMethodInvesteeMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829esgr:HannoverRuckSEMemberus-gaap:EquityMethodInvesteeMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829us-gaap:EquityMethodInvesteeMemberus-gaap:ReinsurerConcentrationRiskMemberesgr:LloydsSyndicateMember2020-12-310001363829us-gaap:EquityMethodInvesteeMemberus-gaap:ReinsurerConcentrationRiskMemberesgr:LloydsSyndicateMember2019-12-310001363829us-gaap:EquityMethodInvesteeMemberesgr:MichiganCatastrophicClaimsAssociationsMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829us-gaap:EquityMethodInvesteeMemberesgr:MichiganCatastrophicClaimsAssociationsMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:TopTenReinsurersNonRatedReinsurersUSStateBackedMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:TopTenReinsurersNonRatedReinsurersUSStateBackedMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829esgr:TopTenReinsurersNonRatedReinsurersProvidedSecurityMemberus-gaap:ReinsuranceRecoverableMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829esgr:TopTenReinsurersNonRatedReinsurersProvidedSecurityMemberus-gaap:ReinsuranceRecoverableMemberus-gaap:ReinsurerConcentrationRiskMember2019-12-310001363829us-gaap:ReinsuranceRecoverableMemberesgr:TopTenReinsurersNonRatedReinsurersProvidedSecurityReinsurerTwoMemberus-gaap:ReinsurerConcentrationRiskMember2020-12-310001363829esgr:ReinsurersRatedAMinusOrAboveMember2020-12-310001363829us-gaap:CededCreditRiskSecuredMemberesgr:ReinsurersRatedBelowAMinusMember2020-12-310001363829us-gaap:CededCreditRiskUnsecuredMemberesgr:ReinsurersRatedBelowAMinusMember2020-12-310001363829esgr:ReinsurersRatedAMinusOrAboveMember2019-12-310001363829us-gaap:CededCreditRiskSecuredMemberesgr:ReinsurersRatedBelowAMinusMember2019-12-310001363829us-gaap:CededCreditRiskUnsecuredMemberesgr:ReinsurersRatedBelowAMinusMember2019-12-310001363829srt:CumulativeEffectPeriodOfAdoptionAdjustmentMember2018-12-310001363829us-gaap:OperatingSegmentsMemberesgr:RunOffSegmentMember2020-12-310001363829us-gaap:OperatingSegmentsMemberesgr:LegacyUnderwritingSegmentMember2020-12-310001363829us-gaap:OperatingSegmentsMemberesgr:RunOffSegmentMember2019-12-310001363829us-gaap:OperatingSegmentsMemberesgr:LegacyUnderwritingSegmentMember2019-12-310001363829srt:CumulativeEffectPeriodOfAdoptionAdjustmentMember2017-12-310001363829srt:CumulativeEffectPeriodOfAdoptionAdjustedBalanceMember2019-12-310001363829srt:CumulativeEffectPeriodOfAdoptionAdjustedBalanceMember2018-12-310001363829srt:CumulativeEffectPeriodOfAdoptionAdjustedBalanceMember2017-12-310001363829srt:CumulativeEffectPeriodOfAdoptionAdjustmentMemberus-gaap:DiscontinuedOperationsHeldforsaleMemberesgr:StarStoneUSMember2019-12-310001363829esgr:RunOffSegmentMember2020-01-012020-12-310001363829esgr:RunOffSegmentMember2019-01-012019-12-310001363829esgr:RunOffSegmentMember2018-01-012018-12-310001363829esgr:RunOffSegmentMember2018-12-310001363829esgr:RunOffSegmentMember2017-12-310001363829esgr:RunOffSegmentMembersrt:CumulativeEffectPeriodOfAdoptionAdjustmentMember2019-12-310001363829esgr:RunOffSegmentMembersrt:CumulativeEffectPeriodOfAdoptionAdjustmentMember2018-12-310001363829esgr:RunOffSegmentMembersrt:CumulativeEffectPeriodOfAdoptionAdjustmentMember2017-12-310001363829srt:CumulativeEffectPeriodOfAdoptionAdjustedBalanceMemberesgr:RunOffSegmentMember2019-12-310001363829srt:CumulativeEffectPeriodOfAdoptionAdjustedBalanceMemberesgr:RunOffSegmentMember2018-12-310001363829srt:CumulativeEffectPeriodOfAdoptionAdjustedBalanceMemberesgr:RunOffSegmentMember2017-12-310001363829esgr:RunOffSegmentMemberesgr:AsbestosExposureMember2020-01-012020-12-310001363829esgr:RunOffSegmentMemberesgr:EnvironmentalExposureMember2020-01-012020-12-310001363829esgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-01-012020-12-310001363829esgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-01-012020-12-310001363829esgr:RunOffSegmentMemberesgr:MarineAviationandTransitExposureMember2020-01-012020-12-310001363829esgr:ConstructionDefectExposureMemberesgr:RunOffSegmentMember2020-01-012020-12-310001363829esgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2020-01-012020-12-310001363829esgr:RunOffSegmentMemberesgr:MotorMember2020-01-012020-12-310001363829esgr:RunOffSegmentMemberesgr:PropertyMember2020-01-012020-12-310001363829us-gaap:OtherShortdurationInsuranceProductLineMemberesgr:RunOffSegmentMember2020-01-012020-12-31esgr:commutation0001363829esgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineSixCommunicationsMember2020-01-012020-12-310001363829esgr:RunOffSegmentMemberesgr:ProductAndServiceOtherThanWorkersCompensationMember2020-01-012020-12-310001363829esgr:RunOffSegmentMemberesgr:AsbestosExposureMember2019-01-012019-12-310001363829esgr:RunOffSegmentMemberesgr:EnvironmentalExposureMember2019-01-012019-12-310001363829esgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2019-01-012019-12-310001363829esgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2019-01-012019-12-310001363829esgr:RunOffSegmentMemberesgr:MarineAviationandTransitExposureMember2019-01-012019-12-310001363829esgr:ConstructionDefectExposureMemberesgr:RunOffSegmentMember2019-01-012019-12-310001363829esgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2019-01-012019-12-310001363829esgr:RunOffSegmentMemberesgr:MotorMember2019-01-012019-12-310001363829esgr:RunOffSegmentMemberesgr:PropertyMember2019-01-012019-12-310001363829us-gaap:OtherShortdurationInsuranceProductLineMemberesgr:RunOffSegmentMember2019-01-012019-12-310001363829esgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineTwoPortfoliosMember2019-01-012019-12-310001363829esgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineSixCommunicationsMember2019-01-012019-12-310001363829esgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2019-12-310001363829esgr:RunOffSegmentMemberesgr:AsbestosExposureMembersrt:MinimumMember2020-01-012020-12-310001363829esgr:RunOffSegmentMemberesgr:AsbestosExposureMembersrt:MaximumMember2020-01-012020-12-310001363829esgr:RunOffSegmentMemberesgr:AsbestosExposureSixCommutationsMember2019-01-012019-12-310001363829esgr:RunOffSegmentMemberesgr:AsbestosExposureMember2018-01-012018-12-310001363829esgr:RunOffSegmentMemberesgr:EnvironmentalExposureMember2018-01-012018-12-310001363829esgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2018-01-012018-12-310001363829esgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2018-01-012018-12-310001363829esgr:RunOffSegmentMemberesgr:MarineAviationandTransitExposureMember2018-01-012018-12-310001363829esgr:ConstructionDefectExposureMemberesgr:RunOffSegmentMember2018-01-012018-12-310001363829esgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2018-01-012018-12-310001363829esgr:RunOffSegmentMemberesgr:MotorMember2018-01-012018-12-310001363829esgr:RunOffSegmentMemberesgr:PropertyMember2018-01-012018-12-310001363829us-gaap:OtherShortdurationInsuranceProductLineMemberesgr:RunOffSegmentMember2018-01-012018-12-310001363829esgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMemberesgr:ShortdurationInsuranceContractsAccidentYears19952005Member2018-01-012018-12-310001363829esgr:ShortdurationInsuranceContractsAccidentYears20102014Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2018-01-012018-12-310001363829esgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineSevenCommunicationsMember2018-01-012018-12-310001363829esgr:RunOffSegmentMemberesgr:AsbestosExposureEightCommunicationsMember2018-01-012018-12-31esgr:policy_buy_back0001363829esgr:RunOffSegmentMemberesgr:AsbestosExposureEightCommunicationsMember2019-01-012019-12-310001363829esgr:RunOffSegmentMemberesgr:AsbestosExposureMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:EnvironmentalExposureMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:MarineAviationandTransitExposureMember2020-12-310001363829esgr:ConstructionDefectExposureMemberesgr:RunOffSegmentMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:MotorMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:PropertyMember2020-12-310001363829us-gaap:OtherShortdurationInsuranceProductLineMemberesgr:RunOffSegmentMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:AsbestosExposureMember2019-12-310001363829esgr:RunOffSegmentMemberesgr:EnvironmentalExposureMember2019-12-310001363829esgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:RunOffSegmentMemberesgr:MarineAviationandTransitExposureMember2019-12-310001363829esgr:ConstructionDefectExposureMemberesgr:RunOffSegmentMember2019-12-310001363829esgr:RunOffSegmentMemberesgr:MotorMember2019-12-310001363829esgr:RunOffSegmentMemberesgr:PropertyMember2019-12-310001363829us-gaap:OtherShortdurationInsuranceProductLineMemberesgr:RunOffSegmentMember2019-12-310001363829esgr:RunOffSegmentMemberesgr:AsbestosExposureMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEnded2010AndPriorMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:AsbestosExposureMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberesgr:AsbestosExposureMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberesgr:AsbestosExposureMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberesgr:AsbestosExposureMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:AsbestosExposureMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:AsbestosExposureMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:AsbestosExposureMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:AsbestosExposureMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:AsbestosExposureMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:AsbestosExposureMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:EnvironmentalExposureMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEnded2010AndPriorMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Memberesgr:EnvironmentalExposureMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberesgr:EnvironmentalExposureMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberesgr:EnvironmentalExposureMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberesgr:EnvironmentalExposureMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:EnvironmentalExposureMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:EnvironmentalExposureMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:EnvironmentalExposureMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:EnvironmentalExposureMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:EnvironmentalExposureMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:EnvironmentalExposureMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEnded2010AndPriorMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEnded2010AndPriorMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:MarineAviationandTransitExposureMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEnded2010AndPriorMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:MarineAviationandTransitExposureMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberesgr:MarineAviationandTransitExposureMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberesgr:MarineAviationandTransitExposureMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberesgr:MarineAviationandTransitExposureMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:MarineAviationandTransitExposureMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:MarineAviationandTransitExposureMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:MarineAviationandTransitExposureMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:MarineAviationandTransitExposureMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:MarineAviationandTransitExposureMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:MarineAviationandTransitExposureMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:ConstructionDefectExposureMemberesgr:RunOffSegmentMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEnded2010AndPriorMember2020-12-310001363829esgr:ConstructionDefectExposureMemberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2020-12-310001363829esgr:ConstructionDefectExposureMemberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2020-12-310001363829esgr:ConstructionDefectExposureMemberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2020-12-310001363829esgr:ConstructionDefectExposureMemberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:ConstructionDefectExposureMemberesgr:RunOffSegmentMember2020-12-310001363829esgr:ConstructionDefectExposureMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMember2020-12-310001363829esgr:ConstructionDefectExposureMemberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:ConstructionDefectExposureMemberesgr:RunOffSegmentMember2020-12-310001363829esgr:ConstructionDefectExposureMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMember2020-12-310001363829esgr:ConstructionDefectExposureMemberesgr:RunOffSegmentMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEnded2010AndPriorMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberesgr:ProfessionalIndemnityDirectorsOfficersMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberesgr:ProfessionalIndemnityDirectorsOfficersMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberesgr:ProfessionalIndemnityDirectorsOfficersMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:MotorMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEnded2010AndPriorMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:MotorMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberesgr:MotorMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberesgr:MotorMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberesgr:MotorMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:MotorMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:MotorMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:MotorMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:MotorMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:MotorMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:MotorMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:PropertyMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEnded2010AndPriorMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:PropertyMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:PropertyMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:PropertyMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:PropertyMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:PropertyMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:PropertyMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:PropertyMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:PropertyMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:PropertyMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:PropertyMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829us-gaap:OtherShortdurationInsuranceProductLineMemberesgr:RunOffSegmentMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEnded2010AndPriorMember2020-12-310001363829us-gaap:OtherShortdurationInsuranceProductLineMemberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2020-12-310001363829us-gaap:OtherShortdurationInsuranceProductLineMemberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2020-12-310001363829us-gaap:OtherShortdurationInsuranceProductLineMemberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2020-12-310001363829us-gaap:OtherShortdurationInsuranceProductLineMemberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:OtherShortdurationInsuranceProductLineMemberesgr:RunOffSegmentMember2020-12-310001363829us-gaap:OtherShortdurationInsuranceProductLineMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMember2020-12-310001363829us-gaap:OtherShortdurationInsuranceProductLineMemberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:OtherShortdurationInsuranceProductLineMemberesgr:RunOffSegmentMember2020-12-310001363829us-gaap:OtherShortdurationInsuranceProductLineMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMember2020-12-310001363829us-gaap:OtherShortdurationInsuranceProductLineMemberesgr:RunOffSegmentMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEnded2010AndPriorMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2011-12-310001363829esgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2012-12-310001363829esgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2013-12-310001363829esgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2014-12-310001363829esgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2015-12-310001363829esgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2016-12-310001363829esgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2017-12-310001363829esgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2018-12-310001363829esgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2019-12-31esgr:claim0001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2011-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2012-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2013-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2019-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2012-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2013-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2014-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2015-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2016-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2017-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2018-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2013-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2019-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2015-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2016-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2017-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2018-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2019-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2016-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2017-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2018-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2017-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2019-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312011Memberus-gaap:ShortDurationInsuranceContractAccidentYear2020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2012-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2013-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2014-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2015-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2016-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2017-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2012-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2013-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2012-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2013-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2014-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2015-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2016-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2017-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2013-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2015-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2016-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2017-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2016-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2017-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2017-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortDurationInsuranceContractAccidentYear2019Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortDurationInsuranceContractAccidentYear2019Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312012Memberus-gaap:ShortDurationInsuranceContractAccidentYear2020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2013-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2014-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2015-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2016-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2017-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2013-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2013-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2014-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2015-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2016-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2017-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2013-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2015-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2016-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2017-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2016-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2017-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2017-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortDurationInsuranceContractAccidentYear2019Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortDurationInsuranceContractAccidentYear2019Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312013Memberus-gaap:ShortDurationInsuranceContractAccidentYear2020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2014-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2015-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2016-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2017-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2014-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2015-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2016-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2017-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2015-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2016-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2017-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2016-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2017-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2017-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2018-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortDurationInsuranceContractAccidentYear2019Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortDurationInsuranceContractAccidentYear2019Member2019-12-310001363829esgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312014Memberus-gaap:ShortDurationInsuranceContractAccidentYear2020Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2015-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMember2015-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMember2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMember2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2015-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMember2015-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMember2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMember2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMember2015-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMember2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMember2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2015-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2015-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2015-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2015-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2015-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2015-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2015-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312015Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312016Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2017-12-310001363829esgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2018-12-310001363829esgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2019-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2017-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2018-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2019-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2017-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2018-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2019-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2017-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2018-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2019-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2017-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2018-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2019-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2018-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2019-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2019-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:GeneralCasualtyInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:GeneralCasualtyInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:GeneralCasualtyInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:GeneralCasualtyInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:MotorMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:MotorMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:MotorMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:MotorMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:MotorMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:MotorMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:MotorMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:MotorMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:MotorMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:MotorMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:MotorMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:MotorMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:MotorMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:MotorMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:MotorMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:MotorMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:MotorMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:MotorMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:MotorMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:MotorMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:MotorMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:MotorMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:MotorMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:MotorMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:MotorMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:MotorMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:MotorMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:MotorMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:MotorMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:MotorMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberus-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:ProfessionalIndemnityDirectorsOfficersMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:ProfessionalIndemnityDirectorsOfficersMember2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:ProfessionalIndemnityDirectorsOfficersMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2018-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:ProfessionalIndemnityDirectorsOfficersMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:ProfessionalIndemnityDirectorsOfficersMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312018Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Member2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:BusinessAcquiredandContractsInceptingintheYearEndedDecember312019Memberesgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Memberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:GeneralCasualtyInsuranceProductLineMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:GeneralCasualtyInsuranceProductLineMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:GeneralCasualtyInsuranceProductLineMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:GeneralCasualtyInsuranceProductLineMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:GeneralCasualtyInsuranceProductLineMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Memberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:MotorMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:MotorMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:MotorMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:MotorMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:MotorMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:MotorMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:MotorMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:MotorMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:MotorMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:MotorMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:MotorMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Memberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:ProfessionalIndemnityDirectorsOfficersMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:ProfessionalIndemnityDirectorsOfficersMemberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:RunOffSegmentMemberesgr:ProfessionalIndemnityDirectorsOfficersMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Memberesgr:BusinessAcquiredAndContractsInceptingInTheYearEndedDecember312020Member2020-12-310001363829esgr:LegacyUnderwritingSegmentMember2018-12-310001363829esgr:LegacyUnderwritingSegmentMember2017-12-310001363829esgr:LegacyUnderwritingSegmentMembersrt:CumulativeEffectPeriodOfAdoptionAdjustmentMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMembersrt:CumulativeEffectPeriodOfAdoptionAdjustmentMember2018-12-310001363829esgr:LegacyUnderwritingSegmentMembersrt:CumulativeEffectPeriodOfAdoptionAdjustmentMember2017-12-310001363829srt:CumulativeEffectPeriodOfAdoptionAdjustedBalanceMemberesgr:LegacyUnderwritingSegmentMember2019-12-310001363829srt:CumulativeEffectPeriodOfAdoptionAdjustedBalanceMemberesgr:LegacyUnderwritingSegmentMember2018-12-310001363829srt:CumulativeEffectPeriodOfAdoptionAdjustedBalanceMemberesgr:LegacyUnderwritingSegmentMember2017-12-310001363829esgr:StarStoneSegmentMemberesgr:COVID19Memberesgr:LegacyUnderwritingSegmentMember2020-01-012020-12-310001363829esgr:COVID19Memberesgr:LegacyUnderwritingSegmentMemberesgr:AtriumSegmentMember2020-01-012020-12-310001363829esgr:StarStoneSegmentMemberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:StarStoneSegmentMemberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2020-12-310001363829esgr:PropertyMemberesgr:StarStoneSegmentMemberesgr:LegacyUnderwritingSegmentMember2020-12-310001363829esgr:AerospaceMemberesgr:StarStoneSegmentMemberesgr:LegacyUnderwritingSegmentMember2020-12-310001363829esgr:StarStoneSegmentMemberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:StarStoneSegmentMemberesgr:LegacyUnderwritingSegmentMember2020-12-310001363829us-gaap:OtherShortdurationInsuranceProductLineMemberesgr:LegacyUnderwritingSegmentMember2020-12-310001363829esgr:StarStoneSegmentMemberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:StarStoneSegmentMemberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2019-12-310001363829esgr:PropertyMemberesgr:StarStoneSegmentMemberesgr:LegacyUnderwritingSegmentMember2019-12-310001363829esgr:AerospaceMemberesgr:StarStoneSegmentMemberesgr:LegacyUnderwritingSegmentMember2019-12-310001363829esgr:StarStoneSegmentMemberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:StarStoneSegmentMemberesgr:LegacyUnderwritingSegmentMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineAviationandTransitExposureMemberesgr:AtriumSegmentMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:BindingAuthoritiesMemberesgr:AtriumSegmentMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:AtriumSegmentMemberesgr:ReinsuranceMember2019-12-310001363829us-gaap:AccidentAndHealthInsuranceSegmentMemberesgr:LegacyUnderwritingSegmentMemberesgr:AtriumSegmentMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:NonMarineDirectandFacultativeMemberesgr:AtriumSegmentMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:AtriumSegmentMember2019-12-310001363829us-gaap:OtherShortdurationInsuranceProductLineMemberesgr:LegacyUnderwritingSegmentMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:GeneralCasualtyInsuranceProductLineMember2014-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:GeneralCasualtyInsuranceProductLineMember2015-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:GeneralCasualtyInsuranceProductLineMember2016-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:GeneralCasualtyInsuranceProductLineMember2017-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:GeneralCasualtyInsuranceProductLineMember2018-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:GeneralCasualtyInsuranceProductLineMember2014-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:GeneralCasualtyInsuranceProductLineMember2015-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:GeneralCasualtyInsuranceProductLineMember2016-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:GeneralCasualtyInsuranceProductLineMember2017-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:GeneralCasualtyInsuranceProductLineMember2018-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:GeneralCasualtyInsuranceProductLineMember2015-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:GeneralCasualtyInsuranceProductLineMember2016-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:GeneralCasualtyInsuranceProductLineMember2017-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:GeneralCasualtyInsuranceProductLineMember2018-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:GeneralCasualtyInsuranceProductLineMember2016-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:GeneralCasualtyInsuranceProductLineMember2017-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:GeneralCasualtyInsuranceProductLineMember2018-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2017-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2018-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2018-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:GeneralCasualtyInsuranceProductLineMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Member2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:GeneralCasualtyInsuranceProductLineMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:MarineMember2014-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:MarineMember2015-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:MarineMember2016-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:MarineMember2017-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:MarineMember2018-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:MarineMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:MarineMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2014-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2015-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2016-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2017-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2018-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2015-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2016-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2017-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2018-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:MarineMember2016-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:MarineMember2017-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:MarineMember2018-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:MarineMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:MarineMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2017-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2018-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2018-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:MarineMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:MarineMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Member2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:MarineMember2020-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2014-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2015-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2016-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2017-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2018-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2019-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2020-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2014-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2015-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2016-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2017-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2018-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2019-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2020-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2015-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2016-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2017-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2018-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2019-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2020-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2016-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2017-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2018-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2019-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2020-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2017-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2018-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2019-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2020-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2018-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2019-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2020-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Member2019-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Member2020-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Member2020-12-310001363829esgr:PropertyMemberesgr:LegacyUnderwritingSegmentMember2020-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2014-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2015-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2016-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2017-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2018-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2019-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMember2020-12-310001363829esgr:AerospaceMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMember2014-12-310001363829esgr:AerospaceMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMember2015-12-310001363829esgr:AerospaceMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMember2016-12-310001363829esgr:AerospaceMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMember2017-12-310001363829esgr:AerospaceMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMember2018-12-310001363829esgr:AerospaceMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMember2019-12-310001363829esgr:AerospaceMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMember2020-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2014-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2015-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2016-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2017-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2018-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2019-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Member2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMember2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMember2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMember2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMember2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMember2020-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2015-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2016-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2017-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2018-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2019-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Member2020-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2016-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2017-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2018-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2019-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Member2020-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2017-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2018-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2019-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Member2020-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2018-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2019-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Member2020-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Member2019-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Member2020-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Member2020-12-310001363829esgr:AerospaceMemberesgr:LegacyUnderwritingSegmentMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2014-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2015-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:ShortDurationInsuranceContractsAccidentYear2010AndPriorMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2011Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2014-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2015-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2012Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2013Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2014-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2015-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829us-gaap:ShortdurationInsuranceContractsAccidentYear2014Memberesgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2015-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2015Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2016-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortdurationInsuranceContractsAccidentYear2016Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:WorkersCompensationInsuranceProductLineMember2017-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2017Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:WorkersCompensationInsuranceProductLineMember2018-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractsAccidentYear2018Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:WorkersCompensationInsuranceProductLineMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2019Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ShortDurationInsuranceContractAccidentYear2020Memberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberesgr:WorkersCompensationInsuranceProductLineMember2020-12-310001363829esgr:DefendantAsbestosLiabilitiesMember2020-12-310001363829esgr:DefendantAsbestosLiabilitiesMember2019-12-310001363829esgr:DefendantEnvironmentalLiabilitiesMember2020-12-310001363829esgr:DefendantEnvironmentalLiabilitiesMember2019-12-31esgr:site0001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:USGovernmentAgenciesDebtSecuritiesMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:USGovernmentAgenciesDebtSecuritiesMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:USGovernmentAgenciesDebtSecuritiesMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:USGovernmentAgenciesDebtSecuritiesMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberesgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Memberesgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberesgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberesgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberesgr:DebtSecurityGovernmentOtherMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:DebtSecurityGovernmentOtherMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:DebtSecurityGovernmentOtherMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:DebtSecurityGovernmentOtherMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:CorporateDebtSecuritiesMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Memberus-gaap:CorporateDebtSecuritiesMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel3Memberus-gaap:CorporateDebtSecuritiesMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:CorporateDebtSecuritiesMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:MunicipalBondsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Memberus-gaap:MunicipalBondsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:MunicipalBondsMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:MunicipalBondsMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:ResidentialMortgageBackedSecuritiesMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:ResidentialMortgageBackedSecuritiesMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:ResidentialMortgageBackedSecuritiesMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:ResidentialMortgageBackedSecuritiesMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:CommercialMortgageBackedSecuritiesMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Memberus-gaap:CommercialMortgageBackedSecuritiesMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:CommercialMortgageBackedSecuritiesMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:CommercialMortgageBackedSecuritiesMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:AssetBackedSecuritiesMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Memberus-gaap:AssetBackedSecuritiesMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:AssetBackedSecuritiesMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:AssetBackedSecuritiesMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberesgr:FundsHeldDirectlyManagedMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Memberesgr:FundsHeldDirectlyManagedMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel3Memberesgr:FundsHeldDirectlyManagedMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberesgr:FundsHeldDirectlyManagedMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberesgr:PublicEquityFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:PublicEquityFundsMemberus-gaap:FairValueInputsLevel2Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:PublicEquityFundsMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:PublicEquityFundsMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:ExchangeTradedFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:ExchangeTradedFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel3Memberus-gaap:ExchangeTradedFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:ExchangeTradedFundsMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:PrivateEquityFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:PrivateEquityFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:PrivateEquityFundsMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:PrivateEquityFundsMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:HedgeFundsFixedIncomeMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:OtherInvestmentsMemberesgr:HedgeFundsFixedIncomeMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:HedgeFundsFixedIncomeMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueMeasuredAtNetAssetValuePerShareMemberus-gaap:OtherInvestmentsMemberesgr:HedgeFundsFixedIncomeMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:HedgeFundsFixedIncomeMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:FixedIncomeFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:OtherInvestmentsMemberus-gaap:FixedIncomeFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:FixedIncomeFundsMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueMeasuredAtNetAssetValuePerShareMemberus-gaap:OtherInvestmentsMemberus-gaap:FixedIncomeFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:FixedIncomeFundsMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:EquityFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:OtherInvestmentsMemberus-gaap:EquityFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:EquityFundsMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueMeasuredAtNetAssetValuePerShareMemberus-gaap:OtherInvestmentsMemberus-gaap:EquityFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:EquityFundsMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:PrivateEquityFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:OtherInvestmentsMemberus-gaap:PrivateEquityFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:PrivateEquityFundsMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueMeasuredAtNetAssetValuePerShareMemberus-gaap:OtherInvestmentsMemberus-gaap:PrivateEquityFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:PrivateEquityFundsMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:CLOEquityMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:OtherInvestmentsMemberesgr:CLOEquityMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:CLOEquityMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueMeasuredAtNetAssetValuePerShareMemberus-gaap:OtherInvestmentsMemberesgr:CLOEquityMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:CLOEquityMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:CLOEquityFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:OtherInvestmentsMemberesgr:CLOEquityFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:FairValueInputsLevel3Memberesgr:CLOEquityFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueMeasuredAtNetAssetValuePerShareMemberus-gaap:OtherInvestmentsMemberesgr:CLOEquityFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:CLOEquityFundsMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:PrivateCreditFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:OtherInvestmentsMemberesgr:PrivateCreditFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:FairValueInputsLevel3Memberesgr:PrivateCreditFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueMeasuredAtNetAssetValuePerShareMemberus-gaap:OtherInvestmentsMemberesgr:PrivateCreditFundsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:PrivateCreditFundsMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:OtherInvestmentsatFairValueMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:OtherInvestmentsMemberesgr:OtherInvestmentsatFairValueMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:OtherInvestmentsatFairValueMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueMeasuredAtNetAssetValuePerShareMemberus-gaap:OtherInvestmentsMemberesgr:OtherInvestmentsatFairValueMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:OtherInvestmentsatFairValueMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:OtherInvestmentsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueMeasuredAtNetAssetValuePerShareMemberus-gaap:OtherInvestmentsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueMeasuredAtNetAssetValuePerShareMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:ReinsuranceRecoverableForPaidAndUnpaidClaimsAndClaimsAdjustmentsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:ReinsuranceRecoverableForPaidAndUnpaidClaimsAndClaimsAdjustmentsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:ReinsuranceRecoverableForPaidAndUnpaidClaimsAndClaimsAdjustmentsMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:ReinsuranceRecoverableForPaidAndUnpaidClaimsAndClaimsAdjustmentsMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:DesignatedAsHedgingInstrumentMemberus-gaap:DerivativeFinancialInstrumentsAssetsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:DesignatedAsHedgingInstrumentMemberus-gaap:DerivativeFinancialInstrumentsAssetsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DesignatedAsHedgingInstrumentMemberus-gaap:DerivativeFinancialInstrumentsAssetsMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DesignatedAsHedgingInstrumentMemberus-gaap:DerivativeFinancialInstrumentsAssetsMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsAssetsMemberus-gaap:NondesignatedMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:DerivativeFinancialInstrumentsAssetsMemberus-gaap:NondesignatedMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsAssetsMemberus-gaap:NondesignatedMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsAssetsMemberus-gaap:NondesignatedMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsAssetsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:DerivativeFinancialInstrumentsAssetsMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsAssetsMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsAssetsMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:DesignatedAsHedgingInstrumentMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:FairValueInputsLevel2Memberus-gaap:DesignatedAsHedgingInstrumentMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:DesignatedAsHedgingInstrumentMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:DesignatedAsHedgingInstrumentMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:NondesignatedMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:FairValueInputsLevel2Memberus-gaap:NondesignatedMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:NondesignatedMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:NondesignatedMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMember2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:FairValueInputsLevel2Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMember2020-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:USGovernmentAgenciesDebtSecuritiesMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:USGovernmentAgenciesDebtSecuritiesMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:USGovernmentAgenciesDebtSecuritiesMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:USGovernmentAgenciesDebtSecuritiesMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberesgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Memberesgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberesgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberesgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberesgr:DebtSecurityGovernmentOtherMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:DebtSecurityGovernmentOtherMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:DebtSecurityGovernmentOtherMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:DebtSecurityGovernmentOtherMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:CorporateDebtSecuritiesMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Memberus-gaap:CorporateDebtSecuritiesMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel3Memberus-gaap:CorporateDebtSecuritiesMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:CorporateDebtSecuritiesMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:MunicipalBondsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Memberus-gaap:MunicipalBondsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:MunicipalBondsMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:MunicipalBondsMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:ResidentialMortgageBackedSecuritiesMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:ResidentialMortgageBackedSecuritiesMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:ResidentialMortgageBackedSecuritiesMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:ResidentialMortgageBackedSecuritiesMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:CommercialMortgageBackedSecuritiesMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Memberus-gaap:CommercialMortgageBackedSecuritiesMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:CommercialMortgageBackedSecuritiesMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:CommercialMortgageBackedSecuritiesMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:AssetBackedSecuritiesMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Memberus-gaap:AssetBackedSecuritiesMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:AssetBackedSecuritiesMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:AssetBackedSecuritiesMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberesgr:FundsHeldDirectlyManagedMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel2Memberesgr:FundsHeldDirectlyManagedMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberus-gaap:FairValueInputsLevel3Memberesgr:FundsHeldDirectlyManagedMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:ShortTermInvestmentsAndFixedMaturitiesMemberesgr:FundsHeldDirectlyManagedMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberesgr:PublicEquityFundsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:PublicEquityFundsMemberus-gaap:FairValueInputsLevel2Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:PublicEquityFundsMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:PublicEquityFundsMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:ExchangeTradedFundsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:ExchangeTradedFundsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel3Memberus-gaap:ExchangeTradedFundsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:ExchangeTradedFundsMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:PrivateEquityFundsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:PrivateEquityFundsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:PrivateEquityFundsMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:PrivateEquityFundsMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:HedgeFundsFixedIncomeMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:OtherInvestmentsMemberesgr:HedgeFundsFixedIncomeMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:HedgeFundsFixedIncomeMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueMeasuredAtNetAssetValuePerShareMemberus-gaap:OtherInvestmentsMemberesgr:HedgeFundsFixedIncomeMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:HedgeFundsFixedIncomeMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:FixedIncomeFundsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:OtherInvestmentsMemberus-gaap:FixedIncomeFundsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:FixedIncomeFundsMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueMeasuredAtNetAssetValuePerShareMemberus-gaap:OtherInvestmentsMemberus-gaap:FixedIncomeFundsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:FixedIncomeFundsMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:EquityFundsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:OtherInvestmentsMemberus-gaap:EquityFundsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:EquityFundsMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueMeasuredAtNetAssetValuePerShareMemberus-gaap:OtherInvestmentsMemberus-gaap:EquityFundsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:EquityFundsMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:PrivateEquityFundsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:OtherInvestmentsMemberus-gaap:PrivateEquityFundsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:PrivateEquityFundsMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueMeasuredAtNetAssetValuePerShareMemberus-gaap:OtherInvestmentsMemberus-gaap:PrivateEquityFundsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:PrivateEquityFundsMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:CLOEquityMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:OtherInvestmentsMemberesgr:CLOEquityMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:CLOEquityMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueMeasuredAtNetAssetValuePerShareMemberus-gaap:OtherInvestmentsMemberesgr:CLOEquityMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:CLOEquityMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:CLOEquityFundsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:OtherInvestmentsMemberesgr:CLOEquityFundsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:FairValueInputsLevel3Memberesgr:CLOEquityFundsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueMeasuredAtNetAssetValuePerShareMemberus-gaap:OtherInvestmentsMemberesgr:CLOEquityFundsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:CLOEquityFundsMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:OtherInvestmentsatFairValueMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:OtherInvestmentsMemberesgr:OtherInvestmentsatFairValueMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:OtherInvestmentsatFairValueMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueMeasuredAtNetAssetValuePerShareMemberus-gaap:OtherInvestmentsMemberesgr:OtherInvestmentsatFairValueMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberesgr:OtherInvestmentsatFairValueMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:OtherInvestmentsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueMeasuredAtNetAssetValuePerShareMemberus-gaap:OtherInvestmentsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:OtherInvestmentsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueMeasuredAtNetAssetValuePerShareMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:ReinsuranceRecoverableForPaidAndUnpaidClaimsAndClaimsAdjustmentsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:ReinsuranceRecoverableForPaidAndUnpaidClaimsAndClaimsAdjustmentsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:ReinsuranceRecoverableForPaidAndUnpaidClaimsAndClaimsAdjustmentsMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:ReinsuranceRecoverableForPaidAndUnpaidClaimsAndClaimsAdjustmentsMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:DesignatedAsHedgingInstrumentMemberus-gaap:DerivativeFinancialInstrumentsAssetsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:DesignatedAsHedgingInstrumentMemberus-gaap:DerivativeFinancialInstrumentsAssetsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DesignatedAsHedgingInstrumentMemberus-gaap:DerivativeFinancialInstrumentsAssetsMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DesignatedAsHedgingInstrumentMemberus-gaap:DerivativeFinancialInstrumentsAssetsMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsAssetsMemberus-gaap:NondesignatedMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:DerivativeFinancialInstrumentsAssetsMemberus-gaap:NondesignatedMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsAssetsMemberus-gaap:NondesignatedMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsAssetsMemberus-gaap:NondesignatedMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsAssetsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:FairValueInputsLevel2Memberus-gaap:DerivativeFinancialInstrumentsAssetsMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsAssetsMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsAssetsMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:DesignatedAsHedgingInstrumentMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:FairValueInputsLevel2Memberus-gaap:DesignatedAsHedgingInstrumentMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:DesignatedAsHedgingInstrumentMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:DesignatedAsHedgingInstrumentMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:NondesignatedMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:FairValueInputsLevel2Memberus-gaap:NondesignatedMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:NondesignatedMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:NondesignatedMember2019-12-310001363829us-gaap:FairValueInputsLevel1Memberus-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMember2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:FairValueInputsLevel2Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMemberus-gaap:FairValueInputsLevel3Member2019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:DerivativeFinancialInstrumentsLiabilitiesMember2019-12-310001363829us-gaap:EquitySecuritiesMember2019-12-310001363829us-gaap:OtherInvestmentsMember2019-12-310001363829us-gaap:EquitySecuritiesMember2020-12-310001363829us-gaap:CorporateDebtSecuritiesMember2018-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMember2018-12-310001363829us-gaap:CommercialMortgageBackedSecuritiesMember2018-12-310001363829us-gaap:AssetBackedSecuritiesMember2018-12-310001363829us-gaap:EquitySecuritiesMember2018-12-310001363829us-gaap:OtherInvestmentsMember2018-12-310001363829us-gaap:CorporateDebtSecuritiesMember2019-01-012019-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMember2019-01-012019-12-310001363829us-gaap:CommercialMortgageBackedSecuritiesMember2019-01-012019-12-310001363829us-gaap:AssetBackedSecuritiesMember2019-01-012019-12-310001363829us-gaap:CorporateDebtSecuritiesMember2019-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMember2019-12-310001363829us-gaap:CommercialMortgageBackedSecuritiesMember2019-12-310001363829us-gaap:AssetBackedSecuritiesMember2019-12-310001363829esgr:ValuationTechniqueGuidelineCompanyMethodologyMemberus-gaap:PrivateEquityFundsMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829esgr:MeasurementInputDistributionWaterfallMemberesgr:ValuationTechniqueGuidelineCompanyMethodologyMembersrt:ArithmeticAverageMemberus-gaap:PrivateEquityFundsMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:CostApproachValuationTechniqueMemberus-gaap:PrivateEquityFundsMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829us-gaap:PrivateEquityFundsMemberus-gaap:FairValueInputsLevel3Member2020-12-310001363829esgr:LossesAndLossAdjustmentExpenseLiabilitiesMember2019-12-310001363829us-gaap:ReinsuranceRecoverableMember2019-12-310001363829esgr:LossesAndLossAdjustmentExpenseLiabilitiesMember2018-12-310001363829us-gaap:ReinsuranceRecoverableMember2018-12-310001363829esgr:LossesAndLossAdjustmentExpenseLiabilitiesMember2020-01-012020-12-310001363829us-gaap:ReinsuranceRecoverableMember2020-01-012020-12-310001363829esgr:LossesAndLossAdjustmentExpenseLiabilitiesMember2019-01-012019-12-310001363829us-gaap:ReinsuranceRecoverableMember2019-01-012019-12-310001363829esgr:LossesAndLossAdjustmentExpenseLiabilitiesMember2020-12-310001363829us-gaap:ReinsuranceRecoverableMember2020-12-310001363829esgr:MeasurementInputDurationMember2020-01-012020-12-310001363829esgr:MeasurementInputDurationMember2019-01-012019-12-310001363829esgr:MeasurementInputDurationMember2018-01-012018-12-310001363829esgr:MeasurementInputCorporateBondYieldMember2020-01-012020-12-310001363829esgr:MeasurementInputCorporateBondYieldMember2019-01-012019-12-310001363829esgr:MeasurementInputCorporateBondYieldMember2018-01-012018-12-310001363829esgr:MeasurementInputWeightedAverageCostOfCapitalMember2020-01-012020-12-310001363829esgr:MeasurementInputWeightedAverageCostOfCapitalMember2019-01-012019-12-310001363829esgr:MeasurementInputWeightedAverageCostOfCapitalMember2018-01-012018-12-310001363829esgr:MeasurementInputRiskCostOfCapitalMember2020-01-012020-12-310001363829esgr:MeasurementInputRiskCostOfCapitalMember2019-01-012019-12-310001363829esgr:MeasurementInputRiskCostOfCapitalMember2018-01-012018-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:MeasurementInputEntityCreditRiskMemberesgr:InternalModelMemberesgr:LossesAndLossAdjustmentExpenseLiabilitiesMember2020-01-012020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberus-gaap:MeasurementInputEntityCreditRiskMemberesgr:InternalModelMemberesgr:LossesAndLossAdjustmentExpenseLiabilitiesMember2019-01-012019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:InternalModelMemberus-gaap:ReinsuranceRecoverableMember2020-01-012020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:InternalModelMemberus-gaap:ReinsuranceRecoverableMember2019-01-012019-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:InternalModelMemberesgr:LossesAndLossAdjustmentExpenseLiabilitiesMember2020-01-012020-12-310001363829us-gaap:FairValueMeasurementsRecurringMemberesgr:InternalModelMemberesgr:LossesAndLossAdjustmentExpenseLiabilitiesMember2019-01-012019-12-310001363829us-gaap:SeniorNotesMemberesgr:SeniorNotesDue2022Member2020-12-310001363829us-gaap:SeniorNotesMemberesgr:SeniorNotesDue2029Member2020-12-310001363829esgr:JuniorSubordinatedNotesDue2040Memberus-gaap:JuniorSubordinatedDebtMember2020-12-310001363829us-gaap:OperatingSegmentsMemberesgr:RunOffSegmentMember2020-01-012020-12-310001363829us-gaap:OperatingSegmentsMemberesgr:RunOffSegmentMember2019-01-012019-12-310001363829us-gaap:OperatingSegmentsMemberesgr:RunOffSegmentMember2018-01-012018-12-310001363829esgr:StarStoneSegmentMember2020-01-012020-12-310001363829esgr:StarStoneSegmentMemberesgr:LloydsSyndicateCapacityMember2020-01-012020-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:DistributionRightsMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:DistributionRightsMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:TradeDressMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:TradeDressMember2019-12-310001363829esgr:LloydsSyndicateCapacityMemberesgr:LegacyUnderwritingSegmentMember2020-12-310001363829esgr:LloydsSyndicateCapacityMemberesgr:LegacyUnderwritingSegmentMember2019-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ContractBasedIntangibleAssetsMember2020-12-310001363829esgr:LegacyUnderwritingSegmentMemberus-gaap:ContractBasedIntangibleAssetsMember2019-12-310001363829us-gaap:SeniorNotesMemberesgr:SeniorNotesDue2022Member2020-01-012020-12-310001363829us-gaap:SeniorNotesMemberesgr:SeniorNotesDue2022Member2019-12-310001363829us-gaap:SeniorNotesMemberesgr:SeniorNotesDue2029Member2020-01-012020-12-310001363829us-gaap:SeniorNotesMemberesgr:SeniorNotesDue2029Member2019-12-310001363829us-gaap:SeniorNotesMember2020-12-310001363829us-gaap:SeniorNotesMember2019-12-310001363829esgr:JuniorSubordinatedNotesDue2040Memberus-gaap:JuniorSubordinatedDebtMember2020-01-012020-12-310001363829esgr:JuniorSubordinatedNotesDue2040Memberus-gaap:JuniorSubordinatedDebtMember2019-12-310001363829esgr:A2018EGLRevolvingCreditFacilityMemberus-gaap:LineOfCreditMember2020-01-012020-12-310001363829esgr:A2018EGLRevolvingCreditFacilityMemberus-gaap:LineOfCreditMember2019-12-310001363829esgr:A2018EGLTermLoanFacilityMemberus-gaap:LineOfCreditMember2020-01-012020-12-310001363829esgr:A2018EGLTermLoanFacilityMemberus-gaap:LineOfCreditMember2020-12-310001363829esgr:A2018EGLTermLoanFacilityMemberus-gaap:LineOfCreditMember2019-12-31esgr:debt_instrument0001363829us-gaap:SeniorNotesMemberesgr:SeniorNotesDue2022Member2017-03-102017-03-100001363829us-gaap:SeniorNotesMemberesgr:SeniorNotesDue2029Member2019-05-282019-05-280001363829esgr:JuniorSubordinatedNotesDue2040Memberus-gaap:JuniorSubordinatedDebtMember2020-08-260001363829srt:ScenarioForecastMemberus-gaap:UsTreasuryUstInterestRateMemberesgr:JuniorSubordinatedNotesDue2040Memberus-gaap:JuniorSubordinatedDebtMember2025-09-012025-09-010001363829esgr:A2018EGLRevolvingCreditFacilityMemberus-gaap:LineOfCreditMember2018-08-162018-08-160001363829esgr:A2018EGLRevolvingCreditFacilityMemberus-gaap:LineOfCreditMember2018-08-160001363829esgr:A2018EGLRevolvingCreditFacilityMemberus-gaap:LineOfCreditMember2020-12-310001363829esgr:A2018EGLRevolvingCreditFacilityMemberus-gaap:LineOfCreditMember2021-01-012021-03-010001363829esgr:A2018EGLRevolvingCreditFacilityMemberus-gaap:LineOfCreditMember2021-03-010001363829esgr:A2018EGLTermLoanFacilityMemberus-gaap:LineOfCreditMember2018-12-272018-12-270001363829esgr:A2018EGLTermLoanFacilityMemberus-gaap:LineOfCreditMember2018-12-270001363829esgr:A2018EGLTermLoanFacilityMemberus-gaap:LineOfCreditMember2019-01-012019-12-310001363829esgr:FALFacilityMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2020-11-050001363829esgr:FALFacilityMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2020-11-052020-11-050001363829esgr:FALFacilityMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2020-12-310001363829esgr:FALFacilityMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2019-12-310001363829esgr:A2018FacilityAgreementMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2019-12-060001363829esgr:A2018FacilityAgreementMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2020-12-310001363829esgr:A2018FacilityAgreementMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2019-12-310001363829esgr:MaidenFacilityAgreementMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2020-08-040001363829esgr:MaidenFacilityAgreementMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2019-12-310001363829srt:ScenarioPreviouslyReportedMemberesgr:MaidenFacilityAgreementMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2020-12-310001363829esgr:A2020LetterOfCreditFacilityMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2020-08-040001363829esgr:CavelloLetterOfCreditFacilityMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2017-12-220001363829esgr:CavelloLetterOfCreditFacilityMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2020-12-31iso4217:GBP0001363829esgr:MercantileLetterOfCreditFacilityMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2020-12-080001363829esgr:MercantileLetterOfCreditFacilityMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2020-12-310001363829esgr:TridentMembersrt:SubsidiariesMemberesgr:NorthBayMember2020-12-310001363829esgr:TridentMembersrt:SubsidiariesMemberesgr:NorthBayMember2019-12-310001363829esgr:DowlingMembersrt:SubsidiariesMemberesgr:NorthBayMember2019-12-310001363829esgr:DowlingMembersrt:SubsidiariesMemberesgr:NorthBayMember2020-12-310001363829us-gaap:NonvotingCommonStockMember2020-12-310001363829us-gaap:NonvotingCommonStockMember2019-12-31esgr:vote00013638292020-03-0900013638292020-03-092020-12-310001363829srt:ChiefExecutiveOfficerMemberesgr:JointShareOwnershipPlanMember2020-01-212020-01-210001363829us-gaap:SeriesDPreferredStockMemberesgr:PublicStockOfferingMember2018-06-282018-06-280001363829esgr:PublicStockOfferingMemberus-gaap:SeriesEPreferredStockMember2018-11-212018-11-210001363829us-gaap:CommonClassCMember2017-03-310001363829us-gaap:CommonClassBMember2020-12-310001363829esgr:CommonClassDMember2020-12-310001363829us-gaap:SeriesDPreferredStockMemberesgr:PublicStockOfferingMember2018-06-280001363829esgr:PublicStockOfferingMemberus-gaap:SeriesEPreferredStockMember2018-11-210001363829us-gaap:SeriesDPreferredStockMemberesgr:PublicStockOfferingMemberus-gaap:LondonInterbankOfferedRateLIBORMember2018-06-280001363829us-gaap:SeriesDPreferredStockMember2020-01-012020-12-310001363829us-gaap:SeriesDPreferredStockMember2019-01-012019-12-310001363829us-gaap:SeriesDPreferredStockMember2018-01-012018-12-310001363829us-gaap:SeriesEPreferredStockMember2020-01-012020-12-310001363829us-gaap:SeriesEPreferredStockMember2019-01-012019-12-310001363829us-gaap:SeriesDPreferredStockMember2021-02-052021-02-050001363829us-gaap:SeriesEPreferredStockMember2021-02-052021-02-050001363829us-gaap:AccumulatedNetInvestmentGainLossIncludingPortionAttributableToNoncontrollingInterestMember2018-01-012018-12-310001363829us-gaap:AccumulatedForeignCurrencyAdjustmentIncludingPortionAttributableToNoncontrollingInterestMember2018-01-012018-12-310001363829us-gaap:AccumulatedDefinedBenefitPlansAdjustmentIncludingPortionAttributableToNoncontrollingInterestMember2018-01-012018-12-310001363829us-gaap:AociIncludingPortionAttributableToNoncontrollingInterestMember2018-01-012018-12-310001363829us-gaap:AccumulatedNetInvestmentGainLossAttributableToNoncontrollingInterestMember2018-01-012018-12-310001363829us-gaap:AccumulatedForeignCurrencyAdjustmentAttributableToNoncontrollingInterestMember2018-01-012018-12-310001363829us-gaap:AccumulatedDefinedBenefitPlansAdjustmentAttributableToNoncontrollingInterestMember2018-01-012018-12-310001363829us-gaap:AociAttributableToNoncontrollingInterestMember2018-01-012018-12-310001363829us-gaap:AccumulatedNetInvestmentGainLossIncludingPortionAttributableToNoncontrollingInterestMember2019-01-012019-12-310001363829us-gaap:AccumulatedForeignCurrencyAdjustmentIncludingPortionAttributableToNoncontrollingInterestMember2019-01-012019-12-310001363829us-gaap:AccumulatedDefinedBenefitPlansAdjustmentIncludingPortionAttributableToNoncontrollingInterestMember2019-01-012019-12-310001363829us-gaap:AociIncludingPortionAttributableToNoncontrollingInterestMember2019-01-012019-12-310001363829us-gaap:AccumulatedNetInvestmentGainLossAttributableToNoncontrollingInterestMember2019-01-012019-12-310001363829us-gaap:AccumulatedForeignCurrencyAdjustmentAttributableToNoncontrollingInterestMember2019-01-012019-12-310001363829us-gaap:AccumulatedDefinedBenefitPlansAdjustmentAttributableToNoncontrollingInterestMember2019-01-012019-12-310001363829us-gaap:AociAttributableToNoncontrollingInterestMember2019-01-012019-12-310001363829us-gaap:AccumulatedNetInvestmentGainLossIncludingPortionAttributableToNoncontrollingInterestMember2020-01-012020-12-310001363829us-gaap:AccumulatedForeignCurrencyAdjustmentIncludingPortionAttributableToNoncontrollingInterestMember2020-01-012020-12-310001363829us-gaap:AccumulatedDefinedBenefitPlansAdjustmentIncludingPortionAttributableToNoncontrollingInterestMember2020-01-012020-12-310001363829us-gaap:AociIncludingPortionAttributableToNoncontrollingInterestMember2020-01-012020-12-310001363829us-gaap:AccumulatedNetInvestmentGainLossAttributableToNoncontrollingInterestMember2020-01-012020-12-310001363829us-gaap:AccumulatedForeignCurrencyAdjustmentAttributableToNoncontrollingInterestMember2020-01-012020-12-310001363829us-gaap:AccumulatedDefinedBenefitPlansAdjustmentAttributableToNoncontrollingInterestMember2020-01-012020-12-310001363829us-gaap:AociAttributableToNoncontrollingInterestMember2020-01-012020-12-310001363829us-gaap:ReclassificationOutOfAccumulatedOtherComprehensiveIncomeMemberus-gaap:AccumulatedNetInvestmentGainLossIncludingPortionAttributableToNoncontrollingInterestMember2020-01-012020-12-310001363829us-gaap:ReclassificationOutOfAccumulatedOtherComprehensiveIncomeMemberus-gaap:AccumulatedNetInvestmentGainLossIncludingPortionAttributableToNoncontrollingInterestMember2019-01-012019-12-310001363829us-gaap:ReclassificationOutOfAccumulatedOtherComprehensiveIncomeMemberus-gaap:AccumulatedNetInvestmentGainLossIncludingPortionAttributableToNoncontrollingInterestMember2018-01-012018-12-310001363829us-gaap:AccumulatedForeignCurrencyAdjustmentIncludingPortionAttributableToNoncontrollingInterestMemberus-gaap:ReclassificationOutOfAccumulatedOtherComprehensiveIncomeMember2020-01-012020-12-310001363829us-gaap:AccumulatedForeignCurrencyAdjustmentIncludingPortionAttributableToNoncontrollingInterestMemberus-gaap:ReclassificationOutOfAccumulatedOtherComprehensiveIncomeMember2019-01-012019-12-310001363829us-gaap:AccumulatedForeignCurrencyAdjustmentIncludingPortionAttributableToNoncontrollingInterestMemberus-gaap:ReclassificationOutOfAccumulatedOtherComprehensiveIncomeMember2018-01-012018-12-310001363829us-gaap:ReclassificationOutOfAccumulatedOtherComprehensiveIncomeMember2020-01-012020-12-310001363829us-gaap:ReclassificationOutOfAccumulatedOtherComprehensiveIncomeMember2019-01-012019-12-310001363829us-gaap:ReclassificationOutOfAccumulatedOtherComprehensiveIncomeMember2018-01-012018-12-310001363829esgr:RestrictedStockandRestrictedStockUnitsMember2020-01-012020-12-310001363829esgr:RestrictedStockandRestrictedStockUnitsMember2019-01-012019-12-310001363829esgr:RestrictedStockandRestrictedStockUnitsMember2018-01-012018-12-310001363829us-gaap:PerformanceSharesMember2020-01-012020-12-310001363829us-gaap:PerformanceSharesMember2019-01-012019-12-310001363829us-gaap:PerformanceSharesMember2018-01-012018-12-310001363829us-gaap:StockAppreciationRightsSARSMember2020-01-012020-12-310001363829us-gaap:StockAppreciationRightsSARSMember2019-01-012019-12-310001363829us-gaap:StockAppreciationRightsSARSMember2018-01-012018-12-310001363829esgr:EmployeeStockPurchasePlanMemberus-gaap:EmployeeStockMember2020-01-012020-12-310001363829esgr:EmployeeStockPurchasePlanMemberus-gaap:EmployeeStockMember2019-01-012019-12-310001363829esgr:TimeBasedRestrictedStockMemberesgr:LongTermIncentivePlansMember2020-01-012020-12-310001363829esgr:TimeBasedRestrictedStockMemberesgr:LongTermIncentivePlansMember2019-01-012019-12-310001363829esgr:TimeBasedRestrictedStockMemberesgr:LongTermIncentivePlansMember2018-01-012018-12-310001363829esgr:StarStoneLongTermIncentivePlanMemberesgr:TimeBasedRestrictedStockMember2020-01-012020-12-310001363829esgr:StarStoneLongTermIncentivePlanMemberesgr:TimeBasedRestrictedStockMember2019-01-012019-12-310001363829esgr:StarStoneLongTermIncentivePlanMemberesgr:TimeBasedRestrictedStockMember2018-01-012018-12-310001363829esgr:DeferredCompensationPlanMember2020-01-012020-12-310001363829esgr:DeferredCompensationPlanMember2019-01-012019-12-310001363829esgr:DeferredCompensationPlanMember2018-01-012018-12-310001363829us-gaap:EmployeeStockMember2020-01-012020-12-310001363829us-gaap:EmployeeStockMember2019-01-012019-12-310001363829us-gaap:EmployeeStockMember2018-01-012018-12-310001363829esgr:RestrictedStockandRestrictedStockUnitsMember2019-12-310001363829esgr:RestrictedStockandRestrictedStockUnitsMember2020-12-310001363829esgr:Awards2017Memberus-gaap:ShareBasedCompensationAwardTrancheOneMemberesgr:PerformanceSharesFullyDilutedBookValuePerShareMember2017-01-012020-12-310001363829esgr:Awards2017Memberus-gaap:ShareBasedCompensationAwardTrancheOneMemberesgr:PerformanceSharesFullyDilutedBookValuePerShareMember2020-12-310001363829esgr:Awards2017Memberus-gaap:ShareBasedCompensationAwardTrancheOneMemberesgr:PerformanceSharesFullyDilutedBookValuePerShareMember2020-01-012020-12-310001363829esgr:Awards2017Memberesgr:PerformanceSharesFullyDilutedBookValuePerShareMemberus-gaap:ShareBasedCompensationAwardTrancheTwoMember2017-01-012020-12-310001363829esgr:Awards2017Memberesgr:PerformanceSharesFullyDilutedBookValuePerShareMemberus-gaap:ShareBasedCompensationAwardTrancheTwoMember2020-12-310001363829esgr:Awards2017Memberesgr:PerformanceSharesFullyDilutedBookValuePerShareMemberus-gaap:ShareBasedCompensationAwardTrancheTwoMember2020-01-012020-12-310001363829esgr:PerformanceSharesFullyDilutedBookValuePerShareMemberesgr:Awards2018Member2018-01-012020-12-310001363829esgr:PerformanceSharesFullyDilutedBookValuePerShareMemberesgr:Awards2018Member2020-12-310001363829esgr:PerformanceSharesFullyDilutedBookValuePerShareMemberesgr:Awards2018Member2020-01-012020-12-310001363829esgr:Awards2019Memberesgr:PerformanceSharesFullyDilutedBookValuePerShareMember2019-01-012020-12-310001363829esgr:Awards2019Memberesgr:PerformanceSharesFullyDilutedBookValuePerShareMember2020-12-310001363829esgr:Awards2019Memberesgr:PerformanceSharesFullyDilutedBookValuePerShareMember2020-01-012020-12-310001363829us-gaap:ShareBasedCompensationAwardTrancheOneMemberesgr:PerformanceSharesFullyDilutedBookValuePerShareMemberesgr:Awards2020Member2020-01-012020-12-310001363829us-gaap:ShareBasedCompensationAwardTrancheOneMemberesgr:PerformanceSharesFullyDilutedBookValuePerShareMemberesgr:Awards2020Member2020-12-310001363829esgr:PerformanceSharesFullyDilutedBookValuePerShareMemberesgr:Awards2020Memberus-gaap:ShareBasedCompensationAwardTrancheTwoMember2020-01-012020-12-310001363829esgr:PerformanceSharesFullyDilutedBookValuePerShareMemberesgr:Awards2020Memberus-gaap:ShareBasedCompensationAwardTrancheTwoMember2020-12-310001363829esgr:PerformanceSharesFullyDilutedBookValuePerShareMember2017-01-012020-12-310001363829esgr:PerformanceSharesFullyDilutedBookValuePerShareMember2020-12-310001363829esgr:Awards2019Memberesgr:PerformanceSharesAverageAnnualOperatingROEMember2019-01-012020-12-310001363829esgr:Awards2019Memberesgr:PerformanceSharesAverageAnnualOperatingROEMember2020-12-310001363829esgr:Awards2019Memberesgr:PerformanceSharesAverageAnnualOperatingROEMember2020-01-012020-12-310001363829esgr:Awards2020Memberesgr:PerformanceSharesAverageAnnualOperatingROEMember2020-01-012020-12-310001363829esgr:Awards2020Memberesgr:PerformanceSharesAverageAnnualOperatingROEMember2020-12-310001363829esgr:PerformanceSharesAverageAnnualOperatingROEMember2019-01-012020-12-310001363829esgr:PerformanceSharesAverageAnnualOperatingROEMember2020-12-310001363829esgr:PerformanceTargetOneMembersrt:MinimumMemberus-gaap:PerformanceSharesMember2020-01-012020-12-310001363829esgr:PerformanceTargetOneMembersrt:MaximumMemberus-gaap:PerformanceSharesMember2020-01-012020-12-310001363829esgr:PerformanceTargetTwoMembersrt:MinimumMemberus-gaap:PerformanceSharesMember2020-01-012020-12-310001363829esgr:PerformanceTargetTwoMembersrt:MaximumMemberus-gaap:PerformanceSharesMember2020-01-012020-12-310001363829esgr:Awards2017Memberus-gaap:ShareBasedCompensationAwardTrancheOneMemberesgr:PerformanceSharesFullyDilutedBookValuePerShareMember2019-01-012019-12-310001363829esgr:Awards2017Memberus-gaap:ShareBasedCompensationAwardTrancheOneMemberesgr:PerformanceSharesFullyDilutedBookValuePerShareMember2018-01-012018-12-310001363829esgr:Awards2017Memberesgr:PerformanceSharesFullyDilutedBookValuePerShareMemberus-gaap:ShareBasedCompensationAwardTrancheTwoMember2019-01-012019-12-310001363829esgr:Awards2017Memberesgr:PerformanceSharesFullyDilutedBookValuePerShareMemberus-gaap:ShareBasedCompensationAwardTrancheTwoMember2018-01-012018-12-310001363829esgr:PerformanceSharesFullyDilutedBookValuePerShareMemberesgr:Awards2018Member2019-01-012019-12-310001363829esgr:PerformanceSharesFullyDilutedBookValuePerShareMemberesgr:Awards2018Member2018-01-012018-12-310001363829esgr:Awards2019Memberus-gaap:ShareBasedCompensationAwardTrancheOneMemberesgr:PerformanceSharesFullyDilutedBookValuePerShareMember2020-01-012020-12-310001363829esgr:Awards2019Memberus-gaap:ShareBasedCompensationAwardTrancheOneMemberesgr:PerformanceSharesFullyDilutedBookValuePerShareMember2019-01-012019-12-310001363829esgr:Awards2019Memberesgr:PerformanceSharesAverageAnnualOperatingROEMemberus-gaap:ShareBasedCompensationAwardTrancheTwoMember2020-01-012020-12-310001363829esgr:Awards2019Memberesgr:PerformanceSharesAverageAnnualOperatingROEMemberus-gaap:ShareBasedCompensationAwardTrancheTwoMember2019-01-012019-12-310001363829esgr:Awards2020Memberesgr:PerformanceSharesAverageAnnualOperatingROEMemberus-gaap:ShareBasedCompensationAwardTrancheTwoMember2020-01-012020-12-310001363829us-gaap:ShareBasedCompensationAwardTrancheThreeMemberesgr:PerformanceSharesFullyDilutedBookValuePerShareMemberesgr:Awards2020Member2020-01-012020-12-310001363829us-gaap:PerformanceSharesMember2020-12-310001363829us-gaap:PerformanceSharesMember2019-12-310001363829srt:MinimumMemberus-gaap:StockAppreciationRightsSARSMember2020-01-012020-12-310001363829srt:MaximumMemberus-gaap:StockAppreciationRightsSARSMember2020-01-012020-12-310001363829us-gaap:StockAppreciationRightsSARSMember2019-12-310001363829us-gaap:StockAppreciationRightsSARSMember2020-12-310001363829srt:ChiefExecutiveOfficerMember2020-01-212020-01-210001363829srt:ScenarioForecastMemberesgr:JointShareOwnershipPlanMember2023-01-202023-01-200001363829esgr:JointShareOwnershipPlanMember2020-01-210001363829esgr:JointShareOwnershipPlanMember2020-01-212020-01-210001363829esgr:JointShareOwnershipPlanMember2020-12-310001363829esgr:JointShareOwnershipPlanMember2020-01-012020-12-310001363829esgr:StarStoneLongTermIncentivePlanMemberesgr:TimeBasedRestrictedStockMembersrt:MinimumMember2020-01-012020-12-310001363829esgr:TimeBasedRestrictedStockMembersrt:MinimumMemberesgr:LongTermIncentivePlansMember2020-01-012020-12-310001363829esgr:TimeBasedRestrictedStockMembersrt:MaximumMemberesgr:LongTermIncentivePlansMember2020-01-012020-12-310001363829esgr:StarStoneLongTermIncentivePlanMemberesgr:TimeBasedRestrictedStockMembersrt:MaximumMember2020-01-012020-12-310001363829us-gaap:RestrictedStockUnitsRSUMemberesgr:DeferredCompensationPlanMembersrt:DirectorMember2020-01-012020-12-310001363829us-gaap:RestrictedStockUnitsRSUMemberesgr:DeferredCompensationPlanMembersrt:DirectorMember2019-01-012019-12-310001363829us-gaap:RestrictedStockUnitsRSUMemberesgr:DeferredCompensationPlanMembersrt:DirectorMember2018-01-012018-12-310001363829esgr:EmployeeStockPurchasePlanMemberus-gaap:EmployeeStockMember2020-12-310001363829esgr:EmployeeStockPurchasePlanMemberus-gaap:EmployeeStockMember2018-01-012018-12-310001363829us-gaap:PensionPlansDefinedBenefitMember2020-12-310001363829us-gaap:PensionPlansDefinedBenefitMember2019-12-310001363829country:US2020-12-310001363829country:US2019-12-310001363829country:GB2020-12-310001363829country:GB2019-12-310001363829esgr:OtherJurisdictionsMember2020-12-310001363829esgr:OtherJurisdictionsMember2019-12-310001363829us-gaap:ForeignCountryMemberus-gaap:InternalRevenueServiceIRSMember2020-12-310001363829us-gaap:ForeignCountryMemberus-gaap:HerMajestysRevenueAndCustomsHMRCMember2020-12-310001363829us-gaap:ForeignCountryMemberus-gaap:LuxembourgInlandRevenueMember2020-12-310001363829us-gaap:ForeignCountryMemberesgr:OtherIncomeTaxAuthorityMember2020-12-310001363829srt:AffiliatedEntityMemberesgr:TridentMember2012-05-012012-07-310001363829srt:AffiliatedEntityMemberesgr:StonePointMember2020-12-31esgr:general_partner0001363829srt:AffiliatedEntityMemberesgr:TridentMember2013-11-06esgr:director0001363829esgr:StarStoneSpecialtyHoldingsLimitedMember2020-12-310001363829esgr:TridentMemberesgr:StarStoneSpecialtyHoldingsLimitedMember2020-12-310001363829esgr:NorthshoreHoldingsLimitedMember2020-12-310001363829esgr:NorthshoreHoldingsLimitedMember2020-12-312020-12-310001363829esgr:NorthBayMemberesgr:NorthBayShareholdersMember2018-10-012018-10-010001363829esgr:TridentMemberesgr:NorthBayMember2018-10-012018-10-010001363829esgr:NorthBayMemberesgr:NorthBayShareholdersMember2019-04-012019-04-010001363829esgr:StarstoneMember2019-10-012019-10-0100013638292019-10-012019-10-010001363829srt:AffiliatedEntityMemberesgr:TridentMember2020-12-310001363829srt:AffiliatedEntityMemberesgr:TridentMember2019-12-310001363829srt:AffiliatedEntityMemberesgr:MitchellInternationalMember2018-12-310001363829srt:AffiliatedEntityMemberesgr:SoundPointCapitalMemberus-gaap:SeniorLoansMember2020-06-300001363829srt:AffiliatedEntityMemberesgr:SoundPointCapitalMemberus-gaap:SeniorLoansMember2020-04-012020-06-300001363829us-gaap:ShortTermInvestmentsMemberesgr:StonePointAndAffiliatedEntitiesMember2020-12-310001363829us-gaap:ShortTermInvestmentsMemberesgr:StonePointAndAffiliatedEntitiesMember2019-12-310001363829us-gaap:FixedMaturitiesMemberesgr:StonePointAndAffiliatedEntitiesMember2020-12-310001363829us-gaap:FixedMaturitiesMemberesgr:StonePointAndAffiliatedEntitiesMember2019-12-310001363829esgr:StonePointAndAffiliatedEntitiesMember2020-12-310001363829esgr:StonePointAndAffiliatedEntitiesMember2019-12-310001363829esgr:StonePointAndAffiliatedEntitiesMemberus-gaap:HedgeFundsMember2020-12-310001363829esgr:StonePointAndAffiliatedEntitiesMemberus-gaap:HedgeFundsMember2019-12-310001363829esgr:StonePointAndAffiliatedEntitiesMemberus-gaap:FixedIncomeFundsMember2020-12-310001363829esgr:StonePointAndAffiliatedEntitiesMemberus-gaap:FixedIncomeFundsMember2019-12-310001363829esgr:StonePointAndAffiliatedEntitiesMemberus-gaap:PrivateEquityFundsMember2020-12-310001363829esgr:StonePointAndAffiliatedEntitiesMemberus-gaap:PrivateEquityFundsMember2019-12-310001363829esgr:StonePointAndAffiliatedEntitiesMemberesgr:CLOEquityMember2020-12-310001363829esgr:StonePointAndAffiliatedEntitiesMemberesgr:CLOEquityMember2019-12-310001363829esgr:StonePointAndAffiliatedEntitiesMemberesgr:CLOEquityFundsMember2020-12-310001363829esgr:StonePointAndAffiliatedEntitiesMemberesgr:CLOEquityFundsMember2019-12-310001363829esgr:PrivateDebtMemberesgr:StonePointAndAffiliatedEntitiesMember2020-12-310001363829esgr:PrivateDebtMemberesgr:StonePointAndAffiliatedEntitiesMember2019-12-310001363829esgr:StonePointAndAffiliatedEntitiesMemberus-gaap:RealEstateFundsMember2020-12-310001363829esgr:StonePointAndAffiliatedEntitiesMemberus-gaap:RealEstateFundsMember2019-12-310001363829esgr:StonePointAndAffiliatedEntitiesMember2020-01-012020-12-310001363829esgr:StonePointAndAffiliatedEntitiesMember2019-01-012019-12-310001363829esgr:StonePointAndAffiliatedEntitiesMember2018-01-012018-12-310001363829esgr:KaylaReHoldingsLtdMember2016-12-152016-12-150001363829esgr:HillhouseMemberus-gaap:CommonStockMemberesgr:KaylaReHoldingsLtdMember2018-05-142018-05-140001363829esgr:HillhouseMemberesgr:KaylaReHoldingsLtdMemberesgr:CommonClassEMember2018-05-142018-05-140001363829us-gaap:CommonStockMemberesgr:KaylaReHoldingsLtdMemberesgr:TridentMember2018-05-142018-05-140001363829esgr:MinorityShareholderMemberesgr:KaylaReHoldingsLtdMemberesgr:CommonClassEMember2018-05-142018-05-140001363829esgr:KaylaReTransactionsWithStarstoneMember2018-01-012018-12-310001363829srt:AffiliatedEntityMemberesgr:KaylaReHoldingsLtdMember2018-01-012018-12-310001363829srt:AffiliatedEntityMemberesgr:HillhouseAffiliatesMember2020-12-310001363829srt:AffiliatedEntityMemberesgr:HillhouseMemberesgr:InReFundMember2020-12-310001363829srt:AffiliatedEntityMemberesgr:HillhouseMemberesgr:InReFundMember2019-12-310001363829srt:AffiliatedEntityMemberesgr:HillhouseMember2020-01-012020-12-310001363829srt:AffiliatedEntityMemberus-gaap:FixedIncomeSecuritiesMemberesgr:HillhouseInReFundL.P.Member2020-01-012020-12-310001363829srt:AffiliatedEntityMemberesgr:NorthAmericanEquitiesMemberesgr:HillhouseInReFundL.P.Member2020-01-012020-12-310001363829srt:AffiliatedEntityMemberesgr:InternationalEquitiesMemberesgr:HillhouseInReFundL.P.Member2020-01-012020-12-310001363829srt:AffiliatedEntityMemberesgr:FinancingDerivativesAndOtherItemsMemberesgr:HillhouseInReFundL.P.Member2020-01-012020-12-310001363829srt:AffiliatedEntityMemberesgr:HillhouseMemberesgr:HillhouseAffiliatesMember2020-12-310001363829srt:AffiliatedEntityMemberesgr:HillhouseMemberesgr:HillhouseAffiliatesMember2019-12-310001363829srt:AffiliatedEntityMemberesgr:HillhouseMember2020-12-310001363829srt:AffiliatedEntityMemberesgr:HillhouseMember2019-12-310001363829srt:AffiliatedEntityMemberesgr:HillhouseMemberesgr:OtherFundsMember2020-12-310001363829srt:AffiliatedEntityMemberesgr:HillhouseMemberesgr:OtherFundsMember2019-12-310001363829esgr:HillhouseMember2020-12-310001363829esgr:HillhouseMember2019-12-310001363829srt:ScenarioPreviouslyReportedMember2020-01-012020-12-310001363829srt:AffiliatedEntityMemberesgr:HillhouseMember2021-02-210001363829esgr:MonumentMember2016-10-012020-12-310001363829esgr:MonumentMember2016-10-012019-12-310001363829esgr:TransferOfLifeAssurancePoliciesMemberesgr:SubsidiaryOfMonumentMember2019-05-310001363829esgr:MonumentMember2020-01-012020-12-310001363829esgr:MonumentMember2019-01-012019-12-3100013638292017-01-010001363829esgr:ClearSpringMemberus-gaap:EquityMethodInvesteeMember2020-12-3100013638292020-12-012020-12-3100013638292020-10-012020-12-310001363829esgr:ClearSpringMemberesgr:StarstoneMember2020-12-310001363829esgr:ClearSpringMemberesgr:StarstoneMember2019-12-310001363829esgr:ClearSpringMember2020-01-012020-12-310001363829esgr:ClearSpringMember2019-01-012019-12-310001363829esgr:ClearSpringMemberesgr:StarstoneMember2017-01-012017-01-010001363829esgr:ClearSpringMember2017-01-012017-01-010001363829esgr:ClearSpringMemberus-gaap:EquityMethodInvesteeMemberesgr:StarstoneMember2019-12-310001363829esgr:ClearSpringMember2019-12-310001363829srt:AffiliatedEntityMemberesgr:ClearSpringMemberesgr:StarstoneMember2020-01-012020-12-310001363829srt:AffiliatedEntityMemberesgr:ClearSpringMemberesgr:StarstoneMember2019-01-012019-12-310001363829srt:AffiliatedEntityMemberesgr:ClearSpringMemberesgr:StarstoneMember2018-01-012018-12-310001363829srt:AffiliatedEntityMemberesgr:ClearSpringMember2020-01-012020-12-310001363829srt:AffiliatedEntityMemberesgr:ClearSpringMember2019-01-012019-12-310001363829srt:AffiliatedEntityMemberesgr:ClearSpringMember2018-01-012018-12-310001363829srt:AffiliatedEntityMemberesgr:EvergreenParentL.P.Member2018-11-012018-11-300001363829srt:AffiliatedEntityMemberesgr:AmTrustFinancialServicesInc.Member2018-11-300001363829srt:AffiliatedEntityMemberesgr:EvergreenParentL.P.Member2019-12-012019-12-310001363829srt:AffiliatedEntityMemberesgr:EvergreenParentL.P.Member2018-11-300001363829srt:AffiliatedEntityMemberesgr:EvergreenParentL.P.Memberesgr:TridentPineMember2018-11-300001363829srt:AffiliatedEntityMemberesgr:EvergreenParentL.P.Member2018-01-012018-12-310001363829srt:AffiliatedEntityMemberesgr:AmTrustFinancialServicesInc.Member2020-12-310001363829srt:AffiliatedEntityMemberesgr:AmTrustFinancialServicesInc.Member2019-12-310001363829srt:AffiliatedEntityMemberesgr:AmTrustFinancialServicesInc.Member2020-01-012020-12-310001363829srt:AffiliatedEntityMemberesgr:AmTrustFinancialServicesInc.Member2019-01-012019-12-310001363829srt:AffiliatedEntityMemberesgr:AmTrustFinancialServicesInc.Member2018-01-012018-12-310001363829srt:AffiliatedEntityMemberesgr:TridentMemberesgr:CitcoIIILimitedMember2018-06-012018-06-300001363829srt:AffiliatedEntityMemberesgr:TridentMemberesgr:CitcoIIILimitedMember2020-12-310001363829esgr:CitcoIIILimitedMember2020-01-012020-12-310001363829esgr:CitcoIIILimitedMember2019-01-012019-12-310001363829srt:AffiliatedEntityMemberesgr:EnhanzedReMember2018-12-310001363829esgr:EnstarMemberesgr:EnhanzedReMember2018-12-310001363829esgr:EnhanzedReMemberesgr:AllianzMember2018-12-310001363829esgr:EnhanzedReMemberesgr:HillhouseMember2018-12-310001363829esgr:EnstarMemberesgr:EnhanzedReMember2020-12-310001363829esgr:EnhanzedReMember2020-01-012020-12-310001363829esgr:EnhanzedReMember2019-01-012019-12-310001363829esgr:ZurichMemberesgr:EnhanzedReMember2020-01-012020-12-310001363829esgr:EnhanzedReMember2020-01-012020-12-310001363829srt:AffiliatedEntityMemberesgr:EnhanzedReMember2020-12-310001363829srt:AffiliatedEntityMemberesgr:EnhanzedReMember2019-12-310001363829srt:AffiliatedEntityMemberesgr:EnhanzedReMember2020-01-012020-12-310001363829srt:AffiliatedEntityMemberesgr:EnhanzedReMember2019-01-012019-12-310001363829srt:AffiliatedEntityMemberesgr:CoreSpecialtyMember2020-12-310001363829srt:AffiliatedEntityMemberesgr:CoreSpecialtyMemberesgr:AssumingQuotaShareReinsurancesMember2020-12-310001363829srt:AffiliatedEntityMemberesgr:CedingReinsurancesMemberesgr:CoreSpecialtyMember2020-12-310001363829srt:AffiliatedEntityMemberus-gaap:ServiceAgreementsMemberesgr:CoreSpecialtyMember2020-12-310001363829srt:AffiliatedEntityMemberesgr:SaleAndRecapitalizationAgreementMemberesgr:CoreSpecialtyMember2020-12-310001363829srt:AffiliatedEntityMemberesgr:CoreSpecialtyMemberesgr:AssumingQuotaShareReinsurancesMember2020-01-012020-12-310001363829srt:AffiliatedEntityMemberus-gaap:ServiceAgreementsMemberesgr:CoreSpecialtyMember2020-01-012020-12-310001363829srt:AffiliatedEntityMemberesgr:CoreSpecialtyMember2020-01-012020-12-310001363829country:BM2020-12-310001363829country:BM2019-12-310001363829country:BM2020-01-012020-12-310001363829country:BM2019-01-012019-12-310001363829country:BM2018-01-012018-12-310001363829country:GB2020-12-310001363829country:GB2019-12-310001363829country:GB2020-01-012020-12-310001363829country:GB2019-01-012019-12-310001363829country:GB2018-01-012018-12-310001363829country:US2020-12-310001363829country:US2019-12-310001363829country:US2020-01-012020-12-310001363829country:US2019-01-012019-12-310001363829country:US2018-01-012018-12-310001363829srt:EuropeMember2020-12-310001363829srt:EuropeMember2019-12-310001363829srt:EuropeMember2020-01-012020-12-310001363829srt:EuropeMember2019-01-012019-12-310001363829srt:EuropeMember2018-01-012018-12-310001363829country:AU2020-12-310001363829country:AU2019-12-310001363829country:AU2020-01-012020-12-310001363829country:AU2019-01-012019-12-310001363829country:AU2018-01-012018-12-310001363829country:LI2020-12-310001363829country:LI2019-12-310001363829country:US2020-01-012020-12-310001363829esgr:LimitedParentalGuaranteeMember2020-12-310001363829esgr:LimitedParentalGuaranteeMember2019-12-310001363829srt:MinimumMember2020-12-310001363829srt:MaximumMember2020-12-310001363829esgr:StarstoneInternationalMember2020-01-012020-12-310001363829esgr:AtriumSegmentMemberus-gaap:DisposalGroupHeldForSaleOrDisposedOfBySaleNotDiscontinuedOperationsMember2020-12-310001363829us-gaap:OperatingSegmentsMemberesgr:RunOffMember2020-01-012020-12-310001363829us-gaap:OperatingSegmentsMemberesgr:InvestmentSegmentMember2020-01-012020-12-310001363829us-gaap:OperatingSegmentsMemberesgr:RunOffMember2019-01-012019-12-310001363829us-gaap:OperatingSegmentsMemberesgr:InvestmentSegmentMember2019-01-012019-12-310001363829us-gaap:OperatingSegmentsMemberesgr:RunOffMember2018-01-012018-12-310001363829us-gaap:OperatingSegmentsMemberesgr:InvestmentSegmentMember2018-01-012018-12-310001363829esgr:PremiumsWrittenGrossMemberus-gaap:OperatingSegmentsMemberesgr:RunOffSegmentMembercountry:USus-gaap:GeographicConcentrationRiskMember2020-01-012020-12-310001363829esgr:PremiumsWrittenGrossMemberus-gaap:OperatingSegmentsMemberesgr:LegacyUnderwritingSegmentMembercountry:USus-gaap:GeographicConcentrationRiskMember2020-01-012020-12-310001363829esgr:PremiumsWrittenGrossMembercountry:USus-gaap:GeographicConcentrationRiskMember2020-01-012020-12-310001363829country:GBesgr:PremiumsWrittenGrossMemberus-gaap:OperatingSegmentsMemberesgr:RunOffSegmentMemberus-gaap:GeographicConcentrationRiskMember2020-01-012020-12-310001363829country:GBesgr:PremiumsWrittenGrossMemberus-gaap:OperatingSegmentsMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:GeographicConcentrationRiskMember2020-01-012020-12-310001363829country:GBesgr:PremiumsWrittenGrossMemberus-gaap:GeographicConcentrationRiskMember2020-01-012020-12-310001363829esgr:PremiumsWrittenGrossMemberus-gaap:OperatingSegmentsMemberesgr:RunOffSegmentMembersrt:EuropeMemberus-gaap:GeographicConcentrationRiskMember2020-01-012020-12-310001363829esgr:PremiumsWrittenGrossMemberus-gaap:OperatingSegmentsMembersrt:EuropeMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:GeographicConcentrationRiskMember2020-01-012020-12-310001363829esgr:PremiumsWrittenGrossMembersrt:EuropeMemberus-gaap:GeographicConcentrationRiskMember2020-01-012020-12-310001363829esgr:PremiumsWrittenGrossMemberus-gaap:OperatingSegmentsMemberesgr:RunOffSegmentMembersrt:AsiaMemberus-gaap:GeographicConcentrationRiskMember2020-01-012020-12-310001363829esgr:PremiumsWrittenGrossMemberus-gaap:OperatingSegmentsMemberesgr:LegacyUnderwritingSegmentMembersrt:AsiaMemberus-gaap:GeographicConcentrationRiskMember2020-01-012020-12-310001363829esgr:PremiumsWrittenGrossMembersrt:AsiaMemberus-gaap:GeographicConcentrationRiskMember2020-01-012020-12-310001363829esgr:PremiumsWrittenGrossMemberus-gaap:OperatingSegmentsMemberesgr:RunOffSegmentMemberesgr:OtherGeographicLocationMemberus-gaap:GeographicConcentrationRiskMember2020-01-012020-12-310001363829esgr:PremiumsWrittenGrossMemberus-gaap:OperatingSegmentsMemberesgr:LegacyUnderwritingSegmentMemberesgr:OtherGeographicLocationMemberus-gaap:GeographicConcentrationRiskMember2020-01-012020-12-310001363829esgr:PremiumsWrittenGrossMemberesgr:OtherGeographicLocationMemberus-gaap:GeographicConcentrationRiskMember2020-01-012020-12-310001363829esgr:PremiumsWrittenGrossMemberus-gaap:OperatingSegmentsMemberesgr:RunOffSegmentMemberus-gaap:GeographicConcentrationRiskMember2020-01-012020-12-310001363829esgr:PremiumsWrittenGrossMemberus-gaap:OperatingSegmentsMemberesgr:LegacyUnderwritingSegmentMemberus-gaap:GeographicConcentrationRiskMember2020-01-012020-12-310001363829esgr:PremiumsWrittenGrossMemberus-gaap:GeographicConcentrationRiskMember2020-01-012020-12-3100013638292019-10-012019-12-3100013638292020-07-012020-09-3000013638292019-07-012019-09-3000013638292020-04-012020-06-3000013638292019-04-012019-06-3000013638292020-01-012020-03-3100013638292019-01-012019-03-310001363829esgr:CNAMember2021-02-052021-02-050001363829esgr:CNAMember2021-02-050001363829esgr:LibertyMutualMember2021-01-082021-01-080001363829esgr:LibertyMutualMember2021-01-080001363829esgr:HiscoxMember2021-06-032021-06-030001363829us-gaap:DisposalGroupDisposedOfBySaleNotDiscontinuedOperationsMemberesgr:NorthshoreHoldingsLimitedMember2021-01-012021-03-310001363829esgr:NorthshoreHoldingsLimitedMember2021-03-3100013638292021-01-012021-03-310001363829us-gaap:DisposalGroupDisposedOfBySaleNotDiscontinuedOperationsMemberesgr:StarStoneUnderwritingLImitedMember2021-01-012021-03-310001363829esgr:InigoMember2021-03-310001363829esgr:InigoMember2021-03-310001363829esgr:FALDepositFacilityMemberesgr:DepositFacilityMemberus-gaap:LineOfCreditMember2021-05-060001363829esgr:FALDepositFacilityMemberesgr:DepositFacilityMemberus-gaap:LineOfCreditMember2021-06-110001363829esgr:LetterOfCreditFacilityMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2021-05-240001363829esgr:LetterOfCreditFacilityMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2021-06-110001363829esgr:LetterOfCreditFacility250MillionMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2021-06-030001363829esgr:LetterOfCreditFacility250MillionMemberus-gaap:LineOfCreditMemberus-gaap:LetterOfCreditMember2021-06-1100013638292021-01-012021-06-1100013638292021-06-110001363829us-gaap:CommonClassCMember2021-03-310001363829us-gaap:CommonClassCMember2021-01-012021-03-310001363829us-gaap:SeriesDPreferredStockMember2021-05-052021-05-050001363829us-gaap:SeriesEPreferredStockMember2021-05-052021-05-050001363829srt:AffiliatedEntityMemberesgr:TVIIICelestialCoInvestLPMember2021-04-200001363829srt:AffiliatedEntityMemberesgr:HillhouseMember2021-02-212021-02-210001363829esgr:InReFundMember2021-04-300001363829us-gaap:USGovernmentAgenciesDebtSecuritiesMemberesgr:FundsHeldDirectlyManagedMember2020-12-310001363829esgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMemberesgr:FundsHeldDirectlyManagedMember2020-12-310001363829esgr:DebtSecurityGovernmentOtherMemberesgr:FundsHeldDirectlyManagedMember2020-12-310001363829us-gaap:CorporateDebtSecuritiesMemberesgr:FundsHeldDirectlyManagedMember2020-12-310001363829us-gaap:MunicipalBondsMemberesgr:FundsHeldDirectlyManagedMember2020-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMemberesgr:FundsHeldDirectlyManagedMember2020-12-310001363829us-gaap:CommercialMortgageBackedSecuritiesMemberesgr:FundsHeldDirectlyManagedMember2020-12-310001363829us-gaap:AssetBackedSecuritiesMemberesgr:FundsHeldDirectlyManagedMember2020-12-310001363829esgr:FundsHeldDirectlyManagedMember2020-12-310001363829us-gaap:USGovernmentAgenciesDebtSecuritiesMemberus-gaap:AvailableforsaleSecuritiesMember2020-12-310001363829us-gaap:AvailableforsaleSecuritiesMemberesgr:UnitedKingdomGovernmentAgenciesDebtSecuritiesMember2020-12-310001363829esgr:DebtSecurityGovernmentOtherMemberus-gaap:AvailableforsaleSecuritiesMember2020-12-310001363829us-gaap:AvailableforsaleSecuritiesMemberus-gaap:CorporateDebtSecuritiesMember2020-12-310001363829us-gaap:MunicipalBondsMemberus-gaap:AvailableforsaleSecuritiesMember2020-12-310001363829us-gaap:ResidentialMortgageBackedSecuritiesMemberus-gaap:AvailableforsaleSecuritiesMember2020-12-310001363829us-gaap:CommercialMortgageBackedSecuritiesMemberus-gaap:AvailableforsaleSecuritiesMember2020-12-310001363829us-gaap:AvailableforsaleSecuritiesMemberus-gaap:AssetBackedSecuritiesMember2020-12-310001363829us-gaap:AvailableforsaleSecuritiesMember2020-12-310001363829us-gaap:EquitySecuritiesInvestmentSummaryMember2020-12-310001363829esgr:OtherInvestmentsatFairValueMember2020-12-310001363829esgr:StonePointMember2020-12-310001363829srt:AffiliatedEntityMemberesgr:MitchellInternationalMember2020-12-310001363829srt:AffiliatedEntityMember2020-12-310001363829srt:ParentCompanyMember2020-12-310001363829srt:ParentCompanyMember2019-12-310001363829srt:ParentCompanyMemberesgr:VotingCommonStockMember2020-12-310001363829srt:ParentCompanyMemberesgr:VotingCommonStockMember2019-12-310001363829us-gaap:CommonClassCMembersrt:ParentCompanyMember2020-12-310001363829us-gaap:CommonClassCMembersrt:ParentCompanyMember2019-12-310001363829srt:ParentCompanyMemberesgr:CommonClassEMember2020-12-310001363829srt:ParentCompanyMemberesgr:CommonClassEMember2019-12-310001363829srt:ParentCompanyMemberus-gaap:SeriesCPreferredStockMember2020-12-310001363829srt:ParentCompanyMemberus-gaap:SeriesCPreferredStockMember2019-12-310001363829srt:ParentCompanyMemberus-gaap:SeriesDPreferredStockMember2020-12-310001363829srt:ParentCompanyMemberus-gaap:SeriesDPreferredStockMember2019-12-310001363829srt:ParentCompanyMemberus-gaap:SeriesEPreferredStockMember2020-12-310001363829srt:ParentCompanyMemberus-gaap:SeriesEPreferredStockMember2019-12-310001363829srt:ParentCompanyMember2020-01-012020-12-310001363829srt:ParentCompanyMember2019-01-012019-12-310001363829srt:ParentCompanyMember2018-01-012018-12-310001363829srt:ParentCompanyMember2018-12-310001363829srt:ParentCompanyMember2017-12-310001363829srt:ParentCompanyMemberesgr:LimitedParentalGuaranteeMember2020-12-310001363829srt:ParentCompanyMemberesgr:LimitedParentalGuaranteeMember2019-12-310001363829us-gaap:OperatingSegmentsMemberesgr:InvestmentSegmentMember2020-12-310001363829us-gaap:OperatingSegmentsMemberesgr:InvestmentSegmentMember2019-12-310001363829us-gaap:OperatingSegmentsMemberesgr:RunOffSegmentMember2018-12-310001363829us-gaap:OperatingSegmentsMemberesgr:InvestmentSegmentMember2018-12-310001363829us-gaap:OperatingSegmentsMemberesgr:LegacyUnderwritingSegmentMember2018-12-310001363829us-gaap:CorporateNonSegmentMember2018-12-310001363829us-gaap:PropertyLiabilityAndCasualtyInsuranceSegmentMember2020-01-012020-12-310001363829us-gaap:PropertyLiabilityAndCasualtyInsuranceSegmentMember2019-01-012019-12-310001363829us-gaap:LifeAndAnnuityInsuranceProductLineMember2019-01-012019-12-310001363829us-gaap:PropertyLiabilityAndCasualtyInsuranceSegmentMember2018-01-012018-12-310001363829us-gaap:LifeAndAnnuityInsuranceProductLineMember2018-01-012018-12-310001363829us-gaap:AllowanceForReinsuranceRecoverableMember2019-12-310001363829us-gaap:AllowanceForReinsuranceRecoverableMember2020-01-012020-12-310001363829us-gaap:AllowanceForReinsuranceRecoverableMember2020-12-310001363829esgr:SECSchedule1209ReserveInsuranceRecoverableMember2019-12-310001363829esgr:SECSchedule1209ReserveInsuranceRecoverableMember2020-01-012020-12-310001363829esgr:SECSchedule1209ReserveInsuranceRecoverableMember2020-12-310001363829us-gaap:ValuationAllowanceOfDeferredTaxAssetsMember2019-12-310001363829us-gaap:ValuationAllowanceOfDeferredTaxAssetsMember2020-01-012020-12-310001363829us-gaap:ValuationAllowanceOfDeferredTaxAssetsMember2020-12-310001363829us-gaap:AllowanceForReinsuranceRecoverableMember2018-12-310001363829us-gaap:AllowanceForReinsuranceRecoverableMember2019-01-012019-12-310001363829esgr:SECSchedule1209ReserveInsuranceRecoverableMember2018-12-310001363829esgr:SECSchedule1209ReserveInsuranceRecoverableMember2019-01-012019-12-310001363829us-gaap:ValuationAllowanceOfDeferredTaxAssetsMember2018-12-310001363829us-gaap:ValuationAllowanceOfDeferredTaxAssetsMember2019-01-012019-12-310001363829us-gaap:AllowanceForReinsuranceRecoverableMember2017-12-310001363829us-gaap:AllowanceForReinsuranceRecoverableMember2018-01-012018-12-310001363829us-gaap:ValuationAllowanceOfDeferredTaxAssetsMember2017-12-310001363829us-gaap:ValuationAllowanceOfDeferredTaxAssetsMember2018-01-012018-12-31

UNITED STATES
SECURITIES AND EXCHANGE COMMISSION
WASHINGTON, D.C. 20549
FORM 8-K
CURRENT REPORT
Pursuant to Section 13 or 15(d)
of the Securities Exchange Act of 1934
Date of report (Date of earliest event reported): June 11, 2021
Enstar Group Limited
(Exact name of registrant as specified in its charter)
Bermuda
001-33289
N/A
(State or other jurisdiction
of incorporation)
(Commission
File Number)
(IRS Employer
Identification No.)
P.O. Box HM 2267, Windsor Place 3rd Floor
22 Queen Street, Hamilton HM JX Bermuda                         N/A
(Address of principal executive offices)                          (Zip Code)
Registrant’s telephone number, including area code: (441) 292-3645 
Check the appropriate box below if the Form 8-K filing is intended to simultaneously satisfy the filing obligation of the registrant under any of the following provisions (see General Instruction A.2. below):
Written communications pursuant to Rule 425 under the Securities Act (17 CFR 230.425)
Soliciting material pursuant to Rule 14a-12 under the Exchange Act (17 CFR 240.14a-12)
Pre-commencement communications pursuant to Rule 14d-2(b) under the Exchange Act (17 CFR 240.14d-2(b))
Pre-commencement communications pursuant to Rule 13e-4(c) under the Exchange Act (17 CFR 240.13e-4(c))
Securities registered pursuant to Section 12(b) of the Act:
Title of Each Class Trading Symbol(s) Name of Each Exchange on Which Registered
Ordinary shares, par value $1.00 per share
ESGR
The NASDAQ Stock Market
LLC
Depositary Shares, Each Representing a 1/1,000th Interest in a 7.00% Fixed-to-Floating Rate
ESGRP
The NASDAQ Stock Market
LLC
Perpetual Non-Cumulative Preferred Share, Series D, Par Value $1.00 Per Share
Depositary Shares, Each Representing a 1/1,000th Interest
ESGRO
The NASDAQ Stock Market
LLC
in a 7.00% Perpetual Non-Cumulative Preferred Share, Series E, Par Value $1.00 Per Share
Indicate by check mark whether the registrant is an emerging growth company as defined in Rule 405 of the Securities Act of 1933 (§230.405 of this chapter) or Rule 12b-2 of the Securities Exchange Act of 1934 (§240.12b-2 of this chapter).
Emerging Growth Company    
If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act.



Item 7.01. Regulation FD Disclosure.
Enstar Group Limited ("we," "our," or the "Company") is filing this Current Report on Form 8-K to recast the financial information and financial statements contained in its Annual Report on Form 10-K for the fiscal year ended December 31, 2020 filed with the SEC on March 1, 2021 ("2020 Annual Report on Form 10-K"), in order to give effect to a change in its segment reporting.
In connection with such change, we issued a recast Financial Supplement for the year ended December 31, 2020 (the "Financial Supplement") on June 11, 2021. A copy of the Financial Supplement is attached hereto and is incorporated herein by reference, and will be available on the "Investor Relations" page of the Company's website located at www.enstargroup.com.
The information contained in the Financial Supplement is summary information that is intended to be considered in the context of the Company's Securities and Exchange Commission ("SEC") filings and other public announcements that the Company may make, by press release or otherwise, from time to time. The Company undertakes no duty to further publicly update, revise or recast the information contained in the Financial Supplement, although it may do so from time to time as its management believes is warranted. Any such further updating may be made through the filing of other reports or documents with the SEC, through press releases or through other public disclosure.
The information presented in Item 7.01 of this Current Report on Form 8-K and Exhibit 99.1 shall not be deemed to be "filed" for purposes of Section 18 of the Securities Exchange Act of 1934, as amended (the "Exchange Act"), or otherwise subject to the liabilities of that section, unless the Company specifically states that the information is to be considered "filed" under the Exchange Act or specifically incorporates it by reference into a filing under the Securities Act of 1933, as amended.
Item 8.01. Other Events.
As previously disclosed in our Quarterly Report on Form 10-Q for the quarter ended March 31, 2021 filed with the SEC on May 7, 2021 (the “2021 Quarterly Report”), we revised our segment structure during the first quarter of 2021 to align with how our chief operating decision maker (who was determined to be our Chief Executive Officer) views our business, assesses performance and allocates resources to our business components. Effective January 1, 2021, following the completion of various strategic transactions related to both Atrium and StarStone, our business is now organized into three reportable segments: (i) Run-off; (ii) Investments; and (iii) Legacy Underwriting.
This Current Report on Form 8-K presents our financial results for the year ended December 31, 2020 and is consistent with the presentation included in our 2021 Quarterly Report.
The information included in this Current Report on Form 8-K, including Exhibit 99.2, is presented in connection with the revised segment structure described above and does not otherwise materially amend or restate our audited consolidated financial statements that were included in our 2020 Annual Report on Form 10-K. Unaffected items and unaffected portions of the 2020 Annual Report on Form 10-K have not been repeated in, and are not amended or modified by, this Current Report on Form 8-K, other than as required to reflect our updated reporting segments or as noted in the financial statements contained therein.
Exhibit 99.2 to this Current Report on Form 8-K does not reflect events occurring after we filed the 2020 Annual Report on Form 10-K, except as otherwise noted therein. More current information is contained in the Company's filings subsequent to the date of filing of the 2020 Annual Report on Form 10-K, including the 2021 Quarterly Report, which also contains important information regarding forward-looking statements, events, developments or updates to certain expectations of the Company that have occurred since the filing of the 2020 Annual Report on Form 10-K. Accordingly, this Current Report on Form 8-K should be read in conjunction with our other filings made with the SEC, including, and subsequent to, the date of the 2020 Annual Report on Form 10-K.
We have revised the following sections of the 2020 Annual Report on Form 10-K to reflect the retrospective revisions that have been made as a result of the changes to our segment structure:
1


Part I, Item 1. Business:
Operating Segments
Liability for Losses and Loss Adjustment Expenses
Investments (incorporated into the Operating Segments discussion)
Part II, Item 7. Management's Discussion and Analysis of Financial Condition and Results of Operations:
Business Overview:
Non-GAAP Financial Measures
Underwriting Ratios (removed from this report)
Current Outlook
Consolidated Results of Operations - for the Years Ended December 31, 2020, 2019 and 2018
Results of Operations by Segment - for the Years Ended December 31, 2020, 2019 and 2018
Corporate and Other
Investable Assets
Liquidity and Capital Resources
Contractual Obligations
Critical Accounting Estimates
Part II, Item 8. Financial Statements and Supplementary Data:
Consolidated Financial Statements:
Report of Independent Registered Public Accounting Firm
Notes to the Consolidated Financial Statements:
Note 1 - Description of the Business
Note 8 - Reinsurance Balances Recoverable on Paid and Unpaid Losses
Note 10 - Losses and Loss Adjustment Expenses
Note 13 - Premiums Written and Earned
Note 14 - Goodwill and Intangible Assets
Note 24 - Segment Information
Schedules:
Schedule III - Supplementary Insurance Information

In addition, references to reportable segments were also updated throughout Exhibit 99.2 to this Current Report on Form 8-K and we have added Note 26 - Events (Unaudited) Subsequent to the Date of the Independent Auditor's Report, to address updates that occurred after the filing of our 2020 Annual Report on 10-K.
2


Item 9.01    Financial Statements and Exhibits
(d) Exhibits. The following exhibits are filed within this document.
Exhibits
Exhibit
No.
Description
Consent of KPMG Audit Limited.
Updates, where applicable, to the Financial Supplement for the year ended December 31, 2020 as filed with the SEC on March 1, 2021.
Updates, where applicable, to Part I, Item 1, Part II, Item 7 and Part II, Item 8 to the Company's Annual Report on Form 10-K for the fiscal year ended December 31, 2020 as filed with the SEC on March 1, 2021.
101.INS XBRL Instance Document - the instance document does not appear in the Interactive Date File because its XBRL tags are embedded within the Inline XBRL document
101.SCH XBRL Taxonomy Extension Schema
101.CAL XBRL Taxonomy Extension Calculation Linkbase
101.LAB XBRL Taxonomy Extension Label Linkbase
101.DEF XBRL Taxonomy Extension Definition Linkbase
101.PRE XBRL Taxonomy Extension Presentation Linkbase
104 Cover page Interactive Data File (embedded within the Inline XBRL document and included in Exhibit 101)

3


SIGNATURES

    Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned hereunto duly authorized.


ENSTAR GROUP LIMITED
June 11, 2021
By:
/s/ Zachary Wolf
Zachary Wolf
Chief Financial Officer



                                                         Exhibit 23.1

Consent of Independent Registered Public Accounting Firm

The Board of Directors and Shareholders of
Enstar Group Limited:

We consent to the incorporation by reference in the registration statements No. 333-149551, 333-148863, 333-148862, 333-141793, 333-212131 and 333-237259 on Form S-8 and registration statements No. 333-195562, 333-198718, 333-215144, 333-220885, 333-220889 and 333-247995 on Form S-3 of our report dated March 1, 2021, except as to changes described in Note 1 and Note 2(t), which are as of June 11, 2021, with respect to the consolidated financial statements and financial statement schedules I to VI of Enstar Group Limited and subsidiaries (the Company) which appears in this Current Report on Form 8-K, and our report dated March 1, 2021, on the effectiveness of the Company's internal control over financial reporting as of December 31, 2020, which appears in the December 31, 2020 annual report on Form 10-K of Enstar Group Limited.
/s/ KPMG Audit Limited
KPMG Audit Limited
Hamilton, Bermuda
June 11, 2021


enstargroup.com ENSTAR GROUP LIMITED Investor Financial Supplement December 31, 2020


 
| enstargroup.com 2 Page Explanatory Notes 3 Financial Highlights 5 Book Value Per Share 6 Book Value & Share Price Performance 7 Summary Balance Sheets 8 Summary Earnings Statements 9 Earnings Per Share 10 Non-GAAP Operating Income 11 Reserve/Claims Savings 12 Investment Composition - GAAP 13 Investment Performance - GAAP 14 Investment Composition - Non-GAAP 15 Investment Composition - Non-GAAP Reconciliation 16 Capital Position & Credit Ratings 17 Results by Segment 18 Table of Contents


 
| enstargroup.com 3 Explanatory Notes About Enstar Enstar is a NASDAQ-listed leading global insurance group that offers innovative capital release solutions through its network of group companies in Bermuda, the United States, the United Kingdom, Continental Europe, Australia, and other international locations. A market leader in completing legacy acquisitions, Enstar has acquired over 100 companies and portfolios since its formation in 2001. For further information about Enstar, see www.enstargroup.com. Basis of Presentation In this Investor Financial Supplement, the terms "we," "us," "our," "Enstar," or "the Company" refer to Enstar Group Limited and its consolidated subsidiaries. All information contained herein is unaudited. Unless otherwise noted, amounts are in thousands of U.S. Dollars, except for share and per share amounts and ratio information. Certain prior period comparatives have been reclassified to conform to the current presentation. This Investor Financial Supplement is being provided for informational purposes only. It should be read in conjunction with documents filed by Enstar with the U.S. Securities and Exchange Commission, including its Annual Reports on Form 10-K, its Quarterly Reports on Form 10-Q and its Current Reports on Form 8-K. Segment Change During the first quarter of 2021, we revised our segment structure to align with how our chief operating decision maker, who was determined to be our Chief Executive Officer, views our business, assesses performance and allocates resources to our business components. Effective January 1, 2021, our business is organized into three reportable segments: (i) Run-off: consists of our acquired property and casualty and other (re)insurance business and StarStone's non-U.S. operations ("StarStone International") (from January 1, 2021) following our decision to place it into an orderly run-off (the "StarStone International Run-off"). This segment also includes our consulting and management business, which manages the run-off portfolios of third parties through our service companies. Management’s primary objective with respect to the Run-off segment is to generate reserve/claims savings over time by settling claims in a timely, cost efficient manner using our claims management expertise including settling claims for lower than outstanding ultimate loss estimates, implementation of reinsurance and commutation strategies; (ii) Investments: consists of our investment activities and the performance of our investment portfolio, excluding those investable assets attributable to our Legacy Underwriting segment. Management’s primary objective of the Investments segment is to obtain the highest possible risk and capital adjusted returns while maintaining prudent diversification of assets and operating with the constraints of a global regulated (re)insurance company. We additionally consider the liquidity requirements and duration of our claims and contract liabilities; and (iii) Legacy Underwriting: consists of businesses that we have either, in the case of Atrium Underwriting Group Limited and its subsidiaries ("Atrium"), exited via the sale of the majority of our interest in or, in the case of StarStone International (included in the Legacy Underwriting segment through December 31, 2020), placed into run-off. Prior to January 1, 2021, this segment comprised SGL No. 1 Limited's ("SGL No. 1's") 25% net share of Atrium's Syndicate 609 business at Lloyd's and StarStone International (through December 31, 2020). From January 1, 2021, this segment comprises SGL No.1's 25% gross share of the 2020 and prior underwriting years of Atrium's Syndicate 609 at Lloyd's, offset by the contractual transfer of the results of that business to the Atrium entities that were divested in the Exchange Transaction. There is no net risk retention for Enstar on Atrium's 2020 and prior underwriting years. For further information on the Exchange Transaction and the StarStone International Run-off, refer to Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations" in the notes to our consolidated financial statements included within Item 8 of Exhibit 99.2 to our Form 8-K filed on June 11, 2021 for further information on these items. In addition, our corporate and other activities, which do not qualify as an operating segment, includes income and expense items that are not directly attributable to our reportable segments. These include, (a) holding company income and expenses, (b) the amortization of deferred charge assets and deferred gain liabilities on retroactive reinsurance contracts, (c) the amortization of fair value adjustments associated with the acquisition of companies, (d) changes in the fair value of assets and liabilities related to our assumed retroactive reinsurance contracts for which we have elected the fair value option, (e) corporate expenses not allocated to our reportable segments, (f) debt servicing costs, (g) net foreign exchange (gains) losses, (h) gains (losses) arising on the sale of subsidiaries (if any), (i) income tax benefit (expense), (j) net earnings (losses) from discontinued operations, net of income tax (if any), (k) net (earnings) loss attributable to noncontrolling interest, and (l) preferred share dividends. Items (b), (c) and (d) highlighted above are included within corporate and other activities since they are not subject to any specific action or judgement by management. Refer to "(p) Acquisitions, Goodwill and Intangible Assets" and "(q) Retroactive Reinsurance" within Note 2 - "Significant Accounting Policies" in the notes to our consolidated financial statements included within Item 8 of Exhibit 99.2 to our Form 8-K filed on June 11, 2021 for further information on these items. Following the re-organization of our reportable segments during the first quarter of 2021 as described above, we restated the prior period comparatives to conform to the current period presentation. Discontinued Operations On June 10, 2020, we announced an agreement to recapitalize StarStone US Holdings, Inc. and its subsidiaries ("StarStone U.S.") and appoint a new management team and Board. As part of the recapitalization, we entered into a definitive agreement to sell StarStone U.S. to Core Specialty Insurance Holdings, Inc. ("Core Specialty"), a newly formed entity with equity backing from funds managed by SkyKnight Capital, L.P., Dragoneer Investment Group and Aquiline Capital Partners LLC. As a result, in the second quarter of 2020, the results of Starstone U.S. were retrospectively reclassified to net earnings (loss) from discontinued operations on our condensed consolidated statement of earnings for all periods presented. Non-GAAP Operating Income (Loss) Attributable to Enstar Ordinary Shareholders In addition to presenting net earnings (loss) attributable to Enstar ordinary shareholders and diluted earnings (loss) per ordinary share determined in accordance with U.S. GAAP, we believe that presenting non-GAAP operating income (loss) attributable to Enstar ordinary shareholders and diluted non-GAAP operating income (loss) per ordinary share, both of which are non- GAAP financial measures as defined in SEC Regulation G, provides investors with valuable measures of our performance.


 
| enstargroup.com 4 Explanatory Notes (continued) Non-GAAP operating income (loss) is net earnings attributable to Enstar ordinary shareholders excluding: (i) net realized and unrealized (gains) losses on fixed maturity investments and funds held - directly managed included in net earnings (loss), (ii) change in fair value of insurance contracts for which we have elected the fair value option, (iii) (gain) loss on sale of subsidiaries, if any, (vi) net (earnings) loss from discontinued operations, if any, (v) tax effect of these adjustments where applicable, and (vi) attribution of share of adjustments to noncontrolling interest where applicable. We eliminate the impact of net realized and unrealized (gains) losses on fixed maturity investments and funds held - directly managed, included in net earnings (loss), and change in fair value of insurance contracts for which we have elected the fair value option because these items are subject to significant fluctuations in fair value from period to period, driven primarily by market conditions and general economic conditions, and therefore their impact on our earnings is not reflective of the performance of our core operations. We eliminate the impact of gain (loss) on sale of subsidiaries and net earnings (loss) from discontinued operations because these are also not reflective of the performance of our core operations. Diluted Non-GAAP operating income (loss) per ordinary share is diluted net earnings per ordinary share excluding the per diluted share amounts of each of the adjustments used to calculate non-GAAP operating income (loss). Reserve/Claims Savings - Non-GAAP Reserve/Claims Savings is a non-GAAP measure calculated using components of amounts determined in accordance with U.S. GAAP for our Run-off segment. Reserve/Claims Savings is calculated by adding (i) the reduction (increase) in estimates of net ultimate losses relating to prior periods, included in net incurred losses and LAE, and (ii) the reduction (increase) in estimates of ultimate net defendant asbestos and environmental (“Defendant A&E”) liabilities relating to prior periods, included in other income (expense). Because the reduction (increase) in estimates of ultimate Defendant A&E liabilities for prior periods is presented as a component of other income (expense) in our consolidated statement of earnings, there is not a U.S. GAAP measure that is directly comparable to Reserve/Claims Savings presented on a non-GAAP basis. However, we believe Reserve/Claims Savings provides investors with a meaningful measure of claims management performance within our Run-off segment that is consistent with management’s view of the business because it combines the reduction (increase) in estimates of net ultimate losses related to our direct exposure to certain acquired asbestos and environmental liabilities with the reduction (increase) in estimates of net ultimate losses related to liabilities that we have insured. For a reconciliation showing the calculation of Reserve/Claims Savings using the applicable components of amounts determined in accordance with U.S. GAAP for our Run-off segment, refer to “Reserve/Claims Savings” on page 12. Investment Composition - Non-GAAP In certain instances, U.S. GAAP requirements result in classifications of our investment assets that may not correspond to management’s view of the underlying economic exposure of a particular investment. As such, we have prepared a non-GAAP view of our invested assets based on our assessment of the underlying economic exposure of each investment, which is consistent with the manner in which management views our investment portfolio composition. GAAP requires, in part, that invested assets be classified based upon the legal form of the investment without regard to the underlying economic exposure. Management’s view “looks through” the legal form of an investment and aggregates the classification based upon the underlying economic exposure of each investment. For example: 1. Enstar has certain private equity funds, privately held equity (which are direct investments in companies), private credit funds and real estate equity funds that are collectively held in a limited partnership. U.S. GAAP requires that the investment be classified as “Private equity funds” within “Other Investments.” For management reporting purposes, we disaggregate private equity funds, privately held equity, private credit funds and real estate equity funds and present them separately based on the underlying investment. 2. Enstar has certain public equity investments that are held directly on its balance sheet and some that are held in a fund. U.S. GAAP requires that the investment on our balance sheet be classified as “Equities” in our financial statements. Public equity held in fund format is classified as “Equity funds” within “Other Investments”. For management reporting purposes, we have aggregated all directly held public equity and public equity funds into one line item “Equities.” 3. Enstar has certain investments in public shares of exchange traded funds (“ETF”) where the underlying exposure of the ETF is an investment in investment grade fixed income securities. U.S. GAAP requires that the investment be classified as “Equities”. For management reporting, we have classified the investment as “Bond/loan funds.” 4. Enstar has certain investments in public equity investments where the underlying investments are CLO mezzanine debt. For management reporting purposes, we have classified these investments as “Bond/loan funds.” 5. Enstar has certain investments in direct CLO equities and some in fund format. For management reporting purposes, we have aggregated all CLO equities into one line item of “CLO equities.” We believe these non-GAAP measures enable readers of our consolidated financial statements to analyze our results in a way that is more aligned with the manner in which our management measures our underlying performance. We believe that presenting these non-GAAP financial measures, which may be defined and calculated differently by other companies, improves the understanding of our consolidated results of operations. These measures should not be viewed as substitutes for those calculated in accordance with U.S. GAAP. Cautionary Statement This investor financial supplement contains certain forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995. These statements include statements regarding the intent, belief or current expectations of Enstar and its management team. Investors are cautioned that any such forward-looking statements speak only as of the date they are made, are not guarantees of future performance and involve risks and uncertainties, and that actual results may differ materially from those projected in the forward-looking statements as a result of various factors, including the ongoing COVID-19 pandemic and the related uncertainty and volatility in the financial markets. Important risk factors regarding Enstar can be found under the heading "Risk Factors" in our Form 10-K for the year ended December 31, 2020 and are incorporated herein by reference. Furthermore, Enstar undertakes no obligation to update any written or oral forward-looking statements or publicly announce any updates or revisions to any of the forward-looking statements contained herein, to reflect any change in its expectations with regard thereto or any change in events, conditions, circumstances or assumptions underlying such statements, except as required by law.


 
| enstargroup.com 5 Three Months Ended Twelve Months Ended December 31, 2020 December 31, 2019 December 31, 2020 December 31, 2019 Key Earnings Metrics Net earnings attributable to Enstar ordinary shareholders $ 822,599 $ 193,839 $ 1,719,344 $ 902,175 Non-GAAP operating income attributable to Enstar ordinary shareholders (1) $ 747,881 $ 216,813 $ 1,552,101 $ 557,968 Basic net earnings per ordinary share $ 38.24 $ 9.02 $ 79.78 $ 42.00 Diluted net earnings per ordinary share $ 37.79 $ 8.89 $ 78.80 $ 41.43 Diluted non-GAAP operating income per ordinary share (1) $ 34.36 $ 9.94 $ 71.14 $ 25.62 Key Run-off Metric Reduction in estimates of net ultimate losses - prior periods $ 46,661 $ 88,604 $ 127,116 $ 219,085 Reduction in estimates of ultimate net defendant A&E liabilities - prior periods 27,834 4 103,166 4,263 Total reserve / claims savings (1) $ 74,495 $ 88,608 $ 230,282 $ 223,348 Key Investment Return Metrics Net investment income $ 61,530 $ 76,847 $ 302,817 $ 308,271 Net realized gains 63,957 36,828 178,851 86,071 Net unrealized gains, trading 739,510 116,649 1,463,168 925,895 Total investment return included in net earnings $ 864,997 $ 230,324 $ 1,944,836 $ 1,320,237 Unrealized gains (losses), on fixed income securities, AFS, net of reclassification adjustments excluding FX 25,276 (2,603) 69,005 (1,872) Total investment return $ 890,273 $ 227,721 $ 2,013,841 $ 1,318,365 Total investable assets $ 17,265,865 $ 14,066,874 $ 17,265,865 $ 14,066,874 Annualized investment book yield 2.00 % 2.83 % 2.53 % 2.80 % Investment return included in net earnings 5.36 % 1.69 % 12.99 % 9.78 % Total investment return 5.51 % 1.67 % 13.45 % 9.77 % Earnings from equity method investments $ 85,844 $ 11,722 $ 238,569 $ 55,910 Key Shareholder Metrics Ordinary shareholders’ equity $ 6,164,395 $ 4,332,183 $ 6,164,395 $ 4,332,183 Total Enstar shareholders’ equity $ 6,674,395 $ 4,842,183 $ 6,674,395 $ 4,842,183 Basic book value per ordinary share $ 286.45 $ 201.39 $ 286.45 $ 201.39 Fully diluted book value per ordinary share $ 281.20 $ 197.93 $ 281.20 $ 197.93 Change in fully diluted book value per ordinary share 16.0 % 4.8 % 42.1 % 26.9 % Annualized GAAP return on opening ordinary shareholder equity 62.0 % 18.8 % 39.7 % 26.6 % Ordinary shares repurchased under repurchase program: Shares 3,816 — 178,280 — Cost $ 617 $ — $ 26,006 $ — Average price per share $ 161.64 $ — $ 145.87 $ — Total ordinary shares outstanding 21,519,602 21,511,505 21,519,602 21,511,505 Fully diluted ordinary shares outstanding 21,993,598 21,989,971 21,993,598 21,989,971 Key Balance Sheet Metrics Total assets $ 21,647,284 $ 19,826,099 $ 21,647,284 $ 19,826,099 Debt obligations $ 1,373,259 $ 1,191,207 $ 1,373,259 $ 1,191,207 Total liabilities $ 14,593,844 $ 14,530,957 $ 14,593,844 $ 14,530,957 Total investable assets to ordinary shareholders’ equity 2.80x 3.25x 2.80x 3.25x Debt to total capitalization attributable to Enstar 17.1 % 19.7 % 17.1 % 19.7 % Financial Highlights (1) Non-GAAP financial measure, refer to the explanatory notes on pages 3 and 4 for further details. See also pages 11 and 12 for a reconciliation of these measures to the most directly comparable GAAP measures.


 
| enstargroup.com 6 Book Value Per Share December 31, 2020 December 31, 2019 Numerator: Total Enstar shareholder's equity $ 6,674,395 $ 4,842,183 Less: Series D and E preferred shares 510,000 510,000 Total Enstar ordinary shareholders' equity (A) 6,164,395 4,332,183 Proceeds from assumed conversion of warrants(1) 20,229 20,229 Numerator for fully diluted book value per ordinary share calculations (B) $ 6,184,624 $ 4,352,412 Denominator: Ordinary shares outstanding (C) (2) 21,519,602 21,511,505 Effect of dilutive securities: Share-based compensation plans (3) 298,095 302,565 Warrants(1) 175,901 175,901 Fully diluted ordinary shares outstanding (D) 21,993,598 21,989,971 Book value per ordinary share: Basic book value per ordinary share = (A) / (C) $ 286.45 $ 201.39 Fully diluted book value per ordinary share = (B) / (D) $ 281.20 $ 197.93 Growth in Fully Diluted Book Value Per Share $71.68 $82.97 $93.30 $105.20 $119.22 $129.65 $143.68 $159.19 $155.94 $197.93 $281.20 2010 2011 2012 2013 2014 2015 2016 2017 2018 2019 2020 $0 $50 $100 $150 $200 $250 $300 (1) As of December 31, 2020, there were warrants outstanding to acquire 175,901 Series C Non-Voting Ordinary Shares for an exercise price of $115.00 per share, subject to certain adjustments (the "Warrants"). The Warrants were exercised on a non-cash basis during the three months ended March 31, 2021, which resulted in a total of 89,590 Series C Non-Voting Ordinary Shares being issued in the period. As of June 11, 2021, there were no warrants outstanding following the exercise described above. (2) Ordinary shares outstanding includes voting and non-voting shares but excludes ordinary shares held in the Enstar Group Limited Employee Benefit Trust (the "EB Trust") in respect of awards made under our Joint Share Ownership Plan, a sub-plan to our Amended and Restated 2016 Equity Incentive Plan (the "JSOP"). (3) Share-based dilutive securities include restricted shares, restricted share units, and performance share units ("PSUs"). The amounts for PSUs, and for ordinary shares held in the EB Trust in respect of the JSOP, are adjusted at the end of each period end to reflect the latest estimated performance multipliers for the respective awards. The JSOP shares did not have a dilutive effect as at December 31, 2020.


 
| enstargroup.com 7 Book Value & Share Price Performance (1) Source: S&P Market Intelligence Comparison of 10 Year Cumulative Total Return & Fully Diluted BVPS Enstar Fully Diluted BVPS ESGR Share Price (1) S&P 500 (1) S&P Insurance Index (1) 2010 2011 2012 2013 2014 2015 2016 2017 2018 2019 2020 (50)% —% 50% 100% 150% 200% 250% 300% 350%


 
| enstargroup.com 8 Summary Balance Sheets December 31, 2020 September 30, 2020 December 31, 2019 ASSETS Short-term and fixed maturity investments, trading $ 4,600,021 $ 5,006,775 $ 6,194,825 Short-term and fixed maturity investments, AFS 3,658,895 3,161,647 1,666,387 Funds held - directly managed 1,074,890 1,066,639 1,187,552 Other investments, including equities 5,090,829 4,358,029 3,244,752 Equity method investments 832,295 516,795 326,277 Total investments 15,256,930 14,109,885 12,619,793 Cash and restricted cash 1,373,116 1,197,322 971,349 Premiums receivable 405,793 450,977 491,511 Reinsurance balances recoverable 2,089,163 1,881,656 2,181,134 Insurance balances recoverable 249,652 365,288 448,855 Funds held by reinsured companies 635,819 657,490 475,732 Other assets 925,533 951,482 1,162,955 Assets held for sale 711,278 2,156,488 1,474,770 TOTAL ASSETS $ 21,647,284 $ 21,770,588 $ 19,826,099 LIABILITIES Losses and loss adjustment expenses $ 10,593,282 $ 10,300,884 $ 9,868,404 Defendant asbestos and environmental liabilities 706,329 754,037 847,685 Insurance and reinsurance balances payable 494,412 581,615 420,546 Debt obligations 1,373,259 1,447,908 1,191,207 Other liabilities 942,905 820,717 994,584 Liabilities held for sale 483,657 1,653,343 1,208,531 TOTAL LIABILITIES 14,593,844 15,558,504 14,530,957 COMMITMENTS AND CONTINGENCIES REDEEMABLE NONCONTROLLING INTEREST 365,436 376,731 438,791 SHAREHOLDERS’ EQUITY Ordinary shareholders’ equity (1) 6,164,395 5,310,885 4,332,183 Series D & E preferred shares 510,000 510,000 510,000 Total Enstar shareholders’ equity 6,674,395 5,820,885 4,842,183 Noncontrolling interest 13,609 14,468 14,168 TOTAL SHAREHOLDERS’ EQUITY 6,688,004 5,835,353 4,856,351 TOTAL LIABILITIES, REDEEMABLE NONCONTROLLING INTEREST AND SHAREHOLDERS’ EQUITY $ 21,647,284 $ 21,770,588 $ 19,826,099 (1) Ordinary shareholders’ equity includes voting ordinary shares, non-voting convertible ordinary Series C and Series E shares, Series C preferred shares, treasury shares, joint share ownership plan voting ordinary shares, additional paid-in capital, accumulated other comprehensive income and retained earnings.


 
| enstargroup.com 9 Summary Earnings Statements Three Months Ended Twelve Months Ended December 31, 2020 December 31, 2019 December 31, 2020 December 31, 2019 INCOME Net premiums earned $ 108,146 $ 185,336 $ 572,092 $ 804,047 Fees and commission income 14,121 9,522 42,446 28,453 Net investment income 61,530 76,847 302,817 308,271 Net realized and unrealized gains 803,467 153,477 1,642,019 1,011,966 Other income 33,371 21,702 101,132 37,070 1,020,635 446,884 2,660,506 2,189,807 EXPENSES Net incurred losses and LAE 76,248 48,068 415,926 614,179 Acquisition costs 38,202 78,417 171,020 240,609 General and administrative expenses 142,393 116,780 501,479 413,084 Interest expense 16,872 13,519 59,308 52,541 Net foreign exchange (gains) losses 15,018 12,185 16,393 (7,912) EARNINGS BEFORE INCOME TAXES 731,902 177,915 1,496,380 877,306 Income tax benefit (expense) 1,468 12,893 (23,827) (12,372) Earnings from equity method investments 85,844 11,722 238,569 55,910 NET EARNINGS FROM CONTINUING OPERATIONS 819,214 202,530 1,711,122 920,844 Net earnings (loss) from discontinued operations, net of income taxes 15,441 (4,666) 16,251 7,375 NET EARNINGS 834,655 197,864 1,727,373 928,219 Net (earnings) loss attributable to noncontrolling interest (3,131) 4,900 27,671 9,870 NET EARNINGS ATTRIBUTABLE TO ENSTAR 831,524 202,764 1,755,044 938,089 Dividends on preferred shares (8,925) (8,925) (35,700) (35,914) NET EARNINGS ATTRIBUTABLE TO ENSTAR ORDINARY SHAREHOLDERS $ 822,599 $ 193,839 $ 1,719,344 $ 902,175 COMPREHENSIVE INCOME NET EARNINGS $ 834,655 $ 197,864 $ 1,727,373 $ 928,219 Other comprehensive income (loss), net of income taxes: Unrealized gains (losses) arising during the period, net of reclassification adjustments 12,984 (1,447) 74,526 (998) Cumulative currency translation adjustment, net of reclassification adjustment (2,069) 1,962 (2,069) (2,428) Decrease in defined benefit pension liability 1,152 994 1,152 42 Total other comprehensive income (loss) 12,067 1,509 73,609 (3,384) Comprehensive income 846,722 199,373 1,800,982 924,835 Comprehensive loss attributable to noncontrolling interest 3,588 5,073 27,550 9,985 COMPREHENSIVE INCOME ATTRIBUTABLE TO ENSTAR $ 850,310 $ 204,446 $ 1,828,532 $ 934,820


 
| enstargroup.com 10 Earnings Per Share Three Months Ended Twelve Months Ended December 31, December 31, 2020 2019 2020 2019 Numerator: Earnings attributable to Enstar ordinary shareholders: Net earnings from continuing operations (1) $ 815,543 $ 196,591 $ 1,711,810 $ 897,825 Net earnings (loss) from discontinued operations (2) 7,056 (2,752) 7,534 4,350 Net earnings attributable to Enstar ordinary shareholders: 822,599 193,839 1,719,344 902,175 Denominator: Weighted-average ordinary shares outstanding — basic (3) 21,512,574 21,500,512 21,551,408 21,482,617 Effect of dilutive securities: Share equivalents: Share-based compensation plans (4) 185,993 233,542 208,293 227,878 Warrants 68,667 74,738 58,593 64,571 Weighted-average ordinary shares outstanding — diluted 21,767,234 21,808,792 21,818,294 21,775,066 Earnings (loss) per ordinary share attributable to Enstar: Basic: Net earnings from continuing operations $ 37.91 $ 9.15 $ 79.43 $ 41.80 Net earnings (loss) from discontinued operations 0.33 (0.13) 0.35 0.20 Net earnings per ordinary share $ 38.24 $ 9.02 $ 79.78 $ 42.00 Diluted: Net earnings from continuing operations $ 37.47 $ 9.02 $ 78.45 $ 41.23 Net earnings (loss) from discontinued operations 0.32 (0.13) 0.35 0.20 Net earnings per ordinary share $ 37.79 $ 8.89 $ 78.80 $ 41.43 (1) Net earnings (loss) from continuing operations attributable to Enstar ordinary shareholders equals net earnings (loss) from continuing operations, plus net loss (earnings) from continuing operations attributable to noncontrolling interest, less dividends on preferred shares. (2) Net earnings (loss) from discontinued operations attributable to Enstar ordinary shareholders equals net earnings (loss) from discontinued operations, net of income taxes, plus net loss (earnings) from discontinued operations attributable to noncontrolling interest; refer to Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations" to our consolidated financial statements included within Item 8 of Exhibit 99.2 to our Form 8-K filed on June 11, 2021 for a breakdown by period. (3) Weighted-average ordinary shares for basic earnings per share includes ordinary shares (voting and non-voting) but excludes ordinary shares held in the EB Trust in respect of JSOP awards. (4) Share-based dilutive securities include restricted shares, restricted share units, and performance share units. Certain share-based compensation awards, including the ordinary shares held in the EB Trust in respect of JSOP awards, were excluded from the calculation for the three and twelve months ended December 31, 2020 because they were anti-dilutive.


 
| enstargroup.com 11 Non-GAAP Operating Income (1) Represents the net realized and unrealized gains and losses related to fixed maturity securities included in net earnings (loss). Our fixed maturity securities are held directly on our balance sheet and also within the "Funds held - directly managed" balance. Refer to Note 6 - "Investments" to our consolidated financial statements included within Item 8 of Exhibit 99.2 to our Form 8-K filed on June 11, 2021 for further details on our net realized and unrealized gains and losses. (2) Represents an aggregation of the tax expense or benefit associated with the specific country to which the pre-tax adjustment relates, calculated at the applicable jurisdictional tax rate. (3) Represents the impact of the adjustments on the net earnings (loss) attributable to noncontrolling interest associated with the specific subsidiaries to which the adjustments relate. (4) Non-GAAP financial measure, refer to the explanatory notes on pages 3 and 4 for further details. Three Months Ended Twelve Months Ended December 31, December 31, 2020 2019 2020 2019 Net earnings attributable to Enstar ordinary shareholders (A) $ 822,599 $ 193,839 $ 1,719,344 $ 902,175 Adjustments: Net realized and unrealized (gains) losses on fixed maturity investments and funds held - directly managed (1) (99,187) 43,127 (306,284) (515,628) Change in fair value of insurance contracts for which we have elected the fair value option 22,198 (18,196) 119,046 117,181 Gain on sale of subsidiary (3,375) — (3,375) — Net (earnings) loss from discontinued operations (15,441) 4,666 (16,251) (7,375) Tax effects of adjustments (2) 8,464 (3,750) 27,534 47,091 Adjustments attributable to noncontrolling interest (3) 12,623 (2,873) 12,087 14,524 Non-GAAP operating income attributable to Enstar ordinary shareholders (B) (4) $ 747,881 $ 216,813 $ 1,552,101 $ 557,968 Diluted net earnings per ordinary share $ 37.79 $ 8.89 $ 78.80 $ 41.43 Adjustments: Net realized and unrealized (gains) on fixed maturity investments and funds held - directly managed (1) (4.55) 1.97 (14.04) (23.68) Change in fair value of insurance contracts for which we have elected the fair value option 1.02 (0.83) 5.46 5.38 Gain on sale of subsidiary (0.16) — (0.15) — Net (earnings) loss from discontinued operations (0.71) 0.21 (0.74) (0.34) Tax effects of adjustments (2) 0.39 (0.17) 1.26 2.16 Adjustments attributable to noncontrolling interest (3) 0.58 (0.13) 0.55 0.67 Diluted non-GAAP operating income per ordinary share (4) $ 34.36 $ 9.94 $ 71.14 $ 25.62 Weighted average ordinary shares outstanding: Basic 21,512,574 21,500,512 21,551,408 21,482,617 Diluted 21,767,234 21,808,792 21,818,294 21,775,066 Opening ordinary shareholders’ equity (C) $ 5,310,885 $ 4,127,800 $ 4,332,183 $ 3,391,933 Annualized GAAP return on opening ordinary shareholders’ equity = ((A) / # of Quarters * 4) / (C) 62.0 % 18.8 % 39.7 % 26.6 %


 
| enstargroup.com 12 Reserve/Claims Savings (1) Refer to the corresponding note to our consolidated financial statements included within Item 8 of Exhibit 99.2 to our Form 8-K filed on June 11, 2021 for further details. (2) Non-GAAP financial measure, refer to the explanatory notes on pages 3 and 4 for further details. Three Months Ended Twelve Months Ended December 31, December 31, FS Reference (1) 2020 2019 2020 2019 Reconciliation of reserve/claims savings to GAAP line items in the Run-off segment: Net incurred losses and LAE: Reduction in estimates of net ultimate losses - prior periods (A) Note 10 $ 46,661 $ 88,604 $ 127,116 $ 219,085 Increase in estimates of net ultimate losses - current period Note 10 (6,370) (16,308) (30,523) (123,119) Reduction in provisions for unallocated LAE Note 10 14,256 19,175 48,765 57,404 Net incurred losses and LAE - Run-off Note 10 $ 54,547 $ 91,471 $ 145,358 $ 153,370 Other income (expense): Change in estimate of net ultimate defendant A&E liabilities - prior periods (B) Note 11 $ 27,834 $ 4 $ 103,166 $ 4,263 Reduction in estimated future defendant A&E expenses Note 11 2,999 170 9,126 3,274 All other income (expense) - Run-off (2,206) 32,696 656 40,772 Other income - Run-off Note 24 $ 28,627 $ 32,870 $ 112,948 $ 48,309 Reserve / claims savings: total reduction in net ultimate losses (2) = (A) + (B) $ 74,495 $ 88,608 $ 230,282 $ 223,348


 
| enstargroup.com 13 December 31, 2020 December 31, 2019 Short-term and fixed maturity investments, trading and AFS and funds held - directly managed U.S. government & agency $ 951,048 5.5 % $ 696,077 4.9 % U.K. government 51,082 0.3 % 161,772 1.2 % Other government 502,153 2.9 % 702,856 5.0 % Corporate 5,686,732 33.0 % 5,448,270 38.7 % Municipal 162,669 0.9 % 140,687 1.0 % Residential mortgage-backed 553,945 3.2 % 400,914 2.9 % Commercial mortgage-backed 854,090 4.9 % 813,746 5.8 % Asset-backed 557,460 3.2 % 670,235 4.8 % Total 9,319,179 53.9 % 9,034,557 64.3 % Other assets included within funds held - directly managed 14,627 0.1 % 14,207 0.1 % Equities Publicly traded equities 260,767 1.5 % 327,875 2.3 % Exchange-traded funds 311,287 1.8 % 133,047 0.9 % Privately held equities 274,741 1.6 % 265,799 1.9 % Total 846,795 4.9 % 726,721 5.1 % Other investments Hedge funds 2,638,339 15.3 % 1,121,904 8.0 % Fixed income funds 552,541 3.2 % 481,039 3.4 % Private equity funds 363,103 2.1 % 323,496 2.3 % Private credit funds 192,319 1.1 % — — % Equity funds 190,767 1.1 % 410,149 2.9 % CLO equity funds 166,523 1.0 % 87,509 0.6 % CLO equities 128,083 0.7 % 87,555 0.6 % Other 12,359 0.1 % 6,379 0.1 % Total 4,244,034 24.6 % 2,518,031 17.9 % Equity method investments 832,295 4.8 % 326,277 2.3 % Total investments 15,256,930 88.3 % 12,619,793 89.7 % Cash and cash equivalents (including restricted cash) 1,373,116 8.0 % 971,349 6.9 % Funds held by reinsured companies 635,819 3.7 % 475,732 3.4 % Total investable assets $ 17,265,865 100.0 % $ 14,066,874 100.0 % Duration (in years) (1) 4.82 4.86 Average Credit Rating (1) A+ A+ Investment Composition - GAAP (1) Calculation includes cash and cash equivalents, short-term investments, fixed maturities and the fixed maturities within our funds held - directly managed portfolios at December 31, 2020 and December 31, 2019.


 
| enstargroup.com 14 Investment Performance - GAAP Three Months Ended Twelve Months Ended December 31, December 31, 2020 2019 2020 2019 Net investment income: Fixed income securities (1) $ 54,613 $ 69,967 $ 268,743 $ 280,245 Cash and restricted cash 25 1,962 3,571 14,003 Other investments, including equities 12,513 9,986 46,393 28,463 Less: Investment expenses (5,621) (5,068) (15,890) (14,440) Total net investment income $ 61,530 $ 76,847 $ 302,817 $ 308,271 Net realized gains (losses): Fixed income securities (1) $ 48,742 $ 35,989 $ 154,425 $ 86,445 Other investments, including equities 15,215 839 24,426 (374) Total net realized gains $ 63,957 $ 36,828 $ 178,851 $ 86,071 Net unrealized gains (losses): Fixed income securities, trading (1) $ 50,445 $ (79,116) $ 151,859 $ 429,183 Other investments, including equities 689,065 195,765 1,311,309 496,712 Total net unrealized gains $ 739,510 $ 116,649 $ 1,463,168 $ 925,895 Total investment return included in earnings (A) $ 864,997 $ 230,324 $ 1,944,836 $ 1,320,237 Other comprehensive income (loss): Unrealized gains (losses), on fixed income securities, AFS, net of reclassification adjustments excluding foreign exchange (B) (1) $ 25,276 $ (2,603) $ 69,005 $ (1,872) Total investment return = (A) + (B) $ 890,273 $ 227,721 $ 2,013,841 $ 1,318,365 Annualized income from fixed income assets (2) $ 218,552 $ 287,716 $ 272,314 $ 294,248 Average aggregate fixed income assets, at cost (2)(3) 10,912,046 10,161,436 10,753,832 10,518,099 Annualized investment book yield 2.00 % 2.83 % 2.53 % 2.80 % Average aggregate invested assets, at fair value (3) $ 16,149,462 $ 13,609,157 $ 14,968,433 $ 13,496,547 Investment return included in net earnings 5.36 % 1.69 % 12.99 % 9.78 % Total investment return 5.51 % 1.67 % 13.45 % 9.77 % (1) Fixed income securities includes both trading and AFS short-term and fixed maturity investments as well as funds held - directly managed whereas, fixed income securities, trading excludes AFS investments and fixed income, AFS excludes trading investments. (2) Fixed income assets includes fixed income securities and cash and restricted cash. (3) These amounts are an average of the amounts disclosed in our quarterly and annual U.S. GAAP consolidated financial statements.


 
| enstargroup.com 15 Composition of investable assets December 31, 2020 December 31, 2019 Fixed maturities $ 9,319,179 54.0 % $ 9,034,557 64.2 % Equities 830,600 4.8 % 936,876 6.7 % Bond/loan funds 763,140 4.4 % 684,691 4.9 % Hedge funds 2,638,339 15.3 % 1,121,904 8.0 % Private equities 225,921 1.3 % 222,515 1.6 % CLO equities 294,606 1.7 % 175,064 1.2 % Private credit 298,597 1.7 % 79,248 0.5 % Real estate 39,161 0.2 % 23,906 0.2 % Other 465 — % 548 — % Cash and cash equivalents (including restricted cash) 1,373,116 8.0 % 971,349 6.9 % Funds held 650,446 3.8 % 489,939 3.5 % Total managed cash and investments 16,433,570 95.2 % 13,740,597 97.7 % Equity method investments 832,295 4.8 % 326,277 2.3 % Total investable assets (2) $ 17,265,865 100.0 % $ 14,066,874 100.0 % (1) Non-GAAP financial measures, refer to the explanatory notes on pages 3 and 4 for further details. (2) Agrees to the total investable assets per GAAP on page 13. Investment Composition - Non-GAAP (1)


 
| enstargroup.com 16 December 31, 2020 December 31, 2019 Equities - GAAP $ 846,795 $ 726,721 Less: Exchange traded funds backed by fixed income securities (156,362) (133,047) Less: Bond fund held in equity format (54,248) (70,605) Plus: Equities held in fund format 190,767 410,149 Plus: Privately held equity in fund format 3,648 3,658 Equities - Non-GAAP 830,600 936,876 Fixed income funds - GAAP 552,541 481,039 Plus: Exchange traded funds backed by fixed income securities 156,362 133,047 Plus: Bond fund held in equity format 54,237 70,605 Bond/loan funds - Non-GAAP 763,140 684,691 Private equity funds - GAAP 363,103 323,496 Less: Private credit held in fund format (106,278) (79,248) Less: Real estate held in fund format (27,256) (18,106) Less: Privately held equity in fund format (3,648) (3,658) Plus: Other — 31 Private equities - Non-GAAP 225,921 222,515 CLO equities - GAAP 128,083 87,555 Plus: CLO equity funds 166,523 87,509 CLO equities - Non-GAAP 294,606 175,064 Private credit funds - GAAP 192,319 — Plus: Private credit held in fund format 106,278 79,248 Private credit - Non-GAAP 298,597 79,248 Funds held by reinsured companies - GAAP 635,819 475,732 Plus: Other assets and liabilities in funds held format 14,627 14,207 Funds held - Non-GAAP 650,446 489,939 Real estate - GAAP — — Plus: Real estate held in fund format 27,256 18,106 Plus: Real estate held in other 11,905 5,800 Real estate - Non-GAAP 39,161 23,906 Short-term and fixed maturity investments, trading and AFS and funds held - directly managed (2) 9,319,179 9,034,557 Other 465 548 Cash and cash equivalents (including restricted cash) 1,373,116 971,349 Hedge Funds 2,638,339 1,121,904 Total managed cash and investments 16,433,570 13,740,597 Equity method investments 832,295 326,277 Total investable assets $ 17,265,865 $ 14,066,874 Investment Composition - Non-GAAP Reconciliation (1) (1) Non-GAAP financial measures, refer to the explanatory notes on pages 3 and 4 for further details. (2) Agrees to fixed maturities - non-GAAP on page 15.


 
| enstargroup.com 17 Capital position December 31, 2020 December 31, 2019 Change Ordinary shareholders' equity $ 6,164,395 $ 4,332,183 $ 1,832,212 Series D and E preferred shares 510,000 510,000 — Total Enstar shareholders' equity (A) 6,674,395 4,842,183 1,832,212 Noncontrolling interest 13,609 14,168 (559) Total shareholders' equity (B) 6,688,004 4,856,351 1,831,653 Senior notes 843,447 842,216 1,231 Junior subordinated notes 344,812 — 344,812 Revolving credit facility 185,000 — 185,000 Term loan facility — 348,991 (348,991) Total debt (C) 1,373,259 1,191,207 182,052 Redeemable noncontrolling interest (D) 365,436 438,791 (73,355) Total capitalization = (B) + (C) + (D) $ 8,426,699 $ 6,486,349 $ 1,940,350 Total capitalization attributable to Enstar = (A) + (C) $ 8,047,654 $ 6,033,390 $ 2,014,264 Debt to total capitalization 16.3 % 18.4 % (2.1) % Debt and Series D and E Preferred Shares to total capitalization 22.3 % 26.2 % (3.9) % Debt to total capitalization attributable to Enstar 17.1 % 19.7 % (2.6) % Debt and Series D and E Preferred Shares to total capitalization available to Enstar 23.4 % 28.2 % (4.8) % Capital Position & Credit Ratings Credit ratings (1) Standard and Poor’s Fitch Ratings Long-term issuer BBB (Outlook: Stable) BBB (Outlook: Stable) Senior notes BBB BBB- Junior subordinated notes BB+ BB+ Series D preferred shares BB+ BB+ Series E preferred shares BB+ BB+ (1) Credit ratings are provided by third parties, Standard and Poor’s and Fitch Ratings, and are subject to certain limitations and disclaimers. For information on these ratings, refer to the rating agencies’ websites and other publications.


 
| enstargroup.com 18 Results by Segment - Year to Date Twelve Months Ended December 31, 2020 Twelve Months Ended December 31, 2019 Run-off Investments Legacy Underwriting Corporate & Other (1) Total Run-off Investments Legacy Underwriting Corporate & Other (1) Total INCOME Net premiums earned $ 58,695 $ — $ 513,397 $ — $ 572,092 $ 168,496 $ — $ 635,551 $ — $ 804,047 Fees and commission income 19,462 — 22,984 — 42,446 18,293 — 10,160 — 28,453 Net investment income — 269,832 32,985 — 302,817 — 266,826 41,445 — 308,271 Net realized and unrealized gains — 1,627,526 14,493 — 1,642,019 — 974,199 37,767 — 1,011,966 Other income (expense) 112,948 — 3,865 (15,681) 101,132 48,309 — 469 (11,708) 37,070 191,105 1,897,358 587,724 (15,681) 2,660,506 235,098 1,241,025 725,392 (11,708) 2,189,807 EXPENSES Net incurred losses and loss adjustment expenses (145,358) — 371,486 189,798 415,926 (153,370) — 562,051 205,498 614,179 Acquisition costs 20,177 — 150,843 — 171,020 73,642 — 166,967 — 240,609 General and administrative expenses 173,247 33,793 158,464 135,975 501,479 173,531 29,654 96,694 113,205 413,084 48,066 33,793 680,793 325,773 1,088,425 93,803 29,654 825,712 318,703 1,267,872 EARNINGS (LOSS) BEFORE INTEREST EXPENSE, FOREIGN EXCHANGE AND INCOME TAXES 143,039 1,863,565 (93,069) (341,454) 1,572,081 141,295 1,211,371 (100,320) (330,411) 921,935 Earnings from equity method investments — 238,569 — — 238,569 — 55,910 — — 55,910 SEGMENT INCOME (LOSS) 143,039 2,102,134 (93,069) (341,454) 1,810,650 141,295 1,267,281 (100,320) (330,411) 977,845 Interest expense (59,308) (59,308) (52,541) (52,541) Net foreign exchange gains (losses) (16,393) (16,393) 7,912 7,912 Income tax expense (23,827) (23,827) (12,372) (12,372) NET EARNINGS FROM CONTINUING OPERATIONS 1,711,122 920,844 Net earnings from discontinued operations, net of income taxes 16,251 16,251 7,375 7,375 NET EARNINGS 1,727,373 928,219 Net loss attributable to noncontrolling interest 27,671 27,671 9,870 9,870 NET EARNINGS ATTRIBUTABLE TO ENSTAR 1,755,044 938,089 Dividends on preferred shares (35,700) (35,700) (35,914) (35,914) NET EARNINGS (LOSS) ATTRIBUTABLE TO ENSTAR ORDINARY SHAREHOLDERS (432,760) 1,719,344 (406,081) 902,175 (1) Other income (expense) for corporate and other activities includes the amortization of fair value adjustments associated with the acquisition of DCo and Morse TEC. Net incurred losses and loss adjustment expenses for corporate and other activities includes amortization of deferred charge assets and deferred gain liabilities on retroactive reinsurance contracts and fair value adjustments associated with the acquisition of companies and the changes in the fair value of liabilities related to our assumed retroactive reinsurance agreements for which we have elected the fair value option.


 
Exhibit 99.2
EXPLANATORY NOTE
Enstar Group Limited (the "Company") is filing this Exhibit 99.2 to our Current Report on Form 8-K ("this Exhibit 99.2") to reflect changes to the presentation of its financial information as set forth in the Company's Annual Report on Form 10-K for the year ended December 31, 2020 as filed with the Securities and Exchange Commission (the "SEC") on March 1, 2021 (the "2020 Annual Report on Form 10-K"). This Exhibit 99.2 is being filed to present recast segment reporting financial information to reflect organizational structure changes. Except as otherwise noted in the financial statements and disclosures contained herein, this Exhibit 99.2 speaks as of the original filing date of the 2020 Annual Report on Form 10-K and does not reflect events that may have occurred subsequent to such original filing date.


Enstar Group Limited
For the Fiscal Year Ended December 31, 2020

Table of Contents
 
    Page
PART I
Item 1.
1
PART II
Item 7.
20
Item 8.
72
PART IV
Item 15.
232



Table of Contents
CAUTIONARY STATEMENT REGARDING FORWARD-LOOKING STATEMENTS AND SUMMARY OF RISK FACTORS
This Exhibit 99.2 contains statements that constitute "forward-looking statements" within the meaning of Section 21E of the Securities Exchange Act of 1934, as amended, or the Exchange Act, with respect to our financial condition, results of operations, business strategies, operating efficiencies, competitive positions, growth opportunities, plans and objectives of our management, as well as the markets for our securities and the (re)insurance sectors in general. Statements that include words such as "estimate," "project," "plan," "intend," "expect," "anticipate," "believe," "would," "should," "could," "seek," "may" and similar statements of a future or forward-looking nature identify forward-looking statements for purposes of the federal securities laws or otherwise. All forward-looking statements are necessarily estimates or expectations, and not statements of historical fact, reflecting the best judgment of our management and involve a number of risks and uncertainties that could cause actual results to differ materially from those suggested by the forward-looking statements. These forward looking statements should, therefore, be considered in light of various important risk factors, including those set forth in this Exhibit 99.2, which could cause actual results to differ materially from those suggested by the forward-looking statements. These risk factors include:
Risks Relating to our Run-off Business
changes in our plans, strategies, objectives, expectations or intentions, which may happen at any time at management’s discretion;
the adequacy of our loss reserves and the need to adjust such reserves as claims develop over time;
risks relating to our acquisitions, including our ability to evaluate opportunities, successfully price acquisitions, address operational challenges, support our planned growth and assimilate acquired companies into our internal control system in order to maintain effective internal controls, provide reliable financial reports and prevent fraud;
emerging claim and coverage issues and disputes that could impact reserve adequacy;
lengthy and unpredictable litigation affecting the assessment of losses and/or coverage issues;
increased competitive pressures, including increased competition in the market for run-off business that aligns with our strategic objectives;
risks relating to our ability to obtain regulatory approvals, including the timing, terms and conditions of any such approvals, and to satisfy other closing conditions in connection with our acquisition agreements, which could affect our ability to complete acquisitions;
risks relating to our subsidiaries with liabilities arising from legacy manufacturing operations;
the impact of the COVID-19 pandemic and the resulting disruption and economic turmoil, such as increased volatility in global financial markets, could adversely impact our investment returns, financial condition, and liquidity and capital resources, and any future impact on our business is difficult to predict at this time;
Risks Relating to Liquidity and Capital Resources
risks relating to the variability of statutory capital requirements and the risk that we may require additional capital in the future, which may not be available or may be available only on unfavorable terms;
the risk that our reinsurance subsidiaries may not be able to provide the required collateral to ceding companies pursuant to their reinsurance contracts, including through the use of letters of credit;
changes and uncertainty in economic conditions, including interest rates, inflation, currency exchange rates, equity markets and credit conditions, which could affect our investment portfolio, our ability to finance future acquisitions and our profitability;
risks relating to the availability and collectability of our reinsurance;
the ability of our subsidiaries to distribute funds to us and the resulting impact on our liquidity;
losses due to foreign currency exchange rate fluctuations;
our ability to comply with covenants in our debt agreements;
Risk Relating to our Investments
the risk that the value of our investment portfolios and the investment income that we receive from these portfolios may decline materially as a result of market fluctuations and economic conditions, including


Table of Contents
those related to interest rates, credit spreads, and the phase out of the London Interbank Offered Rate ("LIBOR");
risks relating to the performance of our investment portfolio and our ability to structure our investments in a manner that recognizes our liquidity needs;
risks relating to our strategic investments in alternative asset classes, such as hedge funds and joint ventures, which are illiquid and may be volatile;
Risks Relating to Laws and Regulations
risks relating to the complex regulatory environment in which we operate, including that ongoing or future industry regulatory developments will disrupt our business, affect the ability of our subsidiaries to operate in the ordinary course or to make distributions to us, or mandate changes in industry practices in ways that increase our costs, decrease our revenues or require us to alter aspects of the way we do business;
Risks Relating to our Operations
loss of key personnel;
operational risks, including cybersecurity events, external hazards, human failures or other difficulties with our information technology systems that could disrupt our business or result in the loss of critical and confidential information, increased costs;
Risks Relating to Taxation
tax, regulatory or legal restrictions or limitations applicable to us or the (re)insurance business generally;
changes in tax laws or regulations applicable to us or our subsidiaries, or the risk that we or one of our non-U.S. subsidiaries become subject to significant, or significantly increased, income taxes in the United States or elsewhere;
Risks Relating to the Ownership of our Shares
risk relating to the ownership of our shares resulting from certain provisions of our bye-laws and our status as a Bermuda company.
The risk factors listed above should be not construed as exhaustive and should be read in conjunction with the Risk Factors that are included in Item 1A within the 2020 Annual Report on Form 10-K. We undertake no obligation to publicly update or review any forward-looking statement, whether to reflect any change in our expectations with regard thereto, or as a result of new information, future developments or otherwise, except as required by law.


Table of Contents
PART I 
ITEM 1.     BUSINESS
Company Overview
Enstar Group Limited ("Enstar") is a Bermuda-based holding company. We are a leading global insurance group that offers innovative capital release solutions through our network of group companies in Bermuda, the United States, the United Kingdom, Continental Europe, Australia, and other international locations. Enstar is listed on the NASDAQ Global Select Market under the ticker symbol "ESGR". In this report, the terms "Enstar," "the Company," "us," and "we" are used interchangeably to describe Enstar and our subsidiary companies.
Our core focus is acquiring and managing (re)insurance companies and portfolios of (re)insurance business in run-off. Since the formation of our Bermuda-based holding company in 2001, we have completed or announced over 100 acquisitions or portfolio transfers. The substantial majority of our acquisitions have been in the Run-off business, which generally includes property and casualty, workers’ compensation, asbestos and environmental, construction defect, marine, aviation and transit, and other closed and discontinued blocks of business.
Our primary corporate objective is growing our book value per share. We strive to achieve this primarily through growth in net earnings derived from both organic and accretive sources, such as the completion of new acquisitions, the generation of reserve/claims savings and investment income through the effective management of companies and portfolios in run-off, and returns on strategic investments.
As a result of the sale and recapitalization of StarStone US Holdings, Inc. and its subsidiaries ("StarStone U.S."), the sale of the majority of our interest in Atrium Underwriting Group Limited and its subsidiaries ("Atrium") and the placing of StarStone's business outside the United States into run-off, we have largely exited our previously controlled active underwriting platforms. While we maintain strategic minority interests in these businesses, our primary focus is on our core business of acquiring and managing (re)insurance companies or portfolios of (re)insurance business in run-off.
For further information on strategic developments, refer to Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Business Strategy
Enstar aims to maximize growth in book value per share by employing the following strategies:
We Leverage Management’s Experience and Industry Relationships to Solidify Enstar’s Position in the Run-Off Market.  Enstar leverages the extensive experience and relationships of our senior management team to solidify our position as a leading run-off acquirer and generate future growth opportunities.
We Engage in Highly Disciplined Acquisition Practices. Enstar is highly selective and disciplined when assessing potential acquisition targets, carefully analyzing risk exposures, claims practices and reserve requirements as part of a detailed due diligence process. We believe this decreases risk and increases the probability that we can deliver positive operating results from the companies and portfolios acquired.
We Prudently Manage Investments and Capital. In managing investments and deploying group capital, Enstar strives to achieve superior risk-adjusted returns, while growing profitability and generating long-term growth in shareholder value.
We Manage Claims Professionally, Expeditiously, and Cost-Effectively. Enstar aims to generate reserve/claims savings by managing claims in a professional and disciplined manner, drawing on in-house expertise to dispose of claims efficiently. We strive to pay valid claims on a timely basis, while relying on well-documented policy terms and exclusions where applicable, and litigation when necessary, to defend against paying invalid claims.
We Manage Assumed Liabilities and (Re)insurance Assets Cost Effectively. Using detailed claims analysis and actuarial projections, Enstar seeks to negotiate with policyholders and reinsurers with a goal of settling existing (re)insurance liabilities and monetizing (re)insurance assets in a cost efficient manner.
Strategic Growth
Enstar transactions typically take the form of either acquisitions or portfolio transfers. In an acquisition, we acquire a (re)insurance company and manage the run-off. In a portfolio transfer, a reinsurance contract transfers risk from the initial (re)insurance company to a company in the Enstar group. Enstar also enters into reinsurance to close ("RITC") transactions with Lloyd's of London ("Lloyd's") (re)insurance syndicates in run-off, whereby a portfolio of run-off liabilities is transferred from one Lloyd’s syndicate to another.
1

Table of Contents
On October 15, 2020, we completed an insurance business transfer (“IBT”) in the U.S., having received judicial approval from the Oklahoma County District Court. An IBT is similar to the Part VII transfer process in the U.K. where the insurance liability is novated from one insurance party to another, providing legal finality to the party transferring the liability. The transaction occurred between two of our subsidiaries and, although common in many parts of the world, it was the first of its kind to occur in the U.S. The IBT mechanism provides another option as to how we might structure U.S. transactions in the future.
For further information on recent acquisitions and significant new business, please refer to Note 3 - "Business Acquisitions," Note 4 - "Significant New Business" and Note 26 - "Events (Unaudited) Subsequent to the Date of the Independent Auditor's Report" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Operating Segments
Effective January 1, 2021, we are organized into three reportable segments: (i) Run-off; (ii) Investments; and (iii) Legacy Underwriting; as this is how our chief operating decision maker (our Chief Executive Officer) now views our business, assesses performance and allocates resources between our segments. Our corporate and other activities, which do not qualify as an operating segment, include income and expense items that are not directly attributable to our reportable segments.
For additional information and financial data relating to our segments, see "Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations - Results of Operations by Segment," "Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations - Investable Assets," Note 1 - "Description of Business," " Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations" and Note 24 - "Segment Information" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Run-off
Our Run-off segment consists of our acquired property and casualty and other (re)insurance business and StarStone's non-U.S. operations ("StarStone International") (from January 1, 2021) following our decision to place it into an orderly run-off (the "StarStone International Run-off"). This segment also includes our consulting and management business, which manages the run-off portfolios of third parties through our service companies. Management’s primary objective with respect to the Run-off segment is to generate reserve/claims savings over time by settling claims in a timely, cost efficient manner using our claims management expertise including settling claims for lower than outstanding ultimate loss estimates, implementation of reinsurance and commutation strategies.
In the primary (or direct) insurance business, the insurer assumes risk of loss from persons or organizations that are directly subject to the given risks. In the reinsurance business, the reinsurer agrees to indemnify an insurance or reinsurance company, referred to as the ceding company, against all or a portion of the insurance risks arising under the policies the ceding company has written or reinsured. When an insurer or reinsurer stops writing new insurance business, either entirely or with respect to a particular line of business, the insurer, reinsurer, or the line of discontinued business is in run-off.
Participants in the insurance industry often have portfolios of business that become inconsistent with their core competency, provide excessive exposure to a particular risk or segment of the market and/or absorb capital that the company may wish to deploy elsewhere. These non-core and/or discontinued portfolios are often associated with potentially large exposures and lengthy time periods before resolution of the last remaining insured claims, resulting in significant uncertainty to the insurer or reinsurer covering those risks. These factors can distract management, drive up the cost of capital and surplus for the (re)insurer and negatively impact the (re)insurer’s rating, which makes the disposal of the unwanted company or reinsurance of the portfolio an attractive option to free-up capital and reduce further downside risk. The (re)insurer may engage with a third party that specializes in run-off management, such as Enstar, to purchase the company or assume the portfolio in run-off via reinsurance or a novation of the insurance liabilities.
In the sale of a company in run-off, a purchaser, such as Enstar, may pay a discount to the book value of the company based on the risks assumed and the relative value to the seller of no longer having to manage the company in run-off. Such a transaction can be beneficial to the seller because it receives an up-front payment for the company, eliminates the need for its management to devote any attention to the disposed company, reduces the expense in managing the company and removes the risk that the established reserves related to the run-off business may prove to be inadequate. The seller is also able to redeploy its management and financial resources to its core businesses.
2

Table of Contents
In some situations, a (re)insurer may wish to divest itself of a portfolio of non-core legacy business that may have been underwritten alongside other ongoing core business that the (re)insurer does not want to dispose of. In such instances, we are able to provide economic finality for the (re)insurer by providing a loss portfolio reinsurance contract to protect the (re)insurer against deterioration of the non-core portfolio of loss reserves. In the Lloyd's market, we provide similar solutions through RITCs as described above.
Acquisition Process
We evaluate each acquisition and loss portfolio transfer opportunity presented by carefully reviewing and analyzing the portfolio’s risk exposures, claim practices, reserve requirements and outstanding claims. Based on this initial analysis, we can determine if a company or portfolio of business would add value to our current portfolio of run-off businesses. If we decide to pursue the purchase of a company in run-off, we then proceed to price the acquisition in a manner we believe will result in positive operating results based on certain assumptions including, without limitation, our ability to favorably resolve claims, negotiate with direct insureds and reinsurers, manage the investments associated with the portfolio and otherwise manage the nature of the risks posed by the business.
At the time we acquire a company in run-off, we estimate the fair value of assets and liabilities acquired based on actuarial advice and our views of the exposures assumed. We primarily earn our total return on an acquisition from disciplined claims management and/or commuting the liabilities that we have assumed, maximizing reinsurance recoveries on the assumed portfolio of business and investment returns from the acquired investment portfolios.
Run-off Management
We consider claims management to be a core competency. Following the acquisition of a company or portfolio of business in run-off, we conduct the run-off in a disciplined and professional manner to efficiently discharge the liabilities associated with the business while preserving and maximizing its assets. Our approach to managing our companies and portfolios of business in run-off includes, where possible, negotiating with third-party (re)insureds to commute their (re)insurance agreement (sometimes called policy buy-backs for direct insurance) for an agreed upon up-front payment by us and to more efficiently manage payment of (re)insurance claims. We attempt to commute policies with direct insureds or reinsureds to eliminate uncertainty over the amount of future claims. Commutations and policy buy-backs provide an opportunity for the company to exit exposures to certain policies and insureds generally at a discount to the ultimate liability and provide the ability to eliminate exposure to further losses. Commutations can also reduce the duration, administrative burden and ultimately the future cost of the run-off.
In certain lines of business, such as direct workers’ compensation insurance, commutations and policy buy-back opportunities are not typically available, and our strategy with respect to these businesses is to derive value through efficient and effective management of claims.
Integral to our success is our ability to analyze, administer, and settle claims while managing related expenses, such as loss adjustment expenses ("LAE"). We have implemented claims handling guidelines along with claims reporting and control procedures in all of our claims units. All claims matters are reviewed regularly, with all material claims matters being circulated to and authorized by management prior to any action being taken. Our claims management processes also include leveraging our extensive relationships and developed protocols to more efficiently manage outside counsel and other third parties to reduce expenses. With respect to certain lines of business, we have agreements with third-party administrators to manage and pay claims on our subsidiaries’ behalf and advise with respect to case reserves. These agreements generally set forth the duties of the third-party administrators, limits of authority, indemnification language designed for our protection and various procedures relating to compliance with laws and regulations. These arrangements are also subject to review by our relevant claims departments, and we actively monitor and manage these administrators on an ongoing basis.
We provide consultancy services to third parties in the (re)insurance industry primarily through our subsidiaries, the Cranmore companies, Enstar Limited, Enstar (US), Inc., Enstar EU and Kinsale Brokers Limited. In addition to third-party engagements, our consultancy companies also perform these services in-house for our Enstar companies, using their expertise to assist in managing our run-off portfolios and performing certain due diligence matters relating to acquired businesses. The services range from full-service incentive-based or fixed fee run-off management to bespoke solutions such as claims inspection, claims validation, reinsurance asset collection and IT consulting services.
Following the acquisition of a company or the assumption of a portfolio of business through a reinsurance transaction, we analyze the acquired exposures and reinsurance receivables on a policyholder-by-policyholder basis to identify (re)insurance policies that may be beneficial to us if commuted and commence commutation discussions with the counterparty. In addition, policyholders and reinsurers often approach us requesting a
3

Table of Contents
commutation solution. We then carry out a full analysis of the underlying exposures in order to determine the attractiveness of a proposed commutation. From the initial analysis of the underlying exposures, it may take several months, or even years, before a commutation is completed. In certain cases, if we and the policyholder or reinsurer are unable to reach a commercially acceptable settlement, the commutation may not be achievable, in which case we will continue to settle valid claims from the policyholder, or collect reinsurance receivables from the reinsurer, as they arise or become due.
Certain (re)insureds are often willing to commute with us, subject to receiving an acceptable settlement, as this provides certainty of recovery of what otherwise may be claims that are disputed in the future, and often provides a meaningful up-front cash receipt that, with the associated investment income, can provide funds to meet future claim payments or even commutation of their underlying exposure. Therefore, subject to negotiating an acceptable settlement, many of our (re)insurance liabilities and reinsurance receivables can be either commuted or settled by way of a policy buy-back over time. Properly priced commutations may reduce the expense of adjusting direct claims and pursuing collection of reinsurance, realize savings, remove the potential future volatility of claims and reduce required regulatory capital.
We manage cash flow with regard to reinsurance recoverables by working with reinsurers, brokers and professional advisors to achieve fair and prompt payment of reinsured claims, and we take appropriate legal action to secure receivables when necessary. We also attempt where appropriate to negotiate favorable commutations with our reinsurers by securing a lump sum settlement from reinsurers in complete satisfaction of the reinsurer’s past, present and future liability in respect of such claims.
As a result of the number of transactions we have completed over the years, our organizational structure consists of licensed entities across many jurisdictions. In managing our group, we continue to look for opportunities to simplify our legal structure by way of company amalgamations and mergers, reinsurance, or other transactions to improve capital efficiency and decrease ongoing compliance and operational costs over time. In addition, we seek to pool risk in areas where we maintain the expertise to manage such risk to achieve operational efficiencies, which allows us to most efficiently manage our assets to achieve capital diversification benefits.
Investments
The Investments segment consists of our investment activities and the performance of our investment portfolio, excluding those investable assets attributable to our Legacy Underwriting segment.
Investment Policy & Objectives
We have a group-wide investment policy and group mandate, which applies to our consolidated investment portfolio and all subsidiary cash and investment portfolios. The policy is maintained by our Chief Investment Officer and is reviewed at least on an annual basis, subject to approval from our Investment Committee of the Board of Directors. The objectives of our investment policy are to:
Outline our investment objectives and constraints;
Prescribe permitted asset class limits and strategies;
Establish risk tolerance limits; and
Establish appropriate governance.
Our Investment Policy also includes various constraints that impact our asset allocation and external asset manager selection.
Our investment objective is to obtain the highest possible risk and capital adjusted returns while maintaining prudent diversification of assets and operating with the constraints of a global regulated (re)insurance company. We additionally consider the liquidity requirements and duration of our claims and contract liabilities.
In pursuing our investment objectives, we typically allocate to assets with varying risk-return profiles that fall into two classifications: core assets and non-core assets.
Our core assets are typically investment grade fixed income that are duration and currency matched and are held against reserves. We believe our non-core investments provide diversification in our overall investment portfolio, since they generally have low correlation with our fixed income investments, thereby providing an opportunity for improved risk-adjusted rates of return while minimizing downside risk over the long term. The returns of our non-core investments may be volatile, and we may experience significant unrealized gains or losses in a particular quarter or year. Regulatory, rating agency, and other factors may limit our capacity for non-core assets.
4

Table of Contents
Investment Strategies: Core Assets
The core assets investment portfolio is predominantly invested in investment grade fixed maturity assets with the goals of providing current income while safely ensuring the prompt payment of claims.
Our fixed maturity securities include U.S. government and agency investments, highly rated sovereign and supranational investments, high-grade corporate investments, mortgage-backed and asset-backed investments.
Investment Strategies: Non-Core Assets
The non-core assets investment portfolio goal is to provide diversification in our overall investment portfolio and increase its return. Non-core assets typically include below-investment grade fixed income and bank loans, public equity securities, hedge funds, private equity funds, fixed income funds, CLO equities, real estate funds and private credit funds.
The allocation and composition of non-core assets may vary, depending on risk appetite, current market conditions and the assessment of relative value between asset classes.
Investment Management
Portfolio Allocation
Our portfolio is diversified across a number of core and non-core asset classes and targets the highest possible risk and capital adjusted returns, while taking into account regulatory, capital, risk, and other relevant considerations. We periodically review the performance of the portfolio and reallocate assets to take advantage of opportunities in the market. This asset rebalancing is reviewed by the Investment Committee.
Asset Manager Selection
Our investment portfolio is primarily managed by external managers through the execution of investment management agreements and investment guidelines. We hold regular discussions with our managers in order to monitor investment performance.
Performance and Compliance Monitoring
Our investment management agreements and guidelines with external asset managers include performance benchmarks. The benchmarks take various factors into consideration, including duration, currency, asset class, geography, sector, credit quality and other relevant metrics that impact performance.
An investment compliance report for the aggregate investment policy is prepared for our Investment Committee on a quarterly basis in arrears. The Investment Committee is responsible for ensuring that investment compliance guidelines proposed are aligned to our stated risk appetite.
The selection and performance of investment assets contains investment and market risks, refer to "Item 1A. Risk Factors - Risks Relating to Our Investments" and "Item 7A. Quantitative and Qualitative Disclosures About Market Risk" included within our 2020 Annual Report on Form 10-K.
Legacy Underwriting
Our Legacy Underwriting segment consists of businesses that we have either, in the case of Atrium, exited via the sale of the majority of our interest in or, in the case of StarStone International (included in the Legacy Underwriting segment through December 31, 2020), placed into run-off.
Atrium
Atrium is the managing agent for Lloyd's Syndicate 609. Through our Lloyd's corporate member, SGL No. 1 Limited ("SGL No. 1"), we provided 25% of the syndicate’s underwriting capacity and capital (with the balance provided by traditional Lloyd’s Names). Effective January 1, 2021, we sold the majority of our interest in Atrium, and SGL No. 1 ceased its provision of underwriting capacity on Syndicate 609. Accordingly, the 2020 underwriting year was the last underwriting year in which SGL No. 1 participated with respect to the Atrium business.
We will continue to report SGL No. 1's 25% gross share of the 2020 and prior underwriting years of Syndicate 609 until the 2020 underwriting year completes an RITC into a successor year, which will be no earlier than December 31, 2022. There is no net risk retention for Enstar on Atrium's 2020 and prior underwriting years as the business was contractually transferred to the Atrium entities that were divested in the Exchange Transaction as described in Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
5

Table of Contents
Business Lines
Syndicate 609 provides (re)insurance on a worldwide basis including in the United States, Europe, the Far East and Australasia. Atrium specializes in a wide range of industry classes, including marine, aviation and transit, property and casualty binding authorities, reinsurance, accident and health and non-marine direct and facultative covers. Lloyd’s business is often underwritten on a subscription basis across the insurance market. Atrium is the lead underwriter in 43% of the business it underwrites.
Lloyd’s is a surplus lines insurer and an accredited reinsurer in all U.S. states and territories, and a licensed (or admitted) insurer in Illinois, Kentucky and the U.S. Virgin Islands.
Distribution
All of Atrium's business is placed through (re)insurance brokers, and a key distribution channel for Syndicate 609 is the managing general agent binding authorities. Atrium seeks to develop relationships with (re)insurance brokers, (re)insurance companies, large global corporations and financial intermediaries to develop and underwrite business. Independent broker Marsh Inc. accounted for 11% of Atrium’s gross premiums written in 2020. Other brokers (each individually less than 10%) accounted for the remaining 89% of gross premiums written.
Atrium’s proprietary online platform, AUGold, provides end-to-end processing, quote and policy production for managing general agents across a range of classes of business. The platform provides agents with efficient and cost effective access to Lloyd’s binding authorities and is designed to enable Atrium to compete more effectively with North American excess and surplus lines carriers.
Managing Agency Services
Atrium receives a managing agency fee of 0.7% of Syndicate 609 capacity and a 20% profit commission based on the net earnings of Syndicate 609, pursuant to its management contract. Atrium also receives management fees and profit commission from the management of underwriting consortiums. These fees and profit commission are included within fees and commission income in our consolidated statement of earnings.
Claims Management
Claims in respect of business written by Syndicate 609 are primarily notified by various central market bureaus. Where a syndicate is a "leading" syndicate on a Lloyd’s policy, its underwriters and claims adjusters work directly with the broker or insured on behalf of itself and the "following market" for any particular claim. This may involve appointing attorneys or loss adjusters. The claims bureaus and the leading syndicate advise movement in loss reserves to all syndicates participating on the risk. If necessary, Atrium's claims department may adjust the case reserves it records from those advised by the bureaus.
Reinsurance Ceded
On an annual basis Atrium purchases a tailored outwards reinsurance program designed to manage its risk profile. The majority of Atrium’s third-party reinsurance cover is with Lloyd’s Syndicates or other highly rated reinsurers.
StarStone International
On June 10, 2020, we announced that we placed StarStone International into an orderly run-off. We continue to evaluate additional strategic options for StarStone International's operations and business and have sold or entered agreements to sell: (i) Vander Haeghen & Co. SA, a Belgium-based insurance agency; (ii) StarStone Underwriting Limited ("SUL"), a Lloyd's managing agency, together with the right to operate Lloyd's Syndicate 1301; and (iii) Arena N.V., a Belgium-based specialist accident and health managing general agent, as described in Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Effective January 1, 2021, StarStone International's (re)insurance and investment results are included in the Run-off and Investments segments, respectively.
Business Lines
Previously, StarStone International offered a broad range of property, casualty and specialty insurance products, including marine, aerospace, and workers' compensation, to both large multi-national and small and middle-market clients around the world.
6

Table of Contents
Distribution
Starstone International business was generally placed through (re)insurance brokers and managing general agents. Independent brokers Marsh Inc. and Ryan Specialty Group accounted for 15% and 12%, respectively, of StarStone International’s gross premiums written for the year ended December 31, 2020. Other brokers and managing general agents (each individually less than 8%) accounted for the remaining 73% of gross premiums written. StarStone International is no longer writing new business; however, a de-minimis amount of premium is still subject to mandatory renewal or adjustments.
Claims Management
Claims in respect of business written by Syndicate 1301, as well as in respect of StarStone International’s other London market business, are primarily notified by various central market bureaus whereby the leading syndicate or company advise all participants of movement in loss reserves. StarStone International’s claims department adjusts bureau claims in respect of coverages where StarStone International is the lead underwriter and may choose to adjust the case reserves it records from those advised by the bureaus.
Claims in respect of non-bureau business are handled by StarStone International’s experienced claims professionals. StarStone International uses claims handling guidelines along with a global claims management system to review, report and administer claims. With respect to certain lines of business, StarStone International may use third-party administrators to manage and pay claims on its behalf and advise with respect to case reserves. StarStone International also utilizes Enstar’s experience in claims management.
Reinsurance Ceded
StarStone International purchases an annual tailored outwards reinsurance program designed to manage its risk profile. The majority of StarStone International’s third party reinsurance cover is with highly rated reinsurers or is collateralized.
Liability for Losses and Loss Adjustment Expenses
The liability for losses and LAE, also referred to as loss reserves, represents our gross estimates before reinsurance for unpaid reported losses and losses that have been incurred but not reported ("IBNR") using a variety of actuarial methods. We recognize an asset for the portion of the liability that we expect to recover from reinsurers. LAE reserves include allocated loss adjustment expenses ("ALAE") and unallocated loss adjustment expenses ("ULAE"). ALAE are linked to the settlement of an individual claim or loss, whereas ULAE are based on our estimates of future costs to administer the claims. IBNR represents reserves for loss and LAE that have been incurred but not yet reported to us. This includes amounts for unreported claims, development on known claims and reopened claims.
We establish reserves for individual claims incurred and reported, as well as IBNR claims. We use considerable judgment in estimating losses for reported claims on an individual claim basis based upon our knowledge of the circumstances surrounding the claim, coverage limits and coverage eligibility, the severity of the injury or damage, the jurisdiction of the occurrence, the potential for ultimate exposure, the type of loss, and our experience with the line of business and policy provisions relating to the particular type of claim. We also use considerable judgment to establish reserves for IBNR claims using a variety of generally accepted actuarial methodologies and procedures to estimate the ultimate cost of settling IBNR claims. 
The estimation of unpaid claim liabilities at any given point in time is subject to a high degree of uncertainty. Consequently, our subsequent estimates of ultimate losses and LAE, and our liability for losses and LAE, may deviate materially from our initial ultimate loss estimates.
For further information regarding: i) the liability for net losses and LAE, including loss development tables and a reconciliation of activity, refer to Note 10 - "Losses and Loss Adjustment Expenses" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2; ii) net incurred losses and LAE, refer to "Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations - Results of Operations by Segment"; and iii) our loss reserving process, refer to "Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations - Critical Accounting Estimates - Losses and Loss Adjustment Expenses."

7

Table of Contents
10 Year Acquisition Loss Development
The table below sets forth a summary of acquired and assumed net loss reserves (in the year they were acquired or assumed) and the resulting development for the 10 most recent acquisition years, excluding the Legacy Underwriting segment.
Total Net Incurred Losses and LAE
Acquisition Year
Acquired and Assumed Net Reserves (1)
Net Paid Losses Net (Favorable) Adverse Loss Development Net Losses recognized on Acquired Unearned Premium Amortization of Deferred Charge Assets and Deferred Gain Liabilities Change in provisions for bad debt Change in provisions for ULAE Amortization of Fair Value Adjustments Change in Fair Value - FVO Total Net Incurred losses and LAE Retro-cession of reserves Other Effect of Exchange Rate Movement Closing Net Reserves
(in thousands of U.S. dollars)
2011 712,867  (94,399) (316,736) —  —  (31,096) (55,044) (18,934) —  (421,810) (90,104) —  (2,278) 104,276 
2012 422,476  (243,922) (86,337) —  —  (242) (8,607) (9,132) —  (104,318) (3,990) 208  (24,541) 45,913 
2013 657,982  (512,039) (115,486) 110,285  —  (127) (7,415) (29,912) —  (42,655) (28,391) —  (3,983) 70,914 
2014 476,329  (366,282) (19,621) 62,404  —  1,752  4,367  (55,373) —  (6,471) —  40  (3,815) 99,801 
2015 1,491,256  (832,807) (487,395) 53,493  229,372  56  (81,033) 17,592  —  (267,915) (50,466) —  (11,019) 329,049 
2016 1,350,463  (556,799) (13,683) —  4,838  (542) (7,937) —  —  (17,324) —  44  12,744  789,128 
2017 1,504,561  (435,997) (181,889) —  —  125  (42,043) (1) 178,851  (44,957) —  —  84,102  1,107,709 
2018 2,873,675  (1,312,235) (201,460) 69,328  10,857  —  (66,175) 53,025  80,700  (53,725) —  —  (16,082) 1,491,633 
2019 1,586,993  (406,140) (62,018) 82,572  49,272  —  (13,441) —  (88) 56,297  (47,018) 166  17,794  1,208,092 
2020 2,186,024  (253,931) 66,835  1,729  1,657  —  (5,201) —  13,684  78,704  (17,968) —  8,533  2,001,362 
$ 13,262,626  $ (5,014,551) $ (1,417,790) $ 379,811  $ 295,996  $ (30,074) $ (282,529) $ (42,735) $ 273,147  $ (824,174) $ (237,937) $ 458  $ 61,455  $ 7,247,877 
2010 and prior 341,933 
Total Net Liability for Losses and LAE excluding the Legacy Underwriting Segment $ 7,589,810 
Reconciliation to Total Net Liability for Losses and LAE relating to our Run-off segment:
Total Net Liability for Losses and LAE excluding the Legacy Underwriting Segment $ 7,589,810 
Plus, items included in corporate and other activities:
Net fair value adjustments - acquired companies (2)
127,830 
Net fair value adjustments - fair value option (2)
33,162 
Net deferred charge assets and deferred gain liabilities on retroactive reinsurance (2)
218,722 
Total Net Liability for Losses and LAE relating to our Run-off segment $ 7,969,524 
(1) Includes the impact of any fair value adjustments arising from business combination transactions or our election of the fair value option and deferred charge assets and deferred gain liabilities, which are included in corporate and other activities, as well as unallocated LAE.
(2) These items are included in corporate and other activities since they are not subject to any specific action or judgement by management. Refer to Note 1 - "Description of Business" as well as "(p) Acquisitions, Goodwill and Intangible Assets" and "(q) Retroactive Reinsurance" within Note 2 - "Significant Accounting Policies" included within Item 8 of this Exhibit 99.2 for further information.
The above table relates to policyholder obligations and therefore excludes defendant asbestos and environmental liabilities, which are non-insurance liabilities, and as such are recorded and presented separately on our consolidated balance sheets. The table presents the cumulative roll forward of our acquired and assumed net loss reserves from the year of acquisition to December 31, 2020. As such, each acquisition year reflects a different time period and therefore impacts the comparability between acquisition years. Our net loss development, favorable or adverse, will occur over time as we execute on our disciplined claims management strategies through continual detailed review of all open and new claims, investigating opportunities to settle claims, effectively managing legal and claims handling expenses, commuting liabilities and maximizing reinsurance recoveries. In addition, we seek to maximize the investment returns on the investment portfolio supporting the assumed net loss reserves.
8

Table of Contents
During 2020, we experienced adverse development on an assumed loss portfolio transfer transaction within the motor line of business due to higher than expected severity. For further information refer to "Item 7. Management's Discussion and Analysis of Financial Condition and Results of Operations - Results of Operations by Segment - Run-off Segment."
Competition
Our Run-off segment competes in the global insurance market with domestic and international reinsurance companies to acquire and manage (re)insurance companies in run-off and portfolios of (re)insurance business in run-off. The acquisition and management of companies and portfolios in run-off is highly competitive, and driven by a number of factors, including proposed acquisition price, reputation, and financial resources including new capital and alternative forms of capital entering the markets. Some of these competitors may have greater financial resources or lower operational costs than we do, may have been operating for longer than we have and may have established long-term and continuing business relationships throughout the (re)insurance industries, which can be a significant competitive advantage. As a result, we may not be able to compete successfully in the future for suitable acquisition candidates or run-off portfolio management engagements. The Run-off space has seen a number of new entrants to the market over the recent years which has increased competition in the overall market.
Human Capital Resources
As of December 31, 2020, we had 1,189 employees, as compared to 1,444 as of December 31, 2019. The reduction was driven by the sale of StarStone U.S., which closed in the fourth quarter of 2020. Upon closing of the Atrium Exchange Transaction on January 1, 2021, we had 1,008 employees.
We seek to attract, retain and motivate a specialized workforce that supports our culture, target operating model and business performance. We do this by making use of a range of hiring channels and approaches and through a total reward offering that includes market competitive salaries, an annual bonus plan tied to both business results and individual performance as well as comprehensive benefits to protect employee health, wellness and financial security. We also promote alignment of interests with investors through the use of an employee share purchase plan and long-term equity-based incentives. In addition, we encourage our employees to periodically review development areas with their managers to identify appropriate learning opportunities to better equip our workforce with the skills necessary for near- and long-term success. We offer an array of professional development programs and initiatives to support our employees' career aspirations and enhance our leadership and management capabilities—creating a pipeline of talent able to deliver on our long-term strategic objectives and developing a skilled workforce with succession capabilities. To measure our progress, we use a variety of human capital measures in managing our business, including workforce demographics and diversity metrics, attrition and retention metrics, and hiring metrics.
We are committed to fostering a culture that treats all employees fairly and with respect, promotes inclusivity and diversity, and provides equal opportunities for professional development and merit-based advancement. To formalize these values, we have adopted a Board Diversity Policy and Group Diversity and Inclusion Policy. As of December 31, 2020, women comprised 45% of our global headcount. In addition, as of December 31, 2020, 35% of our workforce was located in the United States, of whom 34% self-identified as being part of an ethnic and/or racial minority group.1 We intend to continue conducting all human capital management activities, including recruitment, career development and advancement, role design and compensation in a manner reflective of our commitment to diversity and inclusion.
During the COVID-19 pandemic, we have focused on the safety of our employees, and in response to the pandemic, we transitioned primarily to a remote working environment to minimize the risk to our staff. Throughout the pandemic, we have sought to provide employees with the tools and technology to enable them to effectively perform their respective job functions. In addition, we have also launched various initiatives designed to mitigate the challenges of working remotely.
Enterprise Risk Management
Effective risk oversight is an important priority for our management and our Boards of Directors (both at the Company level and at a subsidiary level), and we place strong emphasis on ensuring we have a comprehensive risk management framework to identify, measure, manage, monitor and report on risks that affect the achievement of our strategic, operational and financial objectives.
An effective enterprise risk management ("ERM") framework contributes to the strength of our overall group (the "Group"). The value of having effective risk management can positively impact many areas of the business
1 Global racial and ethnic diversity information is not available due to limitations on our ability to maintain such details about our employees in in certain jurisdictions in which we operate.
9

Table of Contents
such as setting and achieving business strategy and objectives, capital management decision making, efficiency and effectiveness in operations and processes, financial performance and reliable financial reporting, regulatory compliance, good reputation with key stakeholders and business continuity planning. Our objective is to integrate risk management through our ERM function into all aspects of our business.
Risk Management Strategy
Our risk management strategy is to:
engage in highly disciplined acquisition, management and (re)insurance practices across a diverse portfolio of loss reserves;
seek investment risk where it is adequately rewarded;
maintain reserving risk at low to moderate levels; and
maintain capital, liquidity, credit, operational and regulatory risks at low levels.
These strategies are pursued through the use of appropriate controls, analytics including scenario testing, governance structures and highly skilled teams effectively working together.
We embed our risk strategy in our organization by promoting a culture of high risk awareness. This is achieved in the demonstration of our day-to-day approach in how we manage our business and in how we manage and assess challenges and opportunities.
Risk Appetite
The primary objective of our risk appetite framework is to monitor and protect the Group from an unacceptable level of loss, compliance failures and adverse reputational impact. It considers material risks in the business relating to: strategy, capital adequacy, insurance, investment/market, reinsurance counterparty/credit, regulatory, tax and operational risk. Risk appetite and tolerance is set by our Board and reviewed annually. It represents the amount of risk that we are willing to accept as a Group compared to risk metrics based on our shareholders' equity, capital resources, potential financial loss, and other risk-specific measures.
Accountability for the implementation, monitoring and oversight of risk appetite is assigned to individual corporate executives and monitored and maintained by the Risk Management function. Risk tolerance levels are monitored and deviations from pre-established levels are reported in order to facilitate responsive action.
Our subsidiary companies’ risk appetite frameworks are aligned with the risk appetite framework of the Group, while local company appetite and tolerances are set by the local boards. A review is undertaken annually to confirm the subsidiary risk appetite does not in the aggregate exceed the Group risk appetite.
Risk metrics levels are set and monitored regularly by an appointed owner for respective areas of the business and reported to management committees and to our Board and Risk Committee on at least a quarterly basis. Stress and scenario tests are key tools within our risk appetite framework, used as risk indicators across risk categories and to support a forward looking assessment of risk. As part of monitoring and aggregating risk exposures across the Group, capital impact assessments are performed for risks that are deemed material.
Risk Governance and Risk Management Organization
Our ERM framework consists of numerous processes and controls that have been designed by management, with oversight by the Board of Directors and its committees, and implemented by employees across the organization. The purpose of our ERM framework is to appropriately assess and manage risk as we continue to take opportunities to meet our business objectives. Senior executives are ultimately accountable for key defined risks and are responsible for providing regular reporting to the Group Executive Team (our "executives"), Management Risk Committee ("MRC"), Board Risk Committee and Board; and to facilitate the same to subsidiary committees and boards to support decision making and strong risk governance. The collective boards, management and employees are responsible for the effective implementation and/or operation of processes and controls.
Board of Directors
Our Board and its committees (and subsidiary boards of directors) receive management information from our executives, Board committees and management committees relating to performance against strategy and regularly review information regarding, among other things, acquisitions, loss reserves, credit, liquidity and investments, operations and information security and the risks associated with each.
Our Risk Committee has responsibility to assist the Board in overseeing the integrity and effectiveness of the Company’s ERM framework, including by reviewing and evaluating the risks to which the Company is exposed, as well as monitoring and overseeing the guidelines and policies that govern the processes by which the Company
10

Table of Contents
identifies, assesses and manages its exposure to risk. Our Audit Committee, comprised entirely of independent directors, oversees our accounting and financial reporting-related risks and internal control environment, receiving regular reports via the annual internal and external audit process. Our Investment Committee is responsible for overseeing the Company’s investment portfolio and investment-related risk, determining the Group’s investment strategy and guidelines and approving investment transactions in accordance with these guidelines. Our Compensation Committee oversees compensation-related risks. On an annual basis, the Compensation Committee undertakes a risk assessment of our compensation programs to ensure they do not provide incentives for our employees to take inappropriate or excessive risks. Our Nominating and Governance Committee considers risk relating to management succession planning and other corporate governance matters.
Executive and Risk Management Organization
In addition to the director oversight provided by our Risk Committee, our ERM governance structure is supported by our MRC comprising executives and members of senior management who are responsible for the management of key risks and representatives from assurance functions. At the operating subsidiary level, risks relating to our individual (re)insurance subsidiaries are also overseen by the subsidiary boards of directors, subsidiary risk committees and other committees, and management teams, consistent with applicable regulatory requirements and our ERM framework.
The MRC is chaired by the Chief Operating Officer and meets regularly. The MRC discusses, challenges and debates the risks in the business and those emerging and where required recommends changes to the course of activity in reacting to these risks. The MRC also provides oversight and governance of ERM matters for the Group, monitoring risk assumption and risk mitigation activities and their consistency with the Risk Appetite Framework while promoting and sponsoring risk culture and awareness throughout the Group.
Risk Ownership, Accountability and Assurance
We have adopted the "three lines of defense" model. Our first line consists of our executives and members of senior management and their function as leaders and risk owners. They are responsible for executing the risk management strategy and appropriately managing the activities and conduct of the business functions, as well as promoting staff understanding of the business strategy, risk mitigating policies and procedures and overall governance framework.
Our second line comprises our various risk, control and compliance oversight functions. Our Risk Management function reports to our executives, the MRC and our Risk Committee and focuses primarily on implementing and overseeing the administration of the MRC and Risk Committee directives and facilitating an efficient, effective and consistent approach to risk management across the Group. Our management assurance is further complemented by our compliance function which seeks to mitigate legal and regulatory compliance risks and provides a framework such that appropriate, effective and responsive compliance services are available to the business units across the Group. Other second line functions include certain activities of our actuarial function and other Group functions contributing to our management assurance.
Our third line of defense comprises our internal audit function which independently reviews the effectiveness of our ERM framework. The results of audits are monitored and assessed by the Audit Committee. Independent assurance from external third parties (e.g., independent actuarial services, etc.) also sits within our third line of defense.
Entity Level Management
At the operating subsidiary level, risks relating to our individual (re)insurance subsidiaries are also overseen by the subsidiary boards of directors, subsidiary risk committees and other committees, and management teams, consistent with applicable regulatory requirements and our overall ERM framework that is embedded at local levels and throughout the business.
The Group and each regulated insurance entity have a risk register documenting its risk landscape, with risk, key risk metric, and designated control owners, which is maintained through a risk management software system. Specific functions, such as IT, maintain risk registers with greater detail and increased specificity of risks and controls as needed to govern such function's particular risk profile. The risk and control assessment process is carried out on a quarterly basis using a risk management software system.
11

Table of Contents
Risk Categories
We manage our ERM process based on the major categories of risk within our business discussed below. Our ERM is a dynamic process, with updates continually being made as a result of changes in our business, industry, investment strategy and the economic environment. This process and our controls cannot provide absolute assurance that our risk management objectives will be met or that all risks will be appropriately identified and managed, and accordingly, the possibility of material adverse effects on our company remains. See "Item 1A. Risk Factors" in our 2020 Annual Report for Form 10-K for important information on the risks we face.
Strategic Risk.    Strategic risk is the risk of unintended adverse impact on the business plan objectives arising from business decisions, improper implementation of those decisions, inability to adapt to changes in the external environment, or circumstances that are beyond our control. We manage strategic risk by utilizing a strategic business planning process involving our executives and Board. Our annual business plan is reviewed and overseen by our executives and Board, and actual performance, trends, and uncertainties are monitored in comparison to the plan throughout the year. We specifically evaluate acquisition opportunities pursuant to a detailed and proprietary process that takes into account, among other things, the risk of the transaction and potential returns, the portfolio’s risk exposures, claims management practices, reserve requirements and outstanding claims and potential collateral requirements, as well as risks specifically related to our ability to integrate the acquired business and the impact it may have on our risk appetite framework and related tolerances. Our governance process, led by our Board of Directors and including management's Peer Review Committee and process and the Risk Management function, reviews newly proposed transaction opportunities, capital matters, and other significant business initiatives. In order to effectively participate in future opportunities and manage downside risks (due to external events) we review and monitor our liquidity and available financing. We rely on our processes to help us to anticipate potential adverse changes and, where possible, avoid or mitigate them.
Capital Adequacy Risk.    Capital adequacy risk is the risk that capital levels are or become insufficient to ensure our insurance obligations will be met and policyholders are protected. We have a low appetite for capital adequacy risk. As well as meeting our regulatory and rating agency obligations, the ability to effectively participate in future opportunities is dependent upon the Group and its subsidiaries continually meeting (and/or exceeding) solvency requirements. We endeavor to manage our capital such that all of our regulated entities meet local regulatory capital requirements at all times and maintain adequate capital to enable our insurance obligations to be met while taking into account the risks faced. We aim to deploy capital efficiently and to establish adequate loss reserves that we believe will protect against future adverse developments. Capital adequacy and the need for our capital to continuously support the business under adverse circumstances is assessed via stress and scenario testing. Specific scenarios are mandated under the various regulatory regimes in which the Group and its subsidiaries operate. User-defined scenarios have also been developed and are regularly tested and reported on.
Investment/Market Risk.    Investment / Market risk is the risk of loss resulting from under-performing investment returns, dilution of investment capital, or adverse financial market movements (such as interest rates or exchange rates). Investment / Market risk can be broken down into the following sub-risks which may threaten our ability to effectively manage the investment portfolio: interest rate risk, credit spread risk, public equity risk, alternative investment risk, inflation risk and concentration risk. We manage Investment / Market risk in a number of ways, including through our investment policy; regular reviews of investment opportunities; market conditions; portfolio duration; concentration limitations; oversight of the selection and performance of external asset managers; regular stress testing of the portfolio against known and hypothetical scenarios; and established risk tolerance levels. Any changes to our established investment policy or risk tolerance levels are approved by our board of directors. In addition, we manage foreign currency exposure through management of asset/liability matching and use of derivatives. Investments are primarily managed by our Investment function, which is overseen by the Investment Committee of our board of directors.
Insurance Risk.    Insurance risk spans many aspects of our insurance operations, including underwriting risk, risk assumed upon acquisitions/portfolio transfers and risk associated with our reserving assumptions.
12

Table of Contents
Acquisition Risk.    We manage acquisition risks through our acquisition evaluation process and our reserving practices discussed above in "Liability for Losses and Loss Adjustment Expenses." Acquisition pricing risk can arise from a potential loss in value following an acquisition due to an underestimation of liabilities, a failure to generate assumed future cash flows that supported the pricing analysis (due to an underperformance of investments and/or underestimation of expenses) or an unexpected increase in capital requirements necessary to support the transaction due to unanticipated regulatory changes. We rely on due diligence to strategically select risks, and assume only select portfolios when our due diligence supports our negotiated pricing and meet our result targets. In aggregate, we have a high risk appetite to continue to execute transactions, with no express restrictions on the size, geography or lines of business that we will review and consider. However, we have a low aggregate risk appetite for transactions that could ultimately have a negative impact on book value per share.
Reserving Risk. Reserving risk is the risk that a Company's reserves are not sufficient to cover its unpaid loss and loss adjustment expense costs. The estimation of reserves is subject to uncertainty because the ultimate cost of settling claims is dependent upon future events and loss development trends that can vary with the impact of economic, social, and legal and regulatory matters. We manage reserving risk through our reserving practices, our commutation and policy buy-back strategy, and our claims management practices. We also have local and group Reserving Committees that are responsible for managing reserving risk and making recommendations to our Chief Financial Officer on the appropriate level of reserves to include in our consolidated financial statements. For additional information relating to our loss reserving processes and our loss reserves by segment, see "Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations - Critical Accounting Estimates."
Liquidity Risk.    Liquidity risk is the risk that we are unable to realize investments and other assets in order to settle financial obligations when they fall due or that we would have to incur excessive cost to do so. We manage this risk generally by following an investment strategy designed to emphasize the preservation of our invested assets and provide sufficient liquidity for the prompt payment of claims and contract liabilities, as well as for settlement of commutation payments. Liquidity risk also includes the risk of our dependence of our future cash flows upon the availability of dividends or other statutorily permissible payments from our subsidiaries, which is limited by applicable laws and regulations. Due to our acquisitive strategy, liquidity risk at the Group level also includes immediate cash needs as a result of the purchase of (re)insurance portfolios and/or capital injections into a new or existing subsidiary to support associated solvency requirements as a direct result of merger and acquisition activity or other significant changes. We manage this risk through our capital management and planning processes, which include reviews of minimum capital resources requirements at our regulated subsidiaries and anticipated distributions, regular stress testing of our subsidiaries' solvency and collateral requirements against known and hypothetical scenarios; as well as anticipated capital needs. We also seek to maintain the ability to draw on our Group revolving credit facility or access the capital markets to meet liquidity needs, as appropriate.
Credit / Counterparty Risk.     Credit risk relates to the uncertainty of a counterparty’s ability to make timely payments in accordance with contractual terms of the instrument or contract. We are exposed to direct credit risk primarily within our portfolios of fixed maturity and short-term investments, and through customers, brokers and reinsurers in the form of premiums receivable and reinsurance recoverables. In addition, we are exposed to credit risk through our funds withheld arrangements if the reinsured company is unable to honor the value of the funds held balances, such as in the event of insolvency. We manage credit risk with respect to our reinsurance recoverables by ongoing monitoring of counterparty ratings and working to achieve prompt payment of reinsured claims, as well as through our commutation strategy. For funds withheld arrangements, we generally have the contractual ability to offset any shortfall in the payment of the funds held balances with amounts owed by us to the reinsured for losses payable and other amounts contractually due. Where reinsurance is placed to mitigate any remaining active exposures in select portfolios, we firstly mitigate credit risk through our reinsurance purchasing process, where reinsurers are subject to financial security and rating requirements prior to approval and by limiting exposure to individual reinsurers. Thereafter we manage credit risk by the regular monitoring of reinsurance recoveries and premium due directly or via brokers and other intermediaries. In our fixed maturity and short-term investment portfolios, we attempt to mitigate credit risk through diversification and issuer exposure limitation.
Operational Risk.    Operational risk is the risk of a loss arising from inadequate or failed internal processes, or from external events, personnel, systems or third parties. Due to our acquisitive strategy, operational risk also includes risks and challenges associated with integrating new companies or portfolios into the Group. We seek to mitigate operational risks through the application of our policies and procedures and internal control and compliance processes throughout the Group and a focus on acquisition integration and assimilation of new companies into our internal control systems, including but not limited to operational incident management, business continuity planning, information security procedures, financial reporting controls and a review process for material third-party vendor usage.
13

Table of Contents
Cyber and Information Security Risk. Cyber and information security risk is the risk that our IT infrastructure could be breached, resulting in a loss of confidential information, damage to our reputation, financial liability and/or a disruption to business operations, including an inability to access the underlying data. Cybersecurity threats extend from individual attempts to gain unauthorized access to our information technology systems to coordinated, elaborate, targeted or opportunistic attempts via a third party supplier's compromised IT environment. We have in place, and seek to continuously improve, a comprehensive system of security controls that are implemented by dedicated staff. Control activities are designed to prevent, detect and mitigate such threats. Such control activities include independent and in-house vulnerability assessments, access controls, data encryption, continuous monitoring of our information technology networks and systems, desktop testing of our cyber response plan, regular security risk education awareness and training sessions for all staff including on-going phishing testing, maintenance of backup and protective systems and embedding IT security assessments into the third party due diligence and oversight program.
Regulatory RiskRegulatory risk is the risk of legal or regulatory sanctions resulting in a financial loss, or loss of reputation as a result of an insurer’s failure to comply with laws, regulations, rules, related self-regulatory organization standards, and codes of conduct. We manage regulatory risk through a focus on compliance with laws and regulations, adherence to our policies and procedures (including our Code of Conduct) and our internal controls, an established corporate governance framework and practices, and communication and engagement with external stakeholders.
Tax RiskTax risk is the risk that tax requirements are not adhered to accurately or in a timely manner resulting in a financial loss. We proactively seek to identify, evaluate, manage, monitor and mitigate tax risks. We are committed to complying with all tax laws, rules and regulations applicable to the Group. In evaluating potential transactions we consider the overall commercial, financial and tax aspects. Where there is uncertainty or complexity in relation to a tax risk, we may seek external advice and, where appropriate, we may obtain tax clearances from relevant tax authorities.
Emerging Risks
As part of our ERM Framework, we maintain a Framework for the Management of Emerging Risk, which sets out the minimum standards by which emerging risks are identified, analyzed, evaluated, treated and reported on. Pursuant to this framework, the MRC and our Board Risk Committee continually monitor emerging risks and oversee changes to our ERM Framework to react to these risks, where appropriate. Emerging risks are defined as risks which may develop or which already exist but are difficult to quantify. They are marked by a high degree of uncertainty, and may or may not fall within the categories outlined above under "Risk Categories." While emerging risks are not fully understood or explicitly considered within the day-to-day operation of our business due to the lack of quantifiable data, we expect that the potential impacts of these risks may crystallize over time and therefore merit additional analysis, monitoring, evaluation and, when appropriate, management of the emerging risk. Recent examples of emerging risks that we review and consider include:
Risks relating to the recalculation and/or transition from LIBOR to alternative benchmark rates;
Risks relating to developing tax frameworks such as the OECD Pillar II Blueprint framework;
Risks relating to our claims management activities, including social inflation, increased litigation funding, latent injury claims (e.g. Talcum powder, Glyphosate, Opioids) and laws that impose absolute liability for certain types of claims;
Risks relating to climate change, including as a result of our investments, to transition risk (which arises from our efforts to mitigate the physical risks posed by climate change, for example by increasing our internal business investment to support transition to a low carbon economy or by incurring higher costs when using carbon intensive products); and
Risks arising from the ongoing uncertainty in markets and other matters related to the COVID-19 global pandemics.

14

Table of Contents
Regulation
General
The business of (re)insurance is regulated in most countries, although the degree and type of regulation varies significantly from one jurisdiction to another. Our material operations are in Bermuda, the United Kingdom, the United States, Australia and several Continental European countries. We are subject to extensive regulation under the applicable statutes in these countries and any others in which we operate. In addition, the Bermuda Monetary Authority ("BMA") acts as group supervisor of our (re)insurance companies (our "Group"). A summary of the material regulations governing us in these countries is set forth below.
We may become subject in the future to regulation in new jurisdictions or additional regulations in existing jurisdictions depending on the location and nature of any companies acquired and the volume and location of business being transacted by our existing companies.
Bermuda
Group Supervision
The BMA’s group supervision objective is to provide a coordinated approach to the regulation of an insurance group and its supervisory and capital requirements. Bermuda has been recognized by the U.S. National Association of Insurance Commissioners ("NAIC") as a qualified jurisdiction, and the E.U. recognizes Bermuda's full equivalence under Solvency II.
We are group supervised by the BMA. As our Group supervisor, the BMA performs a number of functions including: (i) coordinating the gathering and dissemination of information for other regulatory authorities; (ii) carrying out a supervisory review and assessment of our Group; (iii) carrying out an assessment of our Group's compliance with the rules on solvency, risk concentration, intra-group transactions and appropriate governance procedures; (iv) planning and coordinating, through regular meetings with other authorities, supervisory activities in respect of our Group; (v) coordinating any enforcement action that may need to be taken against our Group or any Group members; and (vi) coordinating meetings of colleges of supervisors in order to facilitate the carrying out of these functions. Cavello Bay Reinsurance Limited ("Cavello") serves as our Group’s Designated Insurer. As Designated Insurer, Cavello is required to facilitate compliance by our Group with the insurance solvency and supervision rules.
On an annual basis, the Group is required to file Group statutory financial statements, a Group statutory financial return, a Group capital and solvency return, audited Group financial statements, a Group Solvency Self-Assessment ("GSSA"), and a financial condition report with the BMA. The GSSA is designed to document our perspective on the capital resources necessary to achieve our business strategies and remain solvent, and to provide the BMA with insights on our risk management, governance procedures and documentation related to this process. In addition, the Group is required to file a quarterly financial return with the BMA.
We are required to maintain available Group statutory capital and surplus in an amount that is at least equal to the group enhanced capital requirement ("Group ECR"). The BMA has also established a group target capital level equal to 120% of the Group ECR.
The BMA also maintains supervision over the controllers of all Bermuda registered insurers, and accordingly, any person who, directly or indirectly, becomes a holder of at least 10%, 20%, 33% or 50% of our ordinary shares must notify the BMA in writing within 45 days of becoming such a holder (or ceasing to be such a holder). The BMA may object to such a person and require the holder to reduce its holding of ordinary shares and direct, among other things, that voting rights attaching to the ordinary shares shall not be exercisable.
Operating Subsidiaries
The Insurance Act 1978 of Bermuda and related regulations, as amended (together, the "Insurance Act"), regulate the (re)insurance business of our operating subsidiaries in Bermuda. The Insurance Act imposes certain solvency and liquidity standards and auditing and reporting requirements and grants the BMA powers to supervise, investigate, require information and the production of documents and intervene in the affairs of insurance companies.
Significant requirements pertaining to our regulated Bermuda subsidiaries vary depending on the class in which our company is registered, but generally include the appointment of a principal representative in Bermuda, the appointment of an independent auditor, the appointment of an approved loss reserve specialist, the filing of annual statutory and GAAP financial statements, the filing of annual statutory financial returns, the filing of quarterly financial returns, compliance with group solvency and supervision rules, and compliance with the Insurance Code of Conduct (relating to corporate governance, risk management and internal controls).
15

Table of Contents
Our regulated Bermuda subsidiaries must also comply with a minimum liquidity ratio and minimum solvency margin. The minimum liquidity ratio requires that the value of relevant assets must not be less than 75% of the amount of relevant liabilities. The minimum solvency margin, which varies depending on the class of the insurer, is determined as a percentage of either net reserves for losses and LAE or premiums. Each of our regulated Bermuda-domiciled insurers is also subject to an enhanced capital requirement ("ECR") determined pursuant to a risk-based capital measure and are required to file a Commercial Insurer’s Solvency Self-Assessment (“CISSA”), and a financial condition report with the BMA. As of December 31, 2020, each of our Bermuda-based (re)insurance subsidiaries exceeded their respective minimum solvency and liquidity requirements.
Each of our regulated Bermuda subsidiaries would be prohibited from declaring or paying any dividends if it were in breach of its minimum solvency margin or liquidity ratio or if the declaration or payment of such dividends would cause it to fail to meet such margin or ratio. In addition, each of our regulated Bermuda subsidiaries is prohibited, without the prior approval of the BMA, from reducing by 15% or more its total statutory capital, or from reducing by 25% of more its total statutory capital and surplus, as set out in its previous year’s statutory financial statements. Our Bermuda insurance companies that are in run-off are required to seek BMA approval for any dividends or distributions.
Economic Substance Act
The Economic Substance Act 2018 (the “ESA”) was passed in Bermuda in December 2018. Under the provisions of the ESA, any Bermuda-registered entity engaged in a “relevant activity” (which includes insurance business and holding entity activities) must maintain a substantial economic presence in Bermuda. To the extent that the ESA applies to our entities registered in Bermuda, we are required to demonstrate compliance with economic substance requirements by filing an annual economic substance declaration with the Registrar of Companies in Bermuda.
United Kingdom and Lloyd’s
United Kingdom
Our U.K.-based insurance subsidiaries consist of wholly-owned run-off companies. These subsidiaries are authorized by the U.K. Prudential Regulation Authority (the "PRA"), and are also regulated by the Financial Conduct Authority (the "FCA", together with the PRA, the "U.K. Regulator"). Our U.K. run-off subsidiaries may not underwrite new business without the approval of the U.K. Regulator.
The United Kingdom left the European Union on January 31, 2020 (commonly referred to as “Brexit”). The 11-month transition period, during which European Union rules remained in force, ended on December 31, 2020. For a discussion of the impact of Brexit on our operations, refer to "Item 1A. Risk Factors - Risks Relating to Laws and Regulation."
Our U.K.-based insurance subsidiaries are required to maintain adequate financial resources in accordance with the requirements of the U.K. Regulator. The calculation of the minimum capital resources requirements in any particular case depends on, among other things, the type and amount of insurance business written and claims paid by the insurance company. As of December 31, 2020, each of our U.K.-based insurance subsidiaries maintained capital in excess of the minimum capital resources requirements.
The Solvency II framework sets out requirements on capital adequacy and risk management for insurers. To the extent that Solvency II was already adopted by U.K. legislation, it remains in force post-Brexit. Insurers must comply with a Solvency Capital Requirement ("SCR"), which is calculated using either the Solvency II standard formula or a bespoke internal model. Our non-Lloyd's U.K. companies use the standard formula. It remains to be seen to what extent (if any) the U.K. will depart from the requirements of Solvency II post-Brexit in any new U.K. legislation that may be introduced.
The U.K. Regulator’s rules require our U.K. insurance subsidiaries to obtain regulatory approval for any proposed or actual payment of a dividend. The U.K. Regulator uses the SCR, among other tests, when assessing requests to make distributions.
Under the Financial Services and Markets Act of 2000 ("FSMA"), any company or individual (together with its concert parties) proposing to directly or indirectly acquire "control" over a U.K. authorized insurance company (which is generally defined as acquiring 10% or more of the shares or voting power in a U.K. authorized insurance company or its parent company) must seek prior approval of the U.K. Regulator of its intention to do so. A person who is already deemed to have "control" will require prior regulatory approval if the person increases the level of "control" beyond 20%, 30% and 50%.
16

Table of Contents
Lloyd’s
As of December 31, 2020, we participated in the Lloyd’s market through our interests in: (i) Atrium's Syndicate 609, which is managed by Atrium Underwriters Limited ("AUL"), a Lloyd's managing agent; (ii) StarStone's Syndicate 1301, which is managed by SUL, a Lloyd's managing agent; and (iii) Syndicate 2008, a syndicate that has permission to underwrite RITC business and other run-off or discontinued business type transactions with other Lloyd’s syndicates. SUL serves as managing agent for Syndicate 2008. All of the Group's underwriting by these syndicates is supported by a single corporate member. On January 1, 2021, we sold the Atrium business, and on March 15, 2021, we sold SUL, together with the right to operate Lloyd's Syndicate 1301, as discussed in Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations" and Note 26 - "Events (Unaudited) Subsequent to the Date of the Independent Auditor's Report" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2. In addition, effective June 1, 2021, the management of Syndicate 2008 and Syndicate 1301 (2020 and prior underwriting years) was novated from SUL to Enstar Managing Agency Limited.
Our Lloyd’s operations are subject to authorization and regulation by the U.K. Regulator and compliance with the Lloyd’s Act(s) and Byelaws and regulations, as well as the applicable provisions of the FSMA. The Council of Lloyd’s has wide discretionary powers to regulate its members, and its exercise of these powers might affect the return on an investment of the corporate member in a given underwriting year. This discretion includes the ability to assess up to 3% of a member’s underwriting capacity in any one year as a Central Fund contribution.
The underwriting capacity of a corporate member of Lloyd’s must be supported by providing a deposit (referred to as "Funds at Lloyd’s") in the form of cash, securities, letters of credit or other approved capital instrument in satisfaction of its capital requirement. The amount of the Funds at Lloyd’s is assessed annually and is determined by Lloyd’s in accordance with applicable capital adequacy rules.
Business plans, including maximum underwriting capacity, for Lloyd’s syndicates requires annual approval by the Lloyd’s Franchise Board, which may require changes to any business plan or additional capital to support underwriting plans.
In order to achieve finality and to release their capital, Lloyd’s members are usually required to have transferred their liabilities through an approved RITC, such as those offered by Syndicate 2008. RITC is generally put in place after the third year of a syndicate year of account. On successful conclusion of RITC, any profit from the syndicate for that year of account can be fully remitted by the managing agent to the syndicate’s members.
The Lloyd’s market has applied the Solvency II internal model under Lloyd’s supervision, and our Lloyd’s operations are required to meet Solvency II standards. The Society of Lloyd's has received approval from the PRA to use its internal model under the Solvency II regime.
Lloyd’s approval is required before any person can acquire control of a Lloyd’s managing agent or Lloyd’s corporate member.
United States
Our insurance and reinsurance companies domiciled in the United States consist of property and casualty companies in run-off. Our U.S. insurers are subject to extensive governmental regulation and supervision by the states in which they are domiciled, licensed and/or eligible to conduct business. The insurance laws and regulations of the state of domicile have the most significant impact on operations. We currently have U.S. insurers and reinsurers domiciled in Texas, New York, Missouri, Oklahoma and Rhode Island and minority owned affiliates in Delaware and Pennsylvania.
Generally, regulatory authorities have broad regulatory powers over such matters as licenses, standards of solvency, premium rates and policy forms (except for excess and surplus lines insurers), marketing practices, claims practices, investments, security deposits, restrictions on size of risks that may be insured under a single policy, methods of accounting, form and content of financial statements, corporate governance, enterprise risk management, reserves and provisions for unearned premiums, unpaid losses and LAE, reinsurance, minimum capital and surplus requirements, dividends and other distributions to shareholders, periodic examinations, annual and other report filings, and transactions among affiliates.
U.S. insurers are also required to maintain minimum levels of solvency and liquidity as determined by law, and to comply with risk-based capital requirements and licensing rules. Insurers having less statutory surplus than required by the risk-based capital calculation will be subject to varying degrees of regulatory action. If any of our U.S. insurers were to have risk-based capital levels that are below required levels, they would be subject to increased regulatory scrutiny and control by their domestic and possibly other insurance regulators. As of December 31, 2020, all of our U.S. insurers exceeded their required levels of risk-based capital.
17

Table of Contents
Applicable insurance laws also limit the amount of dividends or other distributions our U.S. insurers can pay to us. The insurance regulatory limitations on dividends are generally based on statutory net income and/or certain levels of statutory surplus as determined by the insurer’s state or states of domicile and approval must be obtained before an insurer may pay a dividend or make a distribution above these thresholds.
All states have enacted legislation regulating insurance holding company systems that requires each insurance company in the system to register with the insurance department of its state of domicile and furnish information concerning the operations of companies within the holding company system that may materially affect the operations, management or financial condition of the insurers within the system. The NAIC has adopted amendments to the Insurance Holding Company System Regulatory Act and associated regulations, which all states in which our U.S. insurers are domiciled have adopted. The amendments provide the regulators with additional tools to evaluate risks to an insurance company within the insurance holding company system. They impose more extensive informational requirements on parents and other affiliates of licensed insurers with the purpose of protecting them from enterprise risk, including requiring an annual enterprise risk report by the ultimate controlling person of the insurers identifying the material risks within the insurance holding company system that could pose enterprise risk to the insurers and requiring a person divesting its controlling interest to make a confidential advance notice filing.
The NAIC has also adopted the Risk Management and Own Risk and Solvency Assessment Model Act, which requires insurers to maintain a risk management framework and establishes a legal requirement for insurers or their insurance group to conduct an Own Risk and Solvency Assessment ("ORSA") in accordance with the NAIC’s ORSA Guidance Manual. The ORSA Model Act has been adopted in all of the states in which our U.S. insurers are domiciled, and our insurers in these states may be subject to ORSA requirements if certain premium thresholds are exceeded. Where applicable, we must regularly conduct an ORSA consistent with the ORSA Model Act, including undertaking an internal risk management review no less often than annually and preparing a summary report assessing the adequacy of risk management and capital in light of our insurers’ current and future business plans.
In addition, the NAIC’s Corporate Governance Annual Disclosure (“CGAD”) Model Act and Regulation requires the annual filing of a disclosure describing the insurance group’s corporate governance structure, policies, and practices. The Model Act and Regulation have been adopted in most of the states in which we have insurers domiciled. There are no premium thresholds for CGAD.
Before a person can acquire control of a domestic insurer (including a reinsurer) or any person controlling such insurer (including acquiring control of Enstar Group Limited), prior written approval must be obtained from the insurance commissioner of the state in which the domestic insurer is domiciled and, under certain circumstances, from insurance commissioners in other jurisdictions. Generally, state statutes and regulations provide that "control" over a domestic insurer or person controlling a domestic insurer is presumed to exist if any person, directly or indirectly, owns, controls, holds with the power to vote, or holds proxies representing, 10% or more of the voting securities or securities convertible into voting securities of the domestic insurer or of a person who controls the domestic insurer.
Australia
Our Australian regulated insurance entities (which include our insurance subsidiary and our non-operating holding company) are subject to prudential supervision by the Australian Prudential Regulation Authority ("APRA"). APRA is the primary regulatory body responsible for regulating compliance with the Insurance Act 1973. APRA has issued prudential standards that apply to general insurers in relation to capital adequacy, the holding of assets in Australia, risk management, business continuity management, reinsurance management, outsourcing, audit and actuarial reporting and valuation, the transfer and amalgamation of insurance businesses, governance, and the fit and proper assessment of the insurer’s responsible persons.
APRA’s prudential standards require that all insurers maintain and meet prescribed capital adequacy requirements designed to ensure that insurers meet their insurance obligations under a wide range of scenarios.
APRA also prescribes prudential standards on risk management and governance. These requirements include the need for regulated insurance entities to have a risk management framework that is consistent and integrated with its risk profile and capital strength, supported by a risk management function and subject to comprehensive review. APRA’s risk management requirements also include the need for regulated insurance entities to have a board risk committee that provides the Board with objective non-executive oversight of the implementation and on-going operation of its risk management framework, and the requirement that regulated insurance entities designate a chief risk officer who is involved in, and provides effective challenge to, activities and decisions that may materially affect the regulated insurance entities’ risk profile. Our Australian regulated insurance entities are compliant with these requirements.
18

Table of Contents
An insurer must obtain APRA’s written consent prior to making any capital releases, including any payment of dividends in excess of current year earnings. Our insurance subsidiary must provide APRA a valuation prepared by an appointed actuary that demonstrates that the tangible assets of the insurer, after the proposed capital reduction, are sufficient to cover its insurance liabilities to a 99.5% level of sufficiency of capital before APRA will consent to a capital release or dividend above the prescribed limit.
Under the Financial Sector (Shareholdings) Act 1998, the interest of an individual shareholder or a group of associated shareholders in an insurer is generally limited to a 15% "stake" of the insurer. A person’s stake is the aggregate of the person’s voting power and the voting power of the person’s associates. A higher percentage limit may be approved by the Treasurer of the Commonwealth of Australia on national interest grounds. Any shareholder of Enstar Group Limited with a "stake" greater than 15% has received approval to hold that stake from the Treasurer of the Commonwealth of Australia.
Europe
We have subsidiaries in Belgium, as well as StarStone Insurance SE, a Liechtenstein-based company that is regulated by the Financial Markets Authority. Our subsidiaries and branches in European jurisdictions such as Belgium and Liechtenstein are regulated in their respective home countries. The application of the Solvency II framework across such European jurisdictions generally results in a more uniform approach to regulation. Typically, such regulation is for the protection of policyholders and ceding insurance companies rather than shareholders. Regulatory authorities generally have broad supervisory and administrative powers over such matters as licenses, standards of solvency including minimum capital and surplus requirements, investments, reporting requirements relating to capital structure, ownership, financial condition and general business operations, special reporting and prior approval requirements with respect to certain transactions among affiliates, reserves for unpaid losses and LAE, reinsurance, dividends and other distributions to shareholders, periodic examinations and annual and other report filings. On February 11, 2021, we entered into an agreement to sell Arena N.V., a Belgium-based specialist accident and health managing general agent, as discussed in Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Available Information
We maintain a website with the address http://www.enstargroup.com. The information contained on our website is not included as a part of, or incorporated by reference into, this filing. We make available free of charge through our website our annual report on Form 10-K, quarterly reports on Form 10-Q, current reports on Form 8-K, and all amendments to these reports, as soon as reasonably practicable after the material is electronically filed with or otherwise furnished to the U.S. Securities and Exchange Commission, (the "SEC"). Our annual reports on Form 10-K, quarterly reports on Form 10-Q, current reports on Form 8-K, and amendments to those reports are also available on the SEC’s website at http://www.sec.gov. In addition, copies of our Code of Conduct and the governing charters for the Audit, Compensation, Nominating and Governance, Investment, Risk, and Executive Committees of our Board of Directors are available free of charge on our website.
19

Table of Contents
ITEM 7.     MANAGEMENT’S DISCUSSION AND ANALYSIS OF FINANCIAL CONDITION AND RESULTS OF OPERATIONS
The following discussion and analysis of our financial condition and results of operations should be read in conjunction with our consolidated financial statements and the related notes included elsewhere in this Exhibit 99.2. Some of the information contained in this discussion and analysis or included elsewhere in this Exhibit 99.2, including information with respect to our plans and strategy for our business, includes forward-looking statements that involve risks, uncertainties and assumptions. Our actual results and the timing of events could differ materially from those anticipated by these forward-looking statements as a result of many factors, including those discussed under "Cautionary Statement Regarding Forward-Looking Statements" included elsewhere herein and "Item 1A. Risk Factors" included within our 2020 Annual Report on Form 10-K.
The StarStone U.S. business qualifies as a discontinued operation; therefore, prior period amounts have been reclassified to conform to the current period presentation. For further information, refer to Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2. These reclassifications had no impact on net earnings, the Run-off segment or the Legacy Underwriting segment; however, these reclassifications did impact our consolidated results of operations and our corporate and other activities.
Table of Contents
Section Page
20
20
22
23
25
27
29
35
36
40
43
52
58

Business Overview
For information on the Company and our business strategy, refer to "Item 1. Business - Company Overview" and "- Business Strategy."
Key Performance Indicator
Our primary corporate objective is growing our book value per share, and we believe that long-term growth in fully diluted book value per share is the most appropriate measure of our financial performance. We create growth in our book value through the execution of the strategies discussed in "Item 1. Business - Business Strategy."
During 2020, our book value per share on a fully diluted basis increased by 42.1% to $281.20 per share. The increase was primarily due to our net earnings for the year ended December 31, 2020, which was primarily the result of net realized and unrealized investment gains and earnings from equity method investments, as discussed more fully below.

20

Table of Contents
The growth of our fully diluted book value per share over the last 10 years is shown in the table below. ESGR-20210611_G1.JPG
The table below summarizes the calculation of our fully diluted book value per ordinary share as of December 31, 2020 and 2019:
2020 2019 Change
(In thousands of U.S. dollars, except share and per share data)
Numerator:
Total Enstar shareholder's equity $ 6,674,395  $ 4,842,183  $ 1,832,212 
Less: Series D and E preferred shares 510,000  510,000  — 
Total Enstar ordinary shareholders' equity (A) 6,164,395  4,332,183  1,832,212 
Proceeds from assumed conversion of warrants (1)
20,229  20,229  — 
Numerator for fully diluted book value per ordinary share calculations (B) $ 6,184,624  $ 4,352,412  $ 1,832,212 
Denominator:
Ordinary shares outstanding (C) (2)
21,519,602  21,511,505  8,097 
Effect of dilutive securities:
Share-based compensation plans (3)
298,095 302,565 (4,470)
Warrants(1)
175,901 175,901 — 
Fully diluted ordinary shares outstanding (D) 21,993,598  21,989,971  3,627 
Book value per ordinary share
Basic book value per ordinary share = (A) / (C) $ 286.45  $ 201.39  $ 85.06 
Fully diluted book value per ordinary share = (B) / (D) $ 281.20  $ 197.93  $ 83.27 
(1) As of December 31, 2020, there were warrants outstanding to acquire 175,901 Series C Non-Voting Ordinary Shares for an exercise price of $115.00 per share, subject to certain adjustments (the "Warrants"). The Warrants were exercised on a non-cash basis during the three months ended March 31, 2021, which resulted in a total of 89,590 Series C Non-Voting Ordinary Shares being issued in that period. As of June 11, 2021, there were no warrants outstanding following the exercise described above.
(2) Ordinary shares outstanding includes voting and non-voting shares but excludes ordinary shares held in the Enstar Group Limited Employee Benefit Trust (the "EB Trust") in respect of awards made under our Joint Share Ownership Plan, a sub-plan to our Amended and Restated 2016 Equity Incentive Plan (the "JSOP").
(3) Share-based dilutive securities include restricted shares, restricted share units, and performance share units ("PSUs"). The amounts for PSUs, and for ordinary shares held in the EB Trust in respect of the JSOP, are adjusted at the end of each period end to reflect the latest estimated performance multipliers for the respective awards. The JSOP shares did not have a dilutive effect as of December 31, 2020.
21

Table of Contents
Non-GAAP Financial Measures
Our non-GAAP measures shown below, as defined in Item 10(e) of Regulation S-K, enable readers of the consolidated financial statements to analyze our results in a way that is more aligned with the manner in which our management measures our underlying performance. We believe that presenting these non-GAAP financial measures, which may be defined and calculated differently by other companies, improves the understanding of our consolidated results of operations. These measures should not be viewed as a substitute for those calculated in accordance with U.S. GAAP.
Non-GAAP Operating Income
In addition to presenting net earnings (losses) attributable to Enstar ordinary shareholders and diluted earnings (losses) per ordinary share determined in accordance with U.S. GAAP, we believe that presenting non-GAAP operating income (loss) attributable to Enstar ordinary shareholders and non-GAAP diluted operating income (loss) per ordinary share provides investors with valuable measures of our performance.
Non-GAAP operating income (loss) attributable to Enstar ordinary shareholders is calculated by the addition or subtraction of certain items from within our consolidated statements of earnings to or from net earnings (loss) attributable to Enstar ordinary shareholders, the most directly comparable GAAP financial measure, as illustrated in the table below, for the years ending December 31, 2020, 2019 and 2018:
2020 2019 2018
(in thousands of U.S. dollars, except share and per share data)
Net earnings (loss) attributable to Enstar ordinary shareholders $ 1,719,344  $ 902,175  $ (162,354)
Adjustments:
Net realized and unrealized (gains) losses on fixed maturity investments and funds held - directly managed (1)
(306,284) (515,628) 237,262 
Change in fair value of insurance contracts for which we have elected the fair value option 119,046  117,181  6,664 
Gain on sale of subsidiary (3,375) —  — 
Net earnings from discontinued operations (16,251) (7,375) (1,489)
Tax effects of adjustments (2)
27,534  47,091  (15,364)
Adjustments attributable to noncontrolling interest (3)
12,087  14,524  (6,665)
Non-GAAP operating income attributable to Enstar ordinary shareholders (4)
$ 1,552,101  $ 557,968  $ 58,054 
Diluted net earnings (loss) per ordinary share (5)
$ 78.80  $ 41.43  $ (7.84)
Adjustments:
Net realized and unrealized (gains) losses on fixed maturity investments and funds held - directly managed (1)
(14.04) (23.68) 11.42 
Change in fair value of insurance contracts for which we have elected the fair value option 5.46  5.38  0.32 
Gain on sale of subsidiary (0.15) —  — 
Net earnings from discontinued operations (0.74) (0.34) (0.07)
Tax effects of adjustments (2)
1.26  2.16  (0.73)
Adjustments attributable to noncontrolling interest (3)
0.55  0.67  (0.32)
Diluted non-GAAP operating income per ordinary share (4)
$ 71.14  $ 25.62  $ 2.78 
Weighted average ordinary shares outstanding:
Basic 21,551,408  21,482,617  20,698,310 
Diluted 21,818,294  21,775,066  20,904,176 
(1) Represents the net realized and unrealized gains and losses related to fixed maturity securities recognized in net earnings (losses). Our fixed maturity securities are held directly on our balance sheet and also within the "Funds held - directly managed" balance. Refer to Note 6 - "Investments" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2 for further details on our net realized and unrealized gains and losses.
22

Table of Contents
(2) Represents an aggregation of the tax expense or benefit associated with the specific country to which the pre-tax adjustment relates, calculated at the applicable jurisdictional tax rate.
(3) Represents the impact of the adjustments on the net earnings (loss) attributable to noncontrolling interest associated with the specific subsidiaries to which the adjustments relate.
(4) Non-GAAP financial measure.
(5) During a period of loss, the basic weighted average ordinary shares outstanding is used in the denominator of the diluted loss per ordinary share computation as the effect of including potentially dilutive securities would be anti-dilutive.
Non-GAAP operating income (loss) is net earnings attributable to Enstar ordinary shareholders excluding: (i) net realized and unrealized (gains) losses on fixed maturity investments and funds held - directly managed included in net earnings (loss); (ii) change in fair value of insurance contracts for which we have elected the fair value option; (iii) gain (loss) on sale of subsidiaries, if any; (iv) net earnings (loss) from discontinued operations, if any; (v) tax effect of these adjustments, where applicable; and (vi) attribution of share of adjustments to noncontrolling interest, where applicable. We eliminate the impact of net realized and unrealized (gains) losses on fixed maturity investments and funds held - directly managed and change in fair value of insurance contracts for which we have elected the fair value option because these items are subject to significant fluctuations in fair value from period to period, driven primarily by market conditions and general economic conditions, and therefore their impact on our earnings is not reflective of the performance of our core operations. We eliminate the impact of gain (loss) on sale of subsidiaries and net earnings (loss) on discontinued operations because these are not reflective of the performance of our core operations. Diluted Non-GAAP operating income (loss) per ordinary share is diluted net earnings per ordinary share excluding the per diluted share amounts of each of the adjustments used to calculate non-GAAP operating income.
Reserve/Claims Savings
Reserve/Claims Savings is a non-GAAP measure calculated using components of amounts determined in accordance with U.S. GAAP for our Run-off segment. Reserve/Claims Savings is calculated by adding (i) the reduction (increase) in estimates of net ultimate losses relating to prior periods, included in net incurred losses and LAE, and (ii) the reduction (increase) in estimates of ultimate net defendant asbestos and environmental (“Defendant A&E”) liabilities relating to prior periods, included in other income (expense). Because the reduction (increase) in estimates of ultimate Defendant A&E liabilities for prior periods is presented as a component of other income (expense) in our consolidated statement of earnings, there is not a U.S. GAAP measure that is directly comparable to Reserve/Claims Savings presented on a non-GAAP basis. However, we believe Reserve/Claims Savings provides investors with a meaningful measure of claims management performance within our Run-off segment that is consistent with management’s view of the business because it combines the reduction (increase) in estimates of net ultimate losses related to our direct exposure to certain acquired asbestos and environmental liabilities with the reduction (increase) in estimates of net ultimate losses related to liabilities that we have insured. For a reconciliation showing the calculation of Reserve/Claims Savings using the applicable components of amounts determined in accordance with U.S. GAAP for our Run-off segment, refer to "Results of Operations by Segment - Run-off Segment" below.
Current Outlook
The evolving COVID-19 pandemic has caused significant disruption in global financial markets and economies worldwide. Although the overall financial and operational impact to us has been minimal to-date, with virtually all of our employees working remotely, the scope, duration and magnitude of the direct and indirect effects of the COVID-19 pandemic are changing rapidly and are difficult to anticipate. As with others in our industry, we are subject to economic factors such as interest rates, inflationary pressures, market volatility, foreign exchange rates, underwriting events, regulation, tax policy changes, political risks and other market risks that can impact our strategy and operations. For additional information on the risks posed by the COVID-19 pandemic, refer to "Item 1A. Risk Factors - Risks Relating to our Run-off Business" in our 2020 Annual Report on Form 10-K.
The value of our investment portfolio has been impacted by the ongoing uncertainty and volatility in financial markets caused by the COVID-19 pandemic. For our fixed income portfolio, the COVID-19 pandemic has resulted in interest rates dropping to historically low levels which, in conjunction with credit spreads remaining largely unchanged year-over-year, has contributed to net unrealized gains for the year ended December 31, 2020. As of December 31, 2020, our fixed income portfolio remained well-positioned with an A+ average credit rating. The COVID-19 pandemic has increased the risk of defaults and downgrades across many industries, and we continue to monitor credit risk during this time of volatility. We expect interest rates and credit spreads will remain volatile in the near-term.
Our other investments, including equities, hedge funds, equity method investments and other non-fixed income investments, are expected to generate higher expected returns, have a longer investment time horizon, and
23

Table of Contents
provide diversification to our fixed income portfolio. Given their higher risk and return profile, we expect these returns to be more volatile over the short-term relative to our fixed income investments. Heightened volatility in equity markets was introduced during the COVID-19 pandemic, though equity prices have recovered from the sharp declines experienced in the first quarter of 2020. This improvement has resulted in unrealized gains in our equity and other investments for the year ended December 31, 2020. We anticipate continued volatility in the global investment markets as a result of the economic conditions caused by the COVID-19 pandemic.
Our results for the year ended December 31, 2020 included the impact of unrealized investment gains of $1.5 billion, driven primarily by increases in the valuation of our other investments, predominantly hedge fund investments, and earnings from equity method investments of $238.6 million. Investments that are accounted for under the equity method typically report their results on a three month lag. Accordingly, the potential effects of volatility across global financial markets, including the impact of COVID-19, on our equity method investments is generally reflected in our consolidated financial statements on a quarter lag basis.
During the year ended December 31, 2020, the Legacy Underwriting segment incurred COVID-19 related net underwriting losses of $79.1 million, for which our share was $50.4 million. COVID-19 net underwriting losses for the Legacy Underwriting segment primarily included losses in the casualty, accident and health, and property lines of business. Our Run-off segment had no underwriting losses related to the COVID-19 pandemic; however, as a result of the loss portfolio transfer and adverse development cover reinsurance agreement with StarStone U.S., as further described in Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2, the Run-off segment assumed $10.0 million of COVID-19 related loss reserves from StarStone U.S.2 The amounts of losses referenced herein represent our estimate of underwriting losses related to the COVID-19 pandemic incurred through December 31, 2020. Given the uncertainties associated with the COVID-19 pandemic and its impact, and the limited information upon which our current estimates have been made, our preliminary reserves and the estimated liability for losses and LAE arising from the COVID-19 pandemic may materially change.
We expect to see continued opportunities in the run-off market with companies looking for alternative and optimized capital solutions and greater certainty around incurred losses on books of business that are in run-off. Our strategy is to administer the run-off of claims profitably through closing claims in an efficient and effective manner. However, there may be increased competition in the run-off market and increased volatility in run-off portfolios that have come to market. We believe we have a competitive advantage in the run-off market and will continue to apply our disciplined approach to underwriting and pricing transactions.
Strategic Developments
As a result of the sale and recapitalization of StarStone U.S., the sale of the majority of our interest in Atrium and the placing of StarStone International into run-off, we have largely exited our previously controlled active underwriting platforms. While we maintain strategic minority interests in these businesses, our primary focus is on our core business of acquiring and managing (re)insurance companies or portfolios of (re)insurance business in run-off. For further information on our strategic developments, refer to Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Run-off Business Opportunities
On October 15, 2020, we completed an IBT in the U.S., having received judicial approval from the Oklahoma County District Court. The transaction occurred between two of our subsidiaries and, although common in many parts of the world, it was the first of its kind to occur in the U.S. The IBT mechanism provides another option for structuring U.S. transactions in the future which provides legal finality to the seller of transferred insurance liabilities.
Our acquisition activity in the Run-off segment remains strong. During 2021, we announced a transaction with ProSight and completed transactions with Hiscox, AXA Group, CNA and Liberty Mutual. Collectively, these 2021 transactions represent $3.4 billion of assets and $3.6 billion liabilities. During 2020, we completed transactions with Hannover Re, Munich Re, AXA Group, Aspen and Lyft. Collectively, these 2020 transactions represent $1.7 billion of assets and liabilities. Refer to Note 4 - "Significant New Business" and Note 26 - "Events (Unaudited) Subsequent to the Date of the Independent Auditor's Report" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2 for further information on these transactions.
2 During the year ended December 31, 2020, StarStone U.S. incurred COVID-19 related net underwriting losses of $10.0 million, for which our share was $5.9 million. COVID-19 net underwriting losses for StarStone U.S. included losses in the casualty lines of business and were included in net earnings from discontinued operations, net of income taxes, within corporate and other activities.
24

Table of Contents
Consolidated Results of Operations - For the Years Ended December 31, 2020, 2019 and 2018
The following table sets forth our consolidated statements of earnings for the years ended December 31, 2020, 2019 and 2018.
The StarStone U.S. business qualifies as a discontinued operation; therefore, certain prior period amounts have been reclassified to conform to the current period presentation. These reclassifications had no impact on net earnings. For further information, refer to Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
For a discussion of the critical accounting estimates that affect the results of operations, see "Critical Accounting Estimates" below.  
  2020 2019 Change 2018 Change
  (in thousands of U.S. dollars)
INCOME
Net premiums earned $ 572,092  $ 804,047  $ (231,955) $ 695,779  $ 108,268 
Fees and commission income 42,446  28,453  13,993  35,088  (6,635)
Net investment income 302,817  308,271  (5,454) 261,698  46,573 
Net realized and unrealized gains (losses) (1)
1,642,019  1,011,966  630,053  (407,532) 1,419,498 
Other income 101,132  37,070  64,062  34,073  2,997 
2,660,506  2,189,807  470,699  619,106  1,570,701 
EXPENSES
Net incurred losses and LAE 415,926  614,179  (198,253) 323,722  290,457 
Acquisition costs 171,020  240,609  (69,589) 177,855  62,754 
General and administrative expenses 501,479  413,084  88,395  348,786  64,298 
Interest expense 59,308  52,541  6,767  25,696  26,845 
Net foreign exchange (gains) losses 16,393  (7,912) 24,305  2,644  (10,556)
1,164,126  1,312,501  (148,375) 878,703  433,798 
EARNINGS (LOSS) BEFORE INCOME TAXES 1,496,380  877,306  619,074  (259,597) 1,136,903 
Income tax benefit (expense) (23,827) (12,372) (11,455) 3,689  (16,061)
Earnings from equity method investments 238,569  55,910  182,659  42,147  13,763 
NET EARNINGS (LOSS) FROM CONTINUING OPERATIONS 1,711,122  920,844  790,278  (213,761) 1,134,605 
Net earnings from discontinued operations, net of income taxes 16,251  7,375  8,876  1,489  5,886 
NET EARNINGS (LOSS) 1,727,373  928,219  799,154  (212,272) 1,140,491 
Net loss attributable to noncontrolling interest 27,671  9,870  17,801  62,051  (52,181)
NET EARNINGS (LOSS) ATTRIBUTABLE TO ENSTAR 1,755,044  938,089  816,955  (150,221) 1,088,310 
Dividends on preferred shares (35,700) (35,914) 214  (12,133) (23,781)
NET EARNINGS (LOSS) ATTRIBUTABLE TO ENSTAR ORDINARY SHAREHOLDERS $ 1,719,344  $ 902,175  $ 817,169  $ (162,354) $ 1,064,529 
(1) This includes amounts relating to both fixed income securities and other investments. We have historically accounted for our fixed income securities as a trading portfolio, whereby unrealized gains and losses are reflected in earnings. However, from October 1, 2019 we have also elected to use AFS accounting. As trading fixed income securities mature or are disposed of, the proceeds are generally reinvested in fixed income securities classified as AFS securities for the Investments segment and the StarStone International Portfolio3. For a breakdown between realized and unrealized gains and losses, refer to Note 6 - "Investments" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.

3 The investment results of StarStone International were included in the Legacy Underwriting segment prior to January 1, 2021 and the Investments segment from January 1, 2021.
25

Table of Contents
Highlights
Consolidated Results of Operations for 2020:
Consolidated net earnings attributable to Enstar ordinary shareholders of $1.7 billion and basic and diluted earnings per share of $79.78 and $78.80, respectively, a year-over-year increase of $817.2 million or $37.37 per diluted share.
Non-GAAP operating income attributable to Enstar ordinary shareholders4 of $1.6 billion and diluted non-GAAP operating income per ordinary share of $71.14 compared to $558.0 million and $25.62, respectively, for 2019.
Segment income from our Investments segment of $2.1 billion, which included the impact of net realized and unrealized gains of $1.6 billion, comprised of $168.5 million of net realized gains and $1.5 billion of net unrealized gains, driven primarily by increases in the valuation of our other investments, predominantly hedge fund investments, as discussed below in the "Investment Results - Consolidated" section. Also contributing to segment income was $238.6 million of earnings from equity method investments, driven primarily by our investments in Enhanzed Re and Monument Re.
Segment income from our Run-off segment of $143.0 million, which included Reserve/Claims Savings5 of $230.3 million.
Segment loss from our Legacy Underwriting segment of $93.1 million, which included estimated net underwriting losses related to the COVID-19 pandemic of $79.1 million and exit costs associated with the StarStone International Run-Off of $63.7 million for which Enstar's share was $50.4 million and $37.6 million, respectively.
Consolidated Financial Condition as of December 31, 2020:
Total investable assets of $17.3 billion, an increase of 22.7% year-over-year.
Total reinsurance balances recoverable on paid and unpaid losses of $2.1 billion was relatively unchanged from 2019.
Total assets of $21.6 billion compared to $19.8 billion in 2019.
Total gross and net reserves for losses and LAE of $10.6 billion and $8.5 billion, respectively. During 2020, our Run-off segment assumed and ceded net reserves of $2.2 billion and $154.9 million, respectively.
Total capital of $8.4 billion, including common equity of $6.2 billion, preferred equity of $510.0 million, noncontrolling interests of $379.0 million, and debt of $1.4 billion.
Fully diluted book value per ordinary share of $281.20, an increase of 42.1% since December 31, 2019, which was primarily the result of net realized and unrealized investment gains and earnings from equity method investments.
Consolidated Overview
2020 versus 2019: Consolidated net earnings attributable to Enstar ordinary shareholders increased by $817.2 million from 2019. The most significant drivers of the change in our financial performance included:
Investments Segment - segment income from our Investments segment increased by $834.9 million, primarily due to:
An increase in net realized and unrealized gains of $653.3 million, driven by an increase in the valuation of our other investments, predominantly in a hedge fund, as discussed below in the "Investment Results - Consolidated" section; and
An increase in earnings from equity method investments of $182.7 million, driven primarily by our investments in Enhanzed Re and Monument Re.
4 For a reconciliation of non-GAAP operating income attributable to Enstar ordinary shareholders to net earnings attributable to Enstar ordinary shareholders calculated in accordance with GAAP, and diluted non-GAAP operating income per ordinary share to diluted net earnings per ordinary share calculated in accordance with GAAP, see "Non-GAAP Financial Measures" above.
5 Non-GAAP financial measure. Refer to "Business Overview - Non-GAAP Financial Measures" above and "Results of Operations by Segment - Run-off Segment Results" below for further details.
26

Table of Contents
Run-off Segment - segment income from our Run-off segment increased by $1.7 million, primarily due to an increase in other income driven by a change in actuarial estimates of our defendant asbestos and environmental liabilities and a decrease in acquisition costs in the current period, partially offset by a decrease in net earned premiums.
Legacy Underwriting Segment - segment loss from our Legacy Underwriting segment decreased by $7.3 million, primarily as a result of lower underwriting losses due to the impact of underwriting remediation activity, partially offset by COVID-19 related net underwriting losses and exit costs associated with placing StarStone International into run-off and a lower investment return in the current period.
Non-GAAP operating income - Our non-GAAP operating income, which excludes the impact of realized and unrealized losses on fixed maturity securities and other items, increased by $994.1 million. The increase was primarily attributable to net realized and unrealized gains on our other investments of $1.3 billion and earnings from equity method investments of $238.6 million, as discussed above. For a reconciliation of non-GAAP operating income attributable to Enstar ordinary shareholders to net earnings attributable to Enstar ordinary shareholders calculated in accordance with GAAP, see "Non-GAAP Financial Measures" above.
2019 versus 2018: Consolidated net earnings attributable to Enstar ordinary shareholders increased by $1.1 billion. The most significant drivers of the change in our financial performance included:
Investments Segment - segment income from our Investments segment increased by $1.4 billion largely due to net unrealized and realized gains driven primarily by higher valuations due to declining interest rates and tighter credit spreads; compared to lower valuations in 2018 due to higher interest rates and wider credit spreads.
Run-off Segment - segment income from our Run-off segment decreased by $134.5 million, primarily due to an increase in net incurred losses and LAE and acquisition costs reflective of an increase in net premiums earned in 2019.
Legacy Underwriting Segment - segment loss from our Legacy Underwriting segment decreased by $109.8 million primarily due to a reduction in underwriting losses and an increase in net realized and unrealized gains in 2019 compared to losses in 2018.
Non-GAAP operating income - Our non-GAAP operating income, which excludes the impact of unrealized gains and losses on fixed maturity securities and other items, increased by $499.9 million primarily due to our other investments results in 2019. For a reconciliation of non-GAAP operating income attributable to Enstar ordinary shareholders to net earnings attributable to Enstar ordinary shareholders calculated in accordance with GAAP, see "Non-GAAP Financial Measures" above.
Results of Operations by Segment - For the Years Ended December 31, 2020, 2019 and 2018
Following the completion of our strategic transactions related to both Atrium and StarStone, our segment structure was revised effective January 1, 2021. For further information on these strategic transactions and our new segment structure, refer to Item 1. Business - Company Overview, Note 1 - "Description of Business," Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations" and Note 24 - "Segment Information" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Our business is organized into three reportable segments: (i) Run-off; (ii) Investments; and (iii) Legacy Underwriting. In addition, our corporate and other activities, which do not qualify as an operating segment, includes income and expense items that are not directly attributable to our reportable segments. For a description of our segments and our corporate and other activities, see "Item 1. Business - Operating Segments" and "Corporate and Other" below, respectively.
Expenses that are directly attributable to our three reportable segments are disclosed under those segments while non-direct expenses, as well as costs related to shared services that are not directly attributable to our reportable segments, are allocated to our reportable segments as well as to our corporate and other activities, on the basis of the actual or proportion of benefit derived from the services provided.

27

Table of Contents
The below table provides our results by segment and for our corporate and other activities for the years ended December 31, 2020, 2019 and 2018:
  2020 2019 Change 2018 Change
  (in thousands of U.S. dollars)
Results by segment:
Run-off $ 143,039  $ 141,295  $ 1,744  $ 275,843  $ (134,548)
Investments 2,102,134  1,267,281  834,853  (139,177) 1,406,458 
Legacy Underwriting (93,069) (100,320) 7,251  (210,156) 109,836 
Corporate and Other (432,760) (406,081) (26,679) (88,864) (317,217)
Net earnings (loss) attributable to Enstar ordinary shareholders $ 1,719,344  $ 902,175  $ 817,169  $ (162,354) $ 1,064,529 

The following is a discussion of our results of operations by segment.
28

Table of Contents
Run-off Segment
For a description of our Run-off segment, see "Item 1. Business - Operating Segments - Run-off." The following is a discussion and analysis of the results of operations for our Run-off segment.
2020 2019 Change 2018 Change
INCOME
Net premiums earned $ 58,695  $ 168,496  $ (109,801) $ 9,427  $ 159,069 
Fees and commission income 19,462  18,293  1,169  16,466  1,827 
Other income 112,948  48,309  64,639  36,224  12,085 
191,105  235,098  (43,993) 62,117  172,981 
EXPENSES
Net incurred losses and LAE (145,358) (153,370) 8,012  (339,389) 186,019 
Acquisition costs 20,177  73,642  (53,465) 4,006  69,636 
General and administrative expenses 173,247  173,531  (284) 121,657  51,874 
48,066  93,803  (45,737) (213,726) 307,529 
SEGMENT INCOME $ 143,039  $ 141,295  $ 1,744  $ 275,843  $ (134,548)
Supplemental information:
Reconciliation of reserve/claims savings to GAAP line items in the Run-off segment:
Net incurred losses and LAE:
Reduction in estimates of net ultimate losses - prior periods (A) $ 127,116  $ 219,085  $ (91,969) $ 286,439  $ (67,354)
Increase in estimates of net ultimate losses - current period (30,523) (123,119) 92,596  (12,451) (110,668)
Reduction in provisions for unallocated LAE 48,765  57,404  (8,639) 65,401  (7,997)
Net incurred losses and LAE 145,358  153,370  (8,012) 339,389  (186,019)
Other income:
Reduction in estimates of net ultimate defendant A&E liabilities - prior periods (B) 103,166  4,263  98,903  23,221  (18,958)
Reduction in estimated future defendant A&E expenses 9,126  3,274  5,852  —  3,274 
All other income 656  40,772  (40,116) 13,003  27,769 
Other income 112,948  48,309  64,639  36,224  12,085 
Reserve/claims savings: total reduction in net ultimate losses(1) = (A) + (B)
$ 230,282  $ 223,348  $ 6,934  $ 309,660  $ (86,312)
(1) Non-GAAP financial measure. Refer to "Business Overview - Non-GAAP Financial Measures" for further details.
Overall Results
2020 versus 2019: Segment income from our Run-off segment increased by $1.7 million, primarily due to:
An increase in other income of $64.6 million largely driven by changes in actuarial estimates in defendant asbestos and environmental liabilities; and
A decrease in acquisition costs of $53.5 million due to a lower level of net premiums earned and lower associated acquisition costs in respect of run-off business assumed during the year; partially offset by,
A decrease in net premiums earned of $109.8 million reflective of the timing of new transactions and the earnings pattern of unearned premiums.
29

Table of Contents
2019 versus 2018: Segment income from our Run-off segment decreased by $134.5 million, primarily due to:
An increase in net incurred losses and LAE of $186.0 million due to an increase in estimates of current period net ultimate losses and LAE liabilities, reflective of an increase in net premiums earned during the year, and a lower reduction in estimates of net ultimate losses and LAE liabilities relating to prior periods in 2019 compared to 2018;
An increase in acquisition costs of $69.6 million due to an increase in net premiums earned during 2019; and
An increase in general and administrative expenses of $51.9 million primarily attributable to an increase in performance-based salary and benefit expenses in 2019; partially offset by,
An increase in net premiums earned of $159.1 million reflective of the timing of new transactions in 2019 and the earnings pattern of unearned premiums.
An analysis of the components of the segment's net earnings is shown below.
Net Premiums Earned:
The following table shows the gross and net premiums written and earned for the Run-off segment.
  2020 2019 Change 2018 Change
  (in thousands of U.S. dollars)
Gross premiums written $ 5,191  $ (25,069) $ 30,260  $ (8,910) $ (16,159)
Ceded reinsurance premiums written (2,204) (269) (1,935) (307) 38 
Net premiums written 2,987  (25,338) 28,325  (9,217) (16,121)
Gross premiums earned 71,522  197,009  (125,487) 25,230  171,779 
Ceded reinsurance premiums earned (12,827) (28,513) 15,686  (15,803) (12,710)
Net premiums earned $ 58,695  $ 168,496  $ (109,801) $ 9,427  $ 159,069 

Since business in this segment is in run-off, our general expectation is for premiums associated with legacy business to decline in future periods. However, the actual amount in any particular year will be impacted by new transactions during the year and the run-off of unearned premiums from transactions completed in recent years. Premiums earned in this segment are generally offset by net incurred losses and LAE related to the premiums. Premiums earned may be higher than premiums written as we may acquire or assume unearned premium without the writing of gross premiums.
2020 versus 2019: Net premiums earned in 2020 were primarily related to the AmTrust RITC transactions assumed in 2019, whereas premiums written and earned in 2019 were primarily related to the run-off business assumed as a result of the AmTrust RITC transactions and the acquisition of Maiden Reinsurance North America, Inc. ("Maiden Re North America").
2019 versus 2018: Net premiums earned in 2019 were primarily related to the run-off business assumed as a result of the AmTrust RITC transactions and the acquisition of Maiden Re North America.
30

Table of Contents
Net Incurred Losses and LAE:
The following table shows the components of net incurred losses and LAE for the Run-off segment.
  2020 2019 2018
  Prior
Periods
Current
Period
Total Prior
Periods
Current
Period
Total Prior
Periods
Current
Period
Total
  (in thousands of U.S. dollars)
Net losses paid $ 1,064,911  $ 9,990  $ 1,074,901  $ 1,182,804  $ 64,820  $ 1,247,624  $ 838,812  $ $ 838,817 
Net change in case and LAE reserves (1)
(449,610) (3,470) (453,080) (553,996) 23,105  (530,891) (552,124) 4,704  (547,420)
Net change in IBNR reserves (2)
(742,417) 24,003  (718,414) (847,893) 35,194  (812,699) (573,127) 7,742  (565,385)
Increase (reduction) in estimates of net ultimate losses (127,116) 30,523  (96,593) (219,085) 123,119  (95,966) (286,439) 12,451  (273,988)
Increase (reduction) in provisions for unallocated LAE (3)
(48,407) (358) (48,765) (57,844) 440  (57,404) (65,401) —  (65,401)
Net incurred losses and LAE $ (175,523) $ 30,165  $ (145,358) $ (276,929) $ 123,559  $ (153,370) $ (351,840) $ 12,451  $ (339,389)
(1)Comprises the movement during the year in specific case reserve liabilities as a result of claims settlements or changes advised to us by our policyholders and attorneys, less changes in case reserves recoverable advised by us to our reinsurers as a result of the settlement or movement of assumed claims.
(2)Represents the gross change in our actuarial estimates of IBNR, less amounts recoverable.
(3) Represents the change in the estimate of the total future costs to administer the claims.
2020 versus 2019: Net incurred losses and LAE increased by $8.0 million primarily due to a lower reduction in estimates of net ultimate losses related to prior periods, partially offset by a lower estimate of current period losses in 2020.
2019 versus 2018: Net incurred losses and LAE increased by $186.0 million primarily due to an increase in the current period losses driven by an increase in net premium earned in 2019 and a lower reduction in estimates of net ultimate losses related to prior periods in 2019.
The following table shows the components of the 2020 reduction in estimates of net ultimate losses related to prior periods by line of business for the Run-off segment.
2020
Net losses paid Net change in case and LAE reserves Net change in IBNR reserves Increase (reduction) in estimates of net ultimate losses
Asbestos $ 132,853  $ (1,300) $ (150,054) $ (18,501)
Environmental 23,866  (266) (36,362) (12,762)
General Casualty 170,502  (68,744) (127,421) (25,663)
Workers' Compensation 142,790  (176,927) (149,198) (183,335)
Marine, aviation and transit 33,927  (14,458) (50,558) (31,089)
Construction defect 27,476  (6,092) (13,382) 8,002 
Professional indemnity/ Directors & Officers 63,878  3,698  (79,181) (11,605)
Motor 349,366  (106,561) (95,040) 147,765 
Property 71,422  (24,356) (64,331) (17,265)
All Other 48,831  (54,604) 23,110  17,337 
Total $ 1,064,911  $ (449,610) $ (742,417) $ (127,116)
The significant drivers of the 2020 reduction in estimates of net ultimate losses are explained below.
Workers' Compensation - The workers’ compensation line of business experienced a $183.3 million reduction in estimates of net ultimate losses as a result of favorable actual development versus expected development across nearly all our acquired companies and assumed portfolios. We continue to drive favorable loss experience by proactively settling claims for less than the current case reserves. During 2020, we paid net losses of $142.8 million and released case and LAE reserves of $176.9 million. This represents a decrease in reported losses of $34.1 million for the year. As a result of the favorable development in our data, our actuarial analyses indicated and resulted in a release of $149.2 million of IBNR reserves, primarily attributed to a settlement of an outwards reinsurance agreement resulting in the reduction in gross ultimate losses inuring to our benefit.
31

Table of Contents
We also continue to actively seek to commute policies in our workers' compensation line of business when possible, and where the commutation of the policy is settled at a level below the carried value of the loss reserves, we record a reduction in our estimates of net ultimate losses. Included in the net paid losses and released case and LAE reserves were 10 commutations that resulted in a net reduction of ultimate losses of $10.8 million.
Marine, aviation and transit - We experienced $31.1 million of favorable development in our marine, aviation and transit line of business. The reduction in net ultimate loss reserves was driven by a number of favorable outcomes on certain large claims from our U.K.-based portfolios and better actual than expected experience of reported losses across most reserve segments which led to releases of IBNR reserves as a result of our annual actuarial analyses.
General casualty - Our general casualty line of business experienced $25.7 million in favorable loss development which was the result of better actual than expected claim emergence across several portfolios including a new portfolio acquired in 2020 that underwent its first actuarial analysis by our outside actuarial consultant. To date, we have not experienced adverse social inflation in our general casualty line of business since we are generally proactive in settling claims early for fair value which reduces legal costs for both the defendant and plaintiff.
Motor - The experience in the motor line was adverse by $147.8 million due to higher than expected severity related to a recent assumed loss portfolio transfer transaction. The case reserves were significantly strengthened when we transferred the claims handling to a new third-party administrator with specialist experience in commercial automobile exposures. Along with the new third-party administrator, we have implemented several claim initiatives aimed at reducing defense costs, settling claims earlier, lowering claims severity and increased governance and technical oversight.
Other significant components of the 2020 net incurred losses and LAE include losses related to 2020 net earned premium of $30.2 million and 15 commutations in lines other than workers’ compensation resulting in a decrease of $12.3 million.
The following table shows the components of the 2019 reduction in estimates of net ultimate losses related to prior periods by line of business for the Run-off segment.
2019
Net losses paid Net change in case and LAE reserves Net change in IBNR reserves Increase (reduction) in estimates of net ultimate losses
Asbestos $ 118,557  $ 35,003  $ (146,749) $ 6,811 
Environmental 16,899  13,796  (15,707) 14,988 
General Casualty 175,044  (89,968) (91,818) (6,742)
Workers' Compensation 208,961  (156,435) (188,944) (136,418)
Marine, aviation and transit 82,058  (77,958) (24,508) (20,408)
Construction defect 32,078  (8,313) (25,025) (1,260)
Professional indemnity/ Directors & Officers 103,413  (36,986) (104,984) (38,557)
Motor 276,563  (134,127) (179,887) (37,451)
Property 94,093  (73,259) (7,358) 13,476 
All Other 75,138  (25,749) (62,913) (13,524)
Total $ 1,182,804  $ (553,996) $ (847,893) $ (219,085)

The significant drivers of the 2019 reduction in estimates of net ultimate losses are explained below.
32

Table of Contents
Workers' Compensation - A $136.4 million reduction in estimates of net ultimate losses in our workers' compensation line of business arose across multiple portfolios, where reported loss development was generally significantly less than expected development. The lower than expected actual development was driven by significant proactive settlement activity on individual claimants where we were able to settle claims lower than the case reserve estimates. For example, in two of our portfolios we observed favorable reported loss development, where we paid $39.3 million in loss payments to release a corresponding $53.6 million of associated case reserves resulting in $14.3 million in favorable reported loss development. These settlement activities and the favorable actual loss development versus expected loss development, led to a change in the actuarial assumptions in the annual reserve study that reflect this favorable loss development.
We also continue to actively seek to commute policies in our workers' compensation line of business when possible, and where the commutation of the policy is settled at a level below the carried value of the loss reserves, we record a reduction in our estimates of net ultimate losses. During 2019, we completed 6 commutations across several workers' compensation portfolios that contributed to a $6.1 million reduction in estimates of net ultimate losses.
Professional Indemnity/Directors & Officers - A $38.6 million reduction in estimates of net ultimate losses in our professional indemnity/directors’ & officers’ line of business arose from the annual actuarial analysis which reflected the better than expected loss development during 2019. As part of the reserve analysis, an in-depth review of recently acquired portfolios’ ceded reinsurance programs led to an increase in the ceded reinsurance asset of $13.5 million, which results in a reduction in net ultimate losses.
Asbestos - A $6.8 million increase in estimates of net ultimate losses in our asbestos line of business was driven primarily from changes in our actuarial assumptions related to dismissal rates. During 2019, the number of new defendants and filed claims was less than expected, but this was offset by a lowering of the dismissal rate. In asbestos, the dismissal rates are extremely high as many of the claims do not have merit against the insured. However, we have seen a trend in both US and UK exposure of the dismissal rate decreasing in the range of 2 to 3 percentage points.
Similar to workers’ compensation business, during 2019, we completed 6 commutations across several portfolios that contributed to a $9.8 million reduction in estimates of net ultimate losses.
Other - All other line of business changes in estimates of net ultimate losses were primarily due to the application of our reserving methodologies, favorable actual versus expected loss development and proactive claim management.
Other significant components of the 2019 net incurred losses and LAE include losses related to 2019 net earned premium of $123.6 million.
The following table shows the components of the 2018 reduction in estimates of net ultimate losses related to prior periods by line of business for the Run-off segment.
2018
Net losses paid Net change in case and LAE reserves Net change in IBNR reserves Increase (reduction) in estimates of net ultimate losses
Asbestos $ 108,248  $ (21,535) $ (151,662) $ (64,949)
Environmental 21,273  479  (7,599) 14,153 
General Casualty 141,624  (115,240) (60,828) (34,444)
Workers' Compensation 139,226  (178,138) (115,648) (154,560)
Marine, aviation and transit 67,831  (44,200) (21,188) 2,443 
Construction defect 22,182  (7,257) (33,146) (18,221)
Professional indemnity/ Directors & Officers 161,797  (11,159) (130,957) 19,681 
Motor 104,182  (109,962) (34,215) (39,995)
Property 22,178  (24,271) (11,497) (13,590)
All Other 50,271  (40,841) (6,387) 3,043 
Total $ 838,812  $ (552,124) $ (573,127) $ (286,439)

33

Table of Contents
The significant drivers of the 2018 reduction in estimates of net ultimate losses are explained below.
Workers' Compensation - The $154.6 million reduction in estimates of net ultimate losses in our workers' compensation line of business arose across multiple portfolios, where reported incurred loss development was generally significantly less than expected. When actual development is less than expected for a sustained period of time across a significant volume of exposures, an updated actuarial analysis tends to indicate reductions in IBNR reserves. Updates to actuarial analysis, factoring in the less-than-expected reported incurred loss development for the year, is the primary driver of the reduction to our Workers' Compensation net ultimate loss estimates.
For certain of our portfolios, the lower than expected actual development was driven by significant proactive settlement activity on individual claimants where we were able to close open claims earlier than was indicated by our original payout patterns, and in other portfolios, based on the review of recent loss development activity we revised our actuarial development "tail factor" assumption, which led to a reduction in net ultimate losses. For example, in one portfolio we observed favorable incurred loss development, primarily relating to accident years 1995 through 2005 where we paid $22.7 million in loss payments to release a corresponding $37.0 million of associated case reserves for $14.3 million in favorable incurred loss development.
For acquired portfolios of workers' compensation business, we have utilized our subsidiary, Paladin Managed Care Services ("Paladin"), to assist us in reviewing claims. Paladin generally produces savings related to medical expense liabilities over and above savings achieved by prior vendors, and the savings lead to actual development that is less than expected, driving reductions to the estimates of net ultimate losses. In one particular program, our claims personnel pursued a proactive strategy of settling with numerous workers' compensation claimants whose injuries arose in recent accident years. For this portfolio, the claims team reduced the open inventory of claims by 78% during 2018. This reduction in exposure, when incorporated into an updated actuarial analysis, led to a reduction in our estimate of ultimate net losses of $30.2 million, primarily relating to accident years 2010 through 2014.
We also continue to actively seek commutations on policies when possible, and where the commutation of the policy is settled at a level below the carried value of the loss reserves, we record a reduction in our estimates of net ultimate losses. During 2018, we completed 7 commutations across several portfolios that contributed to an $11.2 million reduction in estimates of net ultimate losses.
Asbestos - The $64.9 million reduction in estimates of net ultimate losses in our asbestos line of business arose primarily due to one asbestos portfolio where lower than expected volume of claims reported and a lower than expected severity on claims settled in the period, when projected to net ultimate losses through actuarial methodologies, resulted in a significant reduction in estimates of net ultimate losses. The volume of claims reported was 3% less than expected and the average cost per claim was 5% less than expected. Across our other asbestos portfolios, we completed 8 commutations and 2 policy buy-backs contributing to a $9.5 million reduction in estimates of net ultimate losses.
Other - All other line of business changes in estimates of net ultimate losses were primarily due to the application of our reserving methodologies, favorable actual versus expected loss development, claim management and commutations.
Other Items:
2020 versus 2019:
The increase in other income of $64.6 million was primarily driven by other income from our defendant asbestos and environmental liabilities companies of $112.3 million in 2020 due to a reduction in the actuarially estimated ultimate net liabilities as a result of a lower than expected number of asbestos claims filed against us; lower than expected paid indemnity and defense costs; the collection of disputed insurance recoveries that were carried on our balance sheet at $192.8 million, for consideration of $179.6 million; and recovery of $19.3 million on insurance payments previously written-off prior to our acquisition of the companies.
The reduction in acquisition costs of $53.5 million in 2020 was due to a lower level of net premiums earned and lower associated acquisition costs in respect of the run-off business assumed through the AmTrust RITC transactions and the acquisition of Maiden Re North America.
2019 versus 2018:
The increase in other income of $12.1 million was primarily driven by collections on insolvent debt, offset by a lower decrease in estimates of ultimate net defendant asbestos and environmental liabilities relating to prior periods.
34

Table of Contents
General and administrative expenses increased by $51.9 million primarily due to an increase in allocated salaries and benefits and performance-based compensation due to significantly higher net earnings in 2019.
The increase in acquisition costs of $69.6 million in 2019 was primarily related to the run-off business assumed through the AmTrust RITC Transactions and the acquisition of Maiden Re North America.

Investments Segment
For a description of our Investments segment, see "Item 1. Business - Operating Segments - Investments." The following is a discussion and analysis of the results of operations for our Investments segment.
2020 2019 Change 2018 Change
INCOME
Net investment income $ 269,832  $ 266,826  $ 3,006  $ 229,012  $ 37,814 
Net realized and unrealized gains (losses) 1,627,526  974,199  653,327  (391,961) 1,366,160 
1,897,358  1,241,025  656,333  (162,949) 1,403,974 
EXPENSES
General and administrative expenses 33,793  29,654  4,139  18,375  11,279 
33,793  29,654  4,139  18,375  11,279 
EARNINGS (LOSS) BEFORE INTEREST EXPENSE, FOREIGN EXCHANGE AND INCOME TAXES 1,863,565  1,211,371  652,194  (181,324) 1,392,695 
Earnings from equity method investments 238,569  55,910  182,659  42,147  13,763 
SEGMENT INCOME (LOSS) $ 2,102,134  $ 1,267,281  $ 834,853  $ (139,177) $ 1,406,458 
Supplemental information:
Net investment income $ 269,832  $ 266,826  $ 3,006  $ 229,012  $ 37,814 
Net realized and unrealized gains (losses) 1,627,526  974,199  653,327  (391,961) 1,366,160 
Total investment return included in net earnings $ 1,897,358  $ 1,241,025  $ 656,333  $ (162,949) $ 1,403,974 

Overall Results
2020 versus 2019: Segment income from our Investments segment increased by $834.9 million primarily due to an increase in net realized and unrealized gains of $653.3 million driven by an increase in the valuation of our other investments; and an increase in earnings from equity method investments of $182.7 million, driven primarily by our investments in Enhanzed Re and Monument Re.
2019 versus 2018: Segment income from our Investments segment increased by $1.4 billion primarily due to an increase in net realized and unrealized gains of $1.4 billion on both our fixed income portfolio and our other investments during 2019, compared to net unrealized losses during 2018; and an increase in net investment income of $37.8 million due to higher assets under management from our completed transactions in 2019, as well as our asset allocation strategies.
Refer to "Investments Results - Consolidated" below for further details and discussion.
35

Table of Contents
Legacy Underwriting Segment
For a description of our Legacy Underwriting segment, see "Item 1. Business - Operating Segments - Legacy Underwriting." The following is a discussion and analysis of the results of operations for our Legacy Underwriting segment.
2020 2019 Change 2018 Change
INCOME (in thousands of U.S. dollars)
Net premiums earned $ 513,397  $ 635,551  $ (122,154) $ 686,352  $ (50,801)
Fees and commission income 22,984  10,160  12,824  18,622  (8,462)
Net investment income 32,985  41,445  (8,460) 32,686  8,759 
Net realized and unrealized gains (losses) 14,493  37,767  (23,274) (15,571) 53,338 
Other income (expenses) 3,865  469  3,396  (388) 857 
587,724  725,392  (137,668) 721,701  3,691 
EXPENSES — 
Net incurred losses and LAE 371,486  562,051  (190,565) 635,173  (73,122)
Acquisition costs 150,843  166,967  (16,124) 173,849  (6,882)
General and administrative expenses 158,464  96,694  61,770  122,835  (26,141)
680,793  825,712  (144,919) 931,857  (106,145)
SEGMENT LOSS $ (93,069) $ (100,320) $ 7,251  $ (210,156) $ 109,836 
Overall Results
2020 versus 2019: Segment losses from our Legacy Underwriting segment decreased by $7.3 million despite incurring COVID-19 related net underwriting losses of $79.1 million, and exit costs associated with the StarStone International Run-Off of $63.7 million for which Enstar's share was $50.4 million and $37.6 million, respectively. The reduction of $7.3 million was primarily as a result of lower underwriting losses due to the impact of underwriting remediation activity, partially offset by a decrease in net premiums earned, exit costs associated with the StarStone International Run-Off and a lower investment return in 2020.
2019 versus 2018: Segment losses from our Legacy Underwriting segment decreased by $109.8 million, primarily due to a reduction in underwriting losses as a result of underwriting remediation, a higher investment return, and lower general and administrative expenses in 2019, partially offset by lower net premiums earned as a result of underwriting remediation.
An analysis of the segment's net loss is shown below. Investment results are separately discussed below in "Investment Results - Consolidated" section.
36

Table of Contents
COVID-19
The Legacy Underwriting segment included net underwriting losses related to the COVID-19 pandemic as follows:
2020
Legacy Underwriting Segment
Noncontrolling Interests' Share (1)
Enstar's share
(in thousands of U.S. dollars)
Atrium $ 18,426  $ (7,554) $ 10,872 
StarStone International (2)
60,672  (21,146) 39,526 
Total Legacy Underwriting Segment COVID-19 net underwriting losses $ 79,098  $ (28,700) $ 50,398 
(1) Included in corporate and other activities.
(2) Includes the impact of net reinstatement premiums of $1.0 million and the premium deficiency provision of $8.9 million for the year ended December 31, 2020.
Exit Costs
The following table summarizes the exit costs associated with the StarStone International Run-Off.
2020
(in thousands of U.S. dollars)
Description: Results of Operations Line Item:
Provision for unallocated LAE (run-off basis) Net incurred losses and LAE $ (18,682)
Provision for employee severance-related costs General and administrative expenses (12,586)
Goodwill impairment General and administrative expenses (8,000)
Capitalized software write-down General and administrative expenses (7,640)
Earnings acceleration of prepaid reinsurance premiums Net premiums earned (4,146)
Intangible asset impairment General and administrative expenses (4,000)
Operating leases right-of-use asset write-down General and administrative expenses (3,474)
Other asset write-downs General and administrative expenses (2,827)
Valuation allowance on deferred tax assets Income tax expense (2,313)
Sub-total reduction in Legacy Underwriting net earnings attributable to the StarStone International Run-off Net (loss) (63,668)
Redeemable non-controlling interest share (included in corporate and other activities)
Net loss attributable to noncontrolling interest 26,115 
Total Enstar's share Net (loss) attributable to Enstar ordinary shareholders $ (37,553)

37

Table of Contents
Net Premiums Earned
The following table shows the gross and net premiums written and earned for the Legacy Underwriting segment.
  2020 2019 Change 2018 Change
  (in thousands of U.S. dollars)
Gross premiums written $ 546,792  $ 683,722  $ (136,930) $ 826,442  $ (142,720)
Ceded reinsurance premiums written (116,955) (113,331) (3,624) (162,878) 49,547 
Net premiums written 429,837  570,391  (140,554) 663,564  (93,173)
Gross premiums earned 658,396  752,521  (94,125) 836,883  (84,362)
Ceded reinsurance premiums earned (144,999) (116,970) (28,029) (150,531) 33,561 
Net premiums earned $ 513,397  $ 635,551  $ (122,154) $ 686,352  $ (50,801)

2020 versus 2019: Gross premiums written and net premiums earned decreased by $136.9 million and $122.2 million, respectively, primarily due to StarStone International being placed into an orderly run-off.
In light of the decision to implement the StarStone International Run-Off, gross premiums written will decline materially in future periods.
2019 versus 2018: Gross premiums written and net premiums earned decreased by $142.7 million and $50.8 million, respectively due to our strategy to exit certain lines of business.
Net Incurred Losses and LAE:
The following table shows the components of net incurred losses and LAE for the Legacy Underwriting segment.
  2020 2019 2018
  Prior Period Current Period Total Prior Period Current Period Total Prior Period Current Period Total
Net losses paid $ 348,589  $ 61,999  $ 410,588  $ 426,205  $ 114,641  $ 540,846  $ 319,802  $ 176,167  $ 495,969 
Net change in case and LAE reserves (145,778) 58,671  (87,107) (109,695) 112,003  2,308  (87,386) 162,386  75,000 
Net change in IBNR reserves (205,920) 236,710  30,790  (208,308) 226,303  17,995  (114,831) 173,422  58,591 
Increase (reduction) in estimates of net ultimate losses (3,109) 357,380  354,271  108,202  452,947  561,149  117,585  511,975  629,560 
Increase (reduction) in provisions for unallocated LAE (418) 17,633  17,215  (2,666) 3,568  902  (3,042) 8,655  5,613 
Net incurred losses and LAE $ (3,527) $ 375,013  $ 371,486  $ 105,536  $ 456,515  $ 562,051  $ 114,543  $ 520,630  $ 635,173 

2020 versus 2019: The decrease in net incurred losses and LAE of $190.6 million in 2020 was mainly driven by our strategy to exit certain lines of business in 2019 and StarStone International being placed into an orderly run-off in 2020. Net incurred losses and LAE for 2020 included $71.2 million of COVID-19 related losses, mainly related to casualty and accident and health business, and $18.7 million of unallocated LAE exit costs associated with the StarStone International Run-Off.
2019 versus 2018: The decrease in net incurred losses and LAE of $73.1 million was primarily driven by our strategy to exit certain lines of business.
38

Table of Contents
Other Items
2020 versus 2019:
The increase in general and administrative expenses of $61.8 million was due to restructuring costs and general and administrative exit costs associated with the StarStone International Run-off of $38.5 million, which are summarized above.
The decrease in acquisition costs of $16.1 million was primarily driven by a decrease in net premiums earned, offset by the impact of the COVID-19-related premium deficiency of $8.9 million in 2020.
2019 versus 2018:
The decrease in general and administrative expenses of $26.1 million was primarily due to a reduction in underwriting expenses, partially offset by an increase in expenses relating to StarStone International's reorganization and remediation initiatives and higher variable compensation costs from improved performance at Atrium.
39

Table of Contents
Corporate and Other
Our corporate and other activities, which do not qualify as a reportable segment, includes income and expense items that are not directly attributable to our reportable segments. These include, (a) holding company income and expenses, (b) the amortization of deferred charge assets and deferred gain liabilities on retroactive reinsurance contracts, (c) the amortization of fair value adjustments associated with the acquisition of companies, (d) changes in the fair value of assets and liabilities related to our assumed retroactive reinsurance agreements for which we have elected the fair value option, (e) corporate expenses not allocated to our reportable segments, (f) debt servicing costs, (g) net foreign exchange (gains) losses, (h) gains (losses) arising on the sale of subsidiaries (if any), (i) income tax benefit (expense), (j) net earnings (losses) from discontinued operations, net of income tax (if any), (k) net (earnings) loss attributable to noncontrolling interest and (l) preferred share dividends.
Items (b), (c) and (d) highlighted above are included within corporate and other activities since they are not subject to any specific action or judgement by management. Refer to "(p) Acquisitions, Goodwill and Intangible Assets" and "(q) Retroactive Reinsurance" within Note 2 - "Significant Accounting Policies" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2 for further information.
The following is a discussion and analysis of our results of operations for our corporate and other activities.
2020 2019 Change 2018 Change
INCOME
Other expense (1)
$ (15,681) $ (11,708) $ (3,973) $ (1,763) $ (9,945)
(15,681) (11,708) (3,973) (1,763) (9,945)
EXPENSES — 
Net incurred losses and LAE (2)
189,798  205,498  (15,700) 27,938  177,560 
General and administrative expenses 135,975  113,205  22,770  85,919  27,286 
325,773  318,703  7,070  113,857  204,846 
LOSS BEFORE INTEREST EXPENSE, FOREIGN EXCHANGE AND INCOME TAXES (341,454) (330,411) (11,043) (115,620) (214,791)
Interest expense (59,308) (52,541) (6,767) (25,696) (26,845)
Net foreign exchange gains (losses) (16,393) 7,912  (24,305) (2,644) 10,556 
Income tax benefit (expense) (23,827) (12,372) (11,455) 3,689  (16,061)
Net earnings from discontinued operations, net of income taxes 16,251  7,375  8,876  1,489  5,886 
Net loss attributable to noncontrolling interest 27,671  9,870  17,801  62,051  (52,181)
Dividends on preferred shares (35,700) (35,914) 214  (12,133) (23,781)
NET LOSS ATTRIBUTABLE TO ENSTAR ORDINARY SHAREHOLDERS $ (432,760) $ (406,081) $ (26,679) $ (88,864) $ (317,217)
(1) Includes the amortization of fair value adjustments associated with the acquisition of DCo LLC and Morse TEC.
(2) Includes the amortization of deferred charge assets and deferred gain liabilities on retroactive reinsurance contracts and fair value adjustments associated with the acquisition of companies and the changes in the fair value of liabilities related to our assumed retroactive reinsurance agreements for which we have elected the fair value option.
Overall Results:
2020 versus 2019: The increase in net losses from corporate and other activities of $26.7 million was primarily driven by net foreign exchange losses and an increase in general and administrative expenses, partially offset by an increase in the loss attributable to noncontrolling interest and a decrease in net incurred losses and LAE in 2020.
2019 versus 2018: The increase in net losses from corporate and other activities of $317.2 million was primarily driven by an increase in net incurred losses and LAE, an increase in general and administrative expenses, a decrease in the loss attributable to noncontrolling interest, and an increase in interest expense and dividends on preferred shares.
40

Table of Contents
Net Incurred Losses and LAE:
The following table shows the components of net incurred losses and LAE for our corporate and other activities for the years ended December 31, 2020, 2019 and 2018:
2020 2019 2018
Amortization of deferred charge assets and deferred gain liabilities (1)
$ 43,246  $ 37,744  $ 13,781 
Amortization of fair value adjustments (2)
27,506  50,573  7,493 
Changes in fair value - fair value option (3)
119,046  117,181  6,664 
Net incurred losses and LAE $ 189,798  $ 205,498  $ 27,938 
(1) Relates to the amortization of deferred charge assets and deferred gain liabilities on retroactive reinsurance contracts.
(2) Relates to the amortization of fair value adjustments associated with the acquisition of companies.
(3) Represents the changes in the fair value of liabilities related to our assumed retroactive reinsurance agreements for which we have elected the fair value option.
2020 versus 2019: The decrease in net incurred losses and LAE of $15.7 million is due to a decrease in the amortization of fair value adjustments, derived from the movement of the underlying net reserve balances, partially offset by an increase in the amortization of deferred charge assets and deferred gain liabilities driven by significant deferred charge assets recorded in 2019.
2019 versus 2018: The increase in net incurred losses and LAE of $177.6 million is primarily due to an increase in the fair value of liabilities related to our assumed retroactive reinsurance agreements for which we have elected the fair value option, primarily due to narrowing credit spreads on corporate bond yields in 2019.
Other Items
2020 versus 2019:
The increase in net foreign exchange losses of $24.3 million was primarily driven by increased volatility in foreign exchange markets associated with the COVID-19 pandemic and the resulting impact on non-U.S. dollar denominated investments and technical balances in 2020.
The increase in general and administrative expenses of $22.8 million was primarily due to an increase in allocated salaries and benefits and performance-related compensation as a result of higher consolidated net earnings in 2020 compared to 2019.
The increase in net loss attributable to noncontrolling interest of $17.8 million was due to higher losses for those companies where there is a noncontrolling interest.
2019 versus 2018:
The increase in general and administrative expenses of $27.3 million was primarily due to an increase in allocated salaries and benefits and performance-based compensation due to significantly higher net earnings in 2019.
The increase in interest expense of $26.8 million was primarily driven by interest on the 2018 EGL Term Loan Facility which was entered into on December 27, 2018 and partially used to fund the acquisition of Maiden Re North America, and interest on the 2029 Senior Notes.
The increase in dividends on preferred shares of $23.8 million was a result of two preferred share issuances that occurred in 2018. On June 28, 2018, we issued 16,000 Series D Preferred Shares with an aggregate liquidation value of $400.0 million. On November 21, 2018, we issued 4,400 Series E Preferred Shares with an aggregate liquidation value of $110.0 million.
Discontinued Operations (StarStone U.S.):
2020 versus 2019: The increase in net earnings from discontinued operations, net of income taxes of $8.9 million was driven primarily by the gain on the sale of StarStone U.S. of $16.1 million, partially offset by a reduction in income tax benefits in 2020.
Net earnings from discontinued operations, net of income taxes included $10.0 million net incurred losses and LAE related to the COVID-19 pandemic, with Enstar's share totaling $5.9 million, primarily related to casualty business.
2019 versus 2018: The increase in net earnings from discontinued operations, net of income taxes of $5.9 million was primarily due an increase in income tax benefits in 2019.
41

Table of Contents
The StarStone U.S. business, included in discontinued operations, includes the results of intra-group reinsurance cessions which were non-renewed as of January 1, 2018. The effect of these intra-group reinsurance cessions on net earnings, net of income taxes for the StarStone U.S. business was as follows:
  2020 2019 2018
StarStone U.S. Group net earnings (loss) before Intra-Group Cessions $ 25,900  $ (48,164) $ (21,983)
Intra-Group Cessions (25,763) 55,539  23,472 
StarStone U.S. net earnings, net of income taxes $ 137  $ 7,375  $ 1,489 
42

Table of Contents
Investable Assets
We define investable assets as the sum of total investments, cash and cash equivalents, restricted cash and cash equivalents and funds held. Investments consist primarily of investment grade, liquid, fixed maturity securities of short-to-medium duration, equities and other investments. Cash and cash equivalents and restricted cash and cash equivalents is comprised mainly of cash, high-grade fixed deposits, and other highly liquid instruments such as commercial paper with maturities of less than three months at the time of acquisition and money market funds. Funds held primarily consists of investment grade, liquid, fixed maturity securities of short-to-medium duration.
Investable assets were $17.3 billion as of December 31, 2020 as compared to $14.1 billion as of December 31, 2019, an increase of 22.7%, primarily due to assets acquired in relation to the Hannover Re, Munich Re, Lyft, Aspen and AXA Group transactions, as well as unrealized gains on investments.
For information regarding our investment strategies, refer to "Item 1. Business - Operating Segments - Investments."
Composition of Investable Assets By Segment
Across all of our segments, we strive to structure our investment holdings and the duration of our investments in a manner that recognizes our liquidity needs, including our obligation to pay losses. We consider the duration characteristics of our liabilities in determining our selection of asset durations depending on our other investment strategies and to the extent practicable. If our liquidity needs or general liability profile change unexpectedly, we may adjust the structure of our investment portfolio to meet our revised expectations. Schedules of contractual maturities for our short-term and fixed maturity securities are included in Note 6 - "Investments" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
The following tables summarize the composition of total investable assets by segment as of December 31, 2020 and 2019:
2020
Investments Legacy Underwriting Total
(in thousands of U.S. dollars)
Short-term investments, trading, at fair value $ 5,129  $ —  $ 5,129 
Short-term investments, AFS, at fair value 263,795  —  263,795 
Fixed maturities, trading, at fair value 4,145,956  448,936  4,594,892 
Fixed maturities, AFS, at fair value 3,194,327  200,773  3,395,100 
Funds held - directly managed 1,074,890  —  1,074,890 
Equities, at fair value 773,744  73,051  846,795 
Other investments, at fair value 4,146,271  97,763  4,244,034 
Equity method investments 597,295  235,000  832,295 
Total investments 14,201,407  1,055,523  15,256,930 
Cash and cash equivalents (including restricted cash) 1,112,273  260,843  1,373,116 
Funds held by reinsured companies 553,973  81,846  635,819 
Total investable assets $ 15,867,653  $ 1,398,212  $ 17,265,865 
Duration (in years) (1)
5.09 1.96 4.82
Average credit rating (2)
A+ AA- A+
(1) The duration calculation includes cash and cash equivalents, short-term investments, fixed maturities and the fixed maturities within our funds held - directly managed portfolios at December 31, 2020 and 2019.
(2) The average credit ratings calculation includes cash and cash equivalents, short-term investments, fixed maturities and the fixed maturities within our funds held - directly managed portfolios at December 31, 2020 and 2019.
43

Table of Contents
2019
Investments Legacy Underwriting Total
(in thousands of U.S. dollars)
Short-term investments, trading, at fair value $ 50,268  $ 1,222  $ 51,490 
Short-term investments, AFS, at fair value 121,780  6,555  128,335 
Fixed maturities, trading, at fair value 5,378,533  764,802  6,143,335 
Fixed maturities, AFS, at fair value 1,446,912  91,140  1,538,052 
Funds held - directly managed 1,187,552  —  1,187,552 
Equities, at fair value 576,893  149,828  726,721 
Other investments, at fair value 2,386,776  131,255  2,518,031 
Equity method investments 326,277  —  326,277 
Total investments 11,474,991  1,144,802  12,619,793 
Cash and cash equivalents (including restricted cash) 671,272  300,077  971,349 
Funds held by reinsured companies 345,090  130,642  475,732 
Total investable assets $ 12,491,353  $ 1,575,521  $ 14,066,874 
Duration (in years) (1)
5.24 2.03 4.86
Average credit rating (2)
A+ A+ A+
(1)The duration calculation includes cash and cash equivalents, short-term investments, fixed maturities and the fixed maturities within our funds held - directly managed portfolios at December 31, 2020 and 2019.
(2) The average credit ratings calculation includes cash and cash equivalents, short-term investments, fixed maturities and the fixed maturities within our funds held - directly managed portfolios at December 31, 2020 and 2019.
As of both December 31, 2020 and 2019, our investment portfolio, including funds held - directly managed had an average credit quality rating of A+. As of December 31, 2020 and 2019, our fixed maturity investments (classified as trading and AFS and our fixed maturity investments included within funds held - directly managed) that were non-investment grade (i.e. rated lower than BBB- and non-rated securities) comprised 3.7% and 4.5% of our total fixed maturity investment portfolio, respectively. A detailed schedule of average credit ratings by asset class as of December 31, 2020 is included in Note 6 - "Investments" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.

44

Table of Contents

Composition of Investment Portfolio by Asset Class
The following tables summarize the composition of our investment portfolio by asset class as of December 31, 2020 and 2019:
2020
AAA Rated AA Rated A Rated BBB Rated Non-investment Grade Not Rated Total %
(in thousands of U.S. dollars, except percentages)
Fixed maturity and short-term investments, trading and AFS and funds held - directly managed
U.S. government & agency $ 951,048  $ —  $ —  $ —  $ —  $ —  $ 951,048  6.2  %
U.K. government —  43,199  7,883  —  —  —  51,082  0.3  %
Other government 244,041  159,095  42,337  51,413  5,267  —  502,153  3.3  %
Corporate 172,718  607,796  2,646,602  1,960,971  287,363  11,282  5,686,732  37.3  %
Municipal 8,270  78,585  55,631  20,183  —  —  162,669  1.1  %
Residential mortgage-backed 544,545  —  2,195  2,615  2,472  2,118  553,945  3.6  %
Commercial mortgage-backed 591,396  115,114  74,615  61,730  3,961  7,274  854,090  5.6  %
Asset-backed 239,733  84,058  119,757  89,898  24,014  —  557,460  3.7  %
Total 2,751,751  1,087,847  2,949,020  2,186,810  323,077  20,674  9,319,179  61.1  %
Other assets included within funds held - directly managed 14,627  0.1  %
Equities
Publicly traded equities 260,767  1.7  %
Exchange-traded funds 311,287  2.0  %
Privately held equities 274,741  1.8  %
Total 846,795  5.5  %
Other investments
Hedge funds 2,638,339  17.3  %
Fixed income funds 552,541  3.6  %
Private equity funds 363,103  2.4  %
Private credit funds 192,319  1.3  %
Equity funds 190,767  1.3  %
CLO equity funds 166,523  1.1  %
CLO equities 128,083  0.8  %
Other 12,359  0.1  %
Total 4,244,034  27.9  %
Equity method investments 832,295  5.4  %
Total investments $ 2,751,751  $ 1,087,847  $ 2,949,020  $ 2,186,810  $ 323,077  $ 20,674  $ 15,256,930  100.0  %
45

Table of Contents
2019
AAA Rated AA Rated A Rated BBB Rated Non-investment Grade Not Rated Total %
(in thousands of U.S. dollars, except percentages)
Fixed maturity and short-term investments, trading and AFS and funds held - directly managed
U.S. government & agency $ 696,077  $ —  $ —  $ —  $ —  $ —  $ 696,077  5.5  %
U.K. government —  161,772  —  —  —  —  161,772  1.3  %
Other government 316,150  154,072  63,270  144,557  24,807  —  702,856  5.6  %
Corporate 140,889  600,081  2,759,671  1,634,572  311,167  1,890  5,448,270  43.2  %
Municipal 10,088  56,389  50,938  23,272  —  —  140,687  1.1  %
Residential mortgage-backed 310,595  47,474  2,295  1,882  34,055  4,613  400,914  3.2  %
Commercial mortgage-backed 567,453  80,517  87,081  63,565  5,556  9,574  813,746  6.4  %
Asset-backed 304,542  79,930  159,087  110,201  15,694  781  670,235  5.3  %
Total 2,345,794  1,180,235  3,122,342  1,978,049  391,279  16,858  9,034,557  71.6  %
Other assets included within funds held - directly managed 14,207  0.1  %
Equities
Publicly traded equities 327,875  2.6  %
Exchange-traded funds 133,047  1.1  %
Privately held equities 265,799  2.1  %
Total 726,721  5.8  %
Other investments
Hedge funds 1,121,904  8.9  %
Fixed income funds 481,039  3.8  %
Equity funds 410,149  3.3  %
Private equity funds 323,496  2.5  %
CLO equities 87,555  0.7  %
CLO equity funds 87,509  0.7  %
Other 6,379  —  %
Total 2,518,031  19.9  %
Equity method investments 326,277  2.6  %
Total investments $ 2,345,794  $ 1,180,235  $ 3,122,342  $ 1,978,049  $ 391,279  $ 16,858  $ 12,619,793  100.0  %
A description of our investment valuation processes is included in "Item 7. Management's Discussion and Analysis of Financial Condition and Results of Operations - Critical Accounting Estimates - Investments" and Note 12 - "Fair Value Measurements" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
The amortized cost, gross unrealized gains and losses and the fair value of our short-term investments and fixed maturity investments were as follows:
Gross Unrealized Losses
As of December 31, 2020 Amortized Cost Gross Unrealized Gains Non-Credit Related Losses
Allowance for Credit Losses(1)
Fair Value
U.S. government and agency $ 935,014  $ 17,148  $ (1,114) $ —  $ 951,048 
U.K. government 46,988  4,094  —  —  51,082 
Other government 463,765  38,460  (72) —  502,153 
Corporate 5,226,238  463,459  (2,784) (181) 5,686,732 
Municipal 145,469  17,210  (10) —  162,669 
Residential mortgage-backed 545,628  9,640  (1,323) —  553,945 
Commercial mortgage-backed 828,155  37,318  (11,250) (133) 854,090 
Asset-backed 567,638  3,682  (13,852) (8) 557,460 
$ 8,758,895  $ 591,011  $ (30,405) $ (322) $ 9,319,179 
(1)The Company adopted ASU 2016-13 and the related amendments on January 1, 2020. Refer to Note 2 - "Significant Accounting Policies" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2 for further details.
46

Table of Contents
As of December 31, 2019 Amortized
Cost
Gross
Unrealized
Gains
Gross
Unrealized
Losses
Non-OTTI
Fair
Value
U.S. government and agency $ 690,343  $ 6,663  $ (929) $ 696,077 
U.K. government 155,261  6,628  (117) 161,772 
Other government 684,116  24,994  (6,254) 702,856 
Corporate 5,231,512  235,406  (18,648) 5,448,270 
Municipal 131,130  9,595  (38) 140,687 
Residential mortgage-backed 396,331  5,981  (1,398) 400,914 
Commercial mortgage-backed 796,730  20,673  (3,657) 813,746 
Asset-backed 674,250  1,806  (5,821) 670,235 
$ 8,759,673  $ 311,746  $ (36,862) $ 9,034,557 

We have historically accounted for our fixed income securities as a trading portfolio, whereby unrealized gains or losses are reflected in earnings. However, from October 1, 2019, we have also elected to use AFS accounting. As trading fixed income securities mature or are disposed, the proceeds are generally reinvested in fixed income securities classified as AFS securities for the Investments segment and the StarStone International Portfolio6. The difference in the treatment of the fixed income securities is that unrealized changes on investments classified as trading are recorded through earnings, whereas unrealized changes on investments classified as AFS are recorded directly to shareholders' equity as a component of other comprehensive income. We may experience unrealized losses on our fixed maturity investments, depending on investment conditions and general economic conditions. Unrealized amounts would only become realized in the event of a sale of the specific securities prior to maturity, allowances for credit losses or a credit default. For further information on the sensitivity of our portfolio to changes in interest rates, refer to the Interest Rate Risk section within "Item 7A. Quantitative and Qualitative Disclosures About Market Risk", included within our 2020 Annual Report on Form 10-K.

The following table summarizes the composition of our top ten corporate issuers included within our short-term investments and fixed maturity investments, classified as trading and AFS and the fixed maturity investments included within our funds held - directly managed balance as of December 31, 2020:
Fair Value Average Credit Rating
(in thousands of U.S. dollars)
Bank of America Corp $ 110,894  A
Morgan Stanley 101,614  A
Citigroup Inc 96,346  A-
JPMorgan Chase & Co 93,275  A
Comcast Corp 89,995  A-
Wells Fargo & Co 87,733  A
Apple Inc 71,006  AA+
HSBC Holdings PLC 56,849  A
AT&T Inc 55,829  BBB
Oracle Corp 49,765  A-
$ 813,306 
6 The investment results of StarStone International were included in the Legacy Underwriting segment prior to January 1, 2021 and the Investments segment from January 1, 2021.
47

Table of Contents
Investment Results - Consolidated
Comparability of our investment results between periods is impacted by our acquisitions and significant new business as described in Note 3 - "Business Acquisitions" and Note 4 - "Significant New Business" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
The following tables summarize our consolidated investment results.
2020
Investments Legacy Underwriting Total
Net investment income:
Fixed income securities (1)
$ 242,571  $ 26,172  $ 268,743 
Cash and restricted cash 1,947  1,624  3,571 
Other investments, including equities 39,159  7,234  46,393 
Less: Investment expenses (13,845) (2,045) (15,890)
Total net investment income (expense) $ 269,832  $ 32,985  $ 302,817 
Net realized gains (losses):
Fixed income securities (1)
$ 146,673  $ 7,752  $ 154,425 
Other investments, including equities 21,800  2,626  24,426 
Total net realized gains $ 168,473  $ 10,378  $ 178,851 
Net unrealized gains (losses):
Fixed income securities, trading (1)
$ 153,519  $ (1,660) $ 151,859 
Other investments, including equities 1,305,534  5,775  1,311,309 
Total net unrealized gains $ 1,459,053  $ 4,115  $ 1,463,168 
Total investment return included in earnings (A) $ 1,897,358  $ 47,478  $ 1,944,836 
Other comprehensive income:
Unrealized gains (losses), on fixed income securities, AFS, net of reclassification adjustments excluding foreign exchange (B) (1)
$ 66,745  $ 2,260  $ 69,005 
Total investment return = (A) + (B) $ 1,964,103  $ 49,738  $ 2,013,841 
Income from fixed income assets (2)
$ 244,518  $ 27,796  $ 272,314 
Average aggregate fixed income assets, at cost (2)(3)
9,507,639  1,246,193  10,753,832 
Investment book yield 2.57  % 2.23  % 2.53  %
Average aggregate invested assets, at fair value (3)
$ 13,507,281  $ 1,461,152  $ 14,968,433 
Investment return included in net earnings 14.05  % 3.25  % 12.99  %
Total investment return 14.54  % 3.40  % 13.45  %
(1) Fixed income securities includes both trading and AFS short-term and fixed maturity investments as well as funds held - directly managed, whereas fixed income securities, trading excludes AFS investments and fixed income, AFS excludes trading investments.
(2) Fixed income assets includes fixed income securities and cash and restricted cash.
(3) These amounts are an average of the amounts disclosed in our quarterly and annual U.S. GAAP consolidated financial statements.
48

Table of Contents
2019
Investments Legacy Underwriting Total
Net investment income:
Fixed income securities (1)
$ 250,244  $ 30,001  $ 280,245 
Cash and restricted cash 9,017  4,986  14,003 
Other investments, including equities 20,052  8,411  28,463 
Less: Investment expenses (12,487) (1,953) (14,440)
Total net investment income (expense) $ 266,826  $ 41,445  $ 308,271 
Net realized gains (losses):
Fixed income securities (1)
$ 82,724  $ 3,721  $ 86,445 
Other investments, including equities (691) 317  (374)
Total net realized gains $ 82,033  $ 4,038  $ 86,071 
Net unrealized gains:
Fixed income securities, trading (1)
$ 402,006  $ 27,177  $ 429,183 
Other investments, including equities 490,160  6,552  496,712 
Total net unrealized gains $ 892,166  $ 33,729  $ 925,895 
Total investment return included in earnings (A) $ 1,241,025  $ 79,212  $ 1,320,237 
Other comprehensive income:
Unrealized gains (losses), on fixed income securities, AFS, net of reclassification adjustments excluding foreign exchange (B) (1)
$ (2,136) $ 264  $ (1,872)
Total investment return = (A) + (B) $ 1,238,889  $ 79,476  $ 1,318,365 
Income from fixed income assets (2)
$ 259,261  $ 34,987  $ 294,248 
Average aggregate fixed income assets, at cost (2)(3)
9,103,753  1,414,346  10,518,099 
Investment book yield 2.85  % 2.47  % 2.80  %
Average aggregate invested assets, at fair value (3)
$ 11,878,742  $ 1,617,805  $ 13,496,547 
Investment return included in net earnings 10.45  % 4.90  % 9.78  %
Total investment return 10.43  % 4.91  % 9.77  %
(1) Fixed income securities includes both trading and AFS short-term and fixed maturity investments as well as funds held - directly managed, whereas fixed income securities, trading excludes AFS investments and fixed income, AFS excludes trading investments.
(2) Fixed income assets includes fixed income securities and cash and restricted cash.
(3) These amounts are an average of the amounts disclosed in our quarterly and annual U.S. GAAP consolidated financial statements.

49

Table of Contents
2018
Investments Legacy Underwriting Total
Net investment income:
Fixed income securities (1)
$ 203,600  $ 27,376  $ 230,976 
Cash and restricted cash 5,341  2,851  8,192 
Other investments, including equities 26,839  4,772  31,611 
Less: Investment expenses (6,768) (2,313) (9,081)
Total net investment income (expense) $ 229,012  $ 32,686  $ 261,698 
Net realized gains (losses):
Fixed income securities (1)
$ (26,839) $ (4,572) $ (31,411)
Other investments, including equities 3,272  744  4,016 
Total net realized gains (losses) $ (23,567) $ (3,828) $ (27,395)
Net unrealized gains:
Fixed income securities, trading (1)
$ (195,597) $ (10,254) $ (205,851)
Other investments, including equities (172,797) (1,489) (174,286)
Total net unrealized gains $ (368,394) $ (11,743) $ (380,137)
Total investment return included in earnings (A) $ (162,949) $ 17,115  $ (145,834)
Other comprehensive income:
Unrealized gains (losses), on fixed income securities, AFS, net of reclassification adjustments excluding foreign exchange (B) (1)
$ (1,419) $ (243) $ (1,662)
Total investment return = (A) + (B) $ (164,368) $ 16,872  $ (147,496)
Income from fixed income assets (2)
$ 208,941  $ 30,227  $ 239,168 
Average aggregate fixed income assets, at cost (2)(3)
7,697,980  1,800,598  9,498,578 
Investment book yield 2.71  % 1.68  % 2.52  %
Average aggregate invested assets, at fair value (3)
$ 9,264,199  $ 1,942,626  $ 11,206,825 
Investment return included in net earnings (1.76) % 0.88  % (1.30) %
Total investment return (1.77) % 0.87  % (1.32) %
(1) Fixed income securities includes both trading and AFS short-term and fixed maturity investments as well as funds held - directly managed whereas, fixed income securities, trading excludes AFS investments and fixed income, AFS excludes trading investments.
(2) Fixed income assets includes fixed income securities and cash and restricted cash.
(3) These amounts are an average of the amounts disclosed in our quarterly and annual U.S. GAAP consolidated financial statements.
Net Investment Income:
2020 versus 2019: Net investment income decreased by $5.5 million for 2020 compared to 2019. There was a decrease of $11.5 million in net investment income from fixed maturities and a $17.9 million increase in other investment income and equities, partly offset by a decrease of $10.4 million in net investment income from cash and cash equivalents. There was an increase of $235.7 million in our average aggregate fixed maturities and cash and cash equivalents. The increase in our average aggregate fixed maturities and cash and cash equivalents was primarily due to the Hannover Re, Munich Re, Lyft, Aspen and AXA Group transactions in 2020 and the AmTrust RITC, Amerisure, Zurich and Maiden Re transactions in 2019. The book yield decreased by 27 basis points, primarily due to lower rates.
2019 versus 2018: Net investment income increased by $46.6 million for 2019 compared to 2018. There was an increase of $49.3 million in net investment income from fixed maturities and a $5.8 million in net investment income from cash and cash equivalents, partly offset by a $3.1 million decrease in other investment income and equities. There was an increase of $1.0 billion in our average aggregate fixed maturities and cash and cash equivalents. The increase in our average aggregate fixed maturities and cash and cash equivalents was primarily due to the Morse TEC, Zurich, Maiden Re Bermuda, Amerisure and the AmTrust RITC transactions in 2019. The book yield increased by 28 basis points, primarily due to the contractual yield received on the 2019 transactions.
50

Table of Contents
Net Realized and Unrealized Gains (Losses):
2020 versus 2019: Net realized and unrealized gains were $1.6 billion for 2020 compared to net realized and unrealized gains of $1.0 billion for 2019, an increase of $0.6 billion. Included in net realized and unrealized gains (losses) are the following items:
Net realized and unrealized gains on fixed income securities, including fixed income securities within our funds held portfolios, of $306.3 million for 2020, compared to net realized and unrealized gains of $515.6 million for 2019, a decrease of $209.3 million. The gains in 2020 were primarily driven by a decline in interest rates, whereas the gains in 2019 were due to a combination of lower interest rates and tightening credit spreads;
Net realized and unrealized gains on other investments, including equities of $1.3 billion for 2020 compared to $496.3 million for 2019, an increase of $839.4 million. The unrealized gains for 2020 primarily comprised unrealized gains of $1.2 billion in the hedge fund managed by AnglePoint. These unrealized gains were driven by strong performance in equity markets across multiple sectors, including consumer discretionary, communication services, information technology and consumer staples. Historical performance on these investments may not be indicative of future returns. The fund utilizes prime brokerage borrowings and derivatives for both hedging and investment purposes as part of a strategy that can generate significant returns. Funds that employ leverage through borrowings and derivatives can generate outsized returns but can also experience greater levels of volatility. The unrealized gains for 2019 primarily comprised unrealized gains in our hedge funds, equities, equity funds, fixed income funds, and private equity funds principally driven by declining interest rates, tightening credit spreads, and a favorable movement in equity markets.
2019 versus 2018: Net realized and unrealized gains were $1.0 billion for 2019 compared to net realized and unrealized losses of $407.5 million for 2018, an increase of $1.4 billion. Included in net realized and unrealized gains (losses) are the following items:
Net realized and unrealized gains on fixed income securities, including fixed income securities within our funds held portfolios, of $515.6 million for 2019, compared to net realized and unrealized losses of $237.3 million for 2018, an increase of $752.9 million. The gains in 2019 were primarily driven by a decline in interest rates and tighter credit spreads, whereas the losses in 2018 were due to higher interest rates and wider credit spreads; and
Net realized and unrealized gains on other investments, including equities of $496.3 million for 2019 compared to net realized and unrealized losses of $170.3 million for 2018, an increase of $666.6 million. The unrealized gains for 2019 primarily comprised unrealized gains in our hedge funds, equity funds, fixed income funds and private equity funds principally driven by declining interest rates, tighter credit spreads, and a more favorable movement in global equity markets in 2019. The unrealized losses in 2018 primarily comprised unrealized losses in our equity funds, call options on equity, hedge funds, fixed income funds and CLO equities, partially offset by unrealized gains on our private debt and private equities principally driven by higher interest rates and wider credit spreads.
51

Table of Contents
Liquidity and Capital Resources
Overview
We aim to generate cash flows from our (re)insurance operations and investments, preserve sufficient capital for future acquisitions, and develop relationships with lenders who provide borrowing capacity at competitive rates.
Our capital resources as of December 31, 2020 included ordinary shareholders' equity of $6.2 billion, preferred equity of $510.0 million, redeemable noncontrolling interest of $365.4 million and our debt obligations of $1.4 billion. Based on our current loss reserves position, our portfolios of in-force (re)insurance business, and our investment positions, we believe we are well capitalized.
The following table details our capital position as of December 31, 2020 and 2019:
2020 2019 Change
(in thousands of U.S. dollars)
Ordinary shareholders' equity $ 6,164,395  $ 4,332,183  $ 1,832,212 
Series D and E Preferred Shares 510,000  510,000  — 
Total Enstar Group Limited Shareholders' Equity (A) 6,674,395  4,842,183  1,832,212 
Noncontrolling interest 13,609  14,168  (559)
Total Shareholders' Equity (B) 6,688,004  4,856,351  1,831,653 
Senior Notes 843,447  842,216  1,231 
Junior Subordinated Notes 344,812  —  344,812 
Revolving credit facility 185,000  —  185,000 
Term loan facility —  348,991  (348,991)
Total debt (C) 1,373,259  1,191,207  182,052 
Redeemable noncontrolling interest (D) 365,436  438,791  (73,355)
Total capitalization = (B) + (C) + (D) $ 8,426,699  $ 6,486,349  $ 1,940,350 
Total capitalization attributable to Enstar = (A) + (C) $ 8,047,654  $ 6,033,390  $ 2,014,264 
Debt to total capitalization 16.3  % 18.4  % (2.1) %
Debt and Series D and E Preferred Shares to total capitalization 22.3  % 26.2  % (3.9) %
Debt to total capitalization attributable to Enstar 17.1  % 19.7  % (2.6) %
Debt and Series D and E Preferred Shares to total capitalization attributable to Enstar 23.4  % 28.2  % (4.8) %

As of December 31, 2020, we had $901.2 million of cash and cash equivalents, excluding restricted cash that supports (re)insurance operations, and included in this amount was $677.7 million held by our foreign subsidiaries outside of Bermuda. Based on our group's current corporate structure with a Bermuda domiciled parent company and the jurisdictions in which we operate, if the cash and cash equivalents held by our foreign subsidiaries were to be distributed to us, as dividends or otherwise, such amount would not be subject to incremental income taxes; however, in certain circumstances withholding taxes may be imposed by some jurisdictions, including by the United States. Based on existing tax laws, regulations and our current intentions, there were no accruals as of December 31, 2020 for any material withholding taxes on dividends or other distributions, as described in Note 20 - "Income Taxation" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Dividends
Historically, Enstar has not declared a dividend on its ordinary shares. The strategy has been to retain earnings and invest distributions from operating subsidiaries into our business. We may re-evaluate this strategy from time to time based on overall market conditions and other factors, but we do not currently expect to pay any dividends on our ordinary shares.
On June 28, 2018, we issued 16,000 Series D Preferred Shares with an aggregate liquidation value of $400.0 million. On November 21, 2018, we issued 4,400 Series E Preferred Shares with an aggregate liquidation value of $110.0 million. The dividends on the Series D and E Preferred Shares are non-cumulative and may be paid
52

Table of Contents
quarterly in arrears on the first day of March, June, September and December of each year, only when, as and if declared. For further information on preferred share dividends, refer to Note 17 - "Shareholders' Equity" and Note 26 - "Events (Unaudited) Subsequent to the Date of the Independent Auditor's Report" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Any payment of common or preferred dividends must be approved by our Board of Directors. Our ability to pay ordinary and preferred dividends is subject to certain restrictions, as described in Note 22 - "Dividend Restrictions and Statutory Financial Information" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Sources and Uses of Cash
Holding Company Liquidity
The potential sources of cash flows to Enstar as a holding company consist of cash flows from our subsidiaries including dividends, advances and loans, and interest income on loans to our subsidiaries. We also utilize our credit and loan facilities, and we have issued senior notes and preferred shares and guaranteed junior subordinated notes issued by one of our subsidiaries.
We use cash to fund new acquisitions of companies and significant new business. We also utilize cash for our operating expenses associated with being a public company and to pay dividends on our preference shares and interest and principal on loans from subsidiaries and debt obligations, including loans under our credit facilities, our 4.50% senior notes due 2022 (the “2022 Senior Notes”), our 4.95% senior notes due 2029 (the "2029 Senior Notes” and, together with the 2022 Senior Notes, the "Senior Notes") and our 5.75% Junior Subordinated Notes due 2040 (the “Junior Subordinated Notes”), as well as for ordinary share repurchases. Under the eligible capital rules of the Bermuda Monetary Authority, the Senior Notes qualify as Tier 3 capital and the Preferred Shares and Junior Subordinated Notes qualify as Tier 2 capital when considering the BSCR.
Our holding company cash flows are summarized in "Item 8. Financial Statements and Supplementary Data - Schedule II - Condensed Financial Information of Registrant - Statements of Cash Flows - Parent Company Only" for the years ended December 31, 2020, 2019 and 2018" and the notes thereto.
We may, from time to time, raise capital from the issuance of equity, debt or other securities as we continuously evaluate our strategic opportunities. We filed an automatic shelf registration statement on August 17, 2020 with the U.S. Securities and Exchange Commission ("SEC") to allow us to conduct future offerings of certain securities, if desired, including debt, equity and other securities.
As we are a holding company and have no substantial operations of our own, our assets consist primarily of investments in subsidiaries and our loans and advances to subsidiaries. Dividends from our (re)insurance subsidiaries are restricted by (re)insurance laws and regulations, as described below. The ability of all of our subsidiaries to make distributions and transfers to us may also be restricted by, among other things, other applicable laws and regulations and the terms of our credit facilities and our subsidiaries’ bank loans and other issued debt instruments.
U.S. Finance Company Liquidity
Enstar Finance LLC ("Enstar Finance") is a wholly-owned finance subsidiary and is dependent upon funds from other subsidiaries to pay any amounts due under the Junior Subordinated Notes. In addition, as noted above, we are a holding company that conducts substantially all of our operations through our subsidiaries. Our only significant assets are the capital stock of our subsidiaries. Because substantially all of our operations are conducted through our (re)insurance subsidiaries, substantially all of our consolidated assets are held by our subsidiaries and most of our cash flow, and, consequently, our ability to pay any amounts due under the guaranty of the Junior Subordinated Notes, is dependent upon the earnings of our subsidiaries and the transfer of funds by those subsidiaries to us in the form of distributions or loans.
In addition, the ability of our (re)insurance subsidiaries to make distributions or other transfers to Enstar Finance or us is limited by applicable insurance laws and regulations, as described below. These laws and regulations and the determinations by the regulators implementing them may significantly restrict such distributions and transfers, and, as a result, adversely affect the overall liquidity of Enstar Finance or us. The ability of all of our subsidiaries to make distributions and transfers to Enstar Finance and us may also be restricted by, among other things, other applicable laws and regulations and the terms of our credit facilities and our subsidiaries’ bank loans and other issued debt instruments.
Operating Company Liquidity
The ability of our (re)insurance subsidiaries to pay dividends and make other distributions is limited by the
53

Table of Contents
applicable laws and regulations of the jurisdictions in which our (re)insurance subsidiaries operate, including Bermuda, the United Kingdom, the United States, Australia and Continental Europe, which subject these subsidiaries to significant regulatory restrictions. These laws and regulations require, among other things, certain of our (re)insurance subsidiaries to maintain minimum capital requirements and limit the amount of dividends and other payments that these subsidiaries can pay to us, which in turn may limit our ability to pay dividends and make other payments. For more information on these laws and regulations, see "Item 1. Business - Regulation." As of December 31, 2020, all of our (re)insurance subsidiaries’ capital requirement levels were in excess of the minimum levels required. The ability of our subsidiaries to pay dividends is subject to certain restrictions, as described in Note 22 - "Dividend Restrictions and Statutory Financial Information" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2. Our subsidiaries’ ability to pay dividends and make other forms of distributions may also be limited by our repayment obligations under certain of our outstanding credit facility agreements and other debt instruments. Variability in ultimate loss payments may also result in increased liquidity requirements for our subsidiaries. During 2020 and 2019, our regulated subsidiaries paid aggregate capital distributions and dividends of $706.9 million and $530.6 million, respectively.
Sources of funds primarily consist of cash and investment portfolios acquired on the completion of acquisitions and loss portfolio transfer reinsurance agreements, investment income earned, proceeds from sales and maturities of investments and collection of premium receivable. Cash balances acquired upon our purchase of (re)insurance companies are classified as cash provided by investing activities. Cash acquired from loss portfolio transfers and other reinsurance agreements is classified as cash provided by operating activities. We expect to use funds acquired from cash and investment portfolios, collected premiums, collections from reinsurance debtors, fees and commission income, investment income and proceeds from sales and redemptions of investments to meet expected claims payments, operational expenses and losses incurred on earned premiums, with the remainder used for acquisitions and additional investments. We generally expect negative operating cash flows to be met by positive investing cash flows; however, cash provided by operating activities was positive for 2020 and 2019 as the proceeds from sales and maturities of trading securities exceeded cash used in the purchase of trading securities, with the net proceeds being used in the purchase of AFS securities included within investing cash flows.
Overall, we expect our cash flows, together with our existing capital base and cash and investments acquired on the acquisition of business, to be sufficient to meet cash requirements and to operate our business.
Cash Flows
The following table summarizes our consolidated cash flows provided by (used in) operating, investing and financing activities.
2020 2019 Change 2018 Change
(in thousands of U.S. dollars)
Cash provided by (used in):
Operating activities $ 2,786,366  $ 1,424,449  $ 1,361,917  $ (141,609) $ 1,566,058 
Investing activities (2,335,436) (1,603,310) (732,126) (827,085) (776,225)
Financing activities 117,406  248,538  (131,132) 701,986  (453,448)
Net cash flows from discontinued operations (21,996) 3,840  (25,836) 33,868  (30,028)
Effect of exchange rate changes on cash (5,800) (324) (5,476) 2,588  (2,912)
Net increase (decrease) in cash and cash equivalents 540,540  73,193  467,347  (230,252) 303,445 
Cash and cash equivalents, beginning of year 971,349  901,996  69,353  1,166,116  (264,120)
Net change in cash of businesses held-for-sale (138,773) (3,840) (134,933) (33,868) 30,028 
Cash and cash equivalents, end of year $ 1,373,116  $ 971,349  $ 401,767  $ 901,996  $ 69,353 
Details of our consolidated cash flows are included in "Item 8. Financial Statements and Supplementary Data - Consolidated Statements of Cash Flows for the years ended December 31, 2020, 2019 and 2018" of this Exhibit 99.2.
2020 versus 2019: Cash and cash equivalents increased by $540.5 million in 2020 compared to $73.2 million during 2019.
Cash and cash equivalents increased by $540.5 million in 2020, as cash provided by operating and financing activities of $2.8 billion and $117.4 million, respectively, was partially offset by cash used in investing activities of $2.3 billion. Cash provided by operations in 2020 was predominantly driven by: (i) the proceeds from net sales and maturities of trading securities of $1.7 billion; and (ii) cash and restricted cash acquired in Run-off reinsurance transactions of $1.6 billion; partially offset by the timing of paid losses. Cash provided by financing activities in 2020 was primarily attributable to net inflows of $179.5 million from loan obligations, partially offset by share repurchases and preferred share dividends. Cash used in investing activities in 2020 primarily related to net purchases of AFS
54

Table of Contents
securities of $1.9 billion and net subscriptions of other investments of $380.3 million. Change in cash of business held-for-sale is due to the classification of the assets and liabilities of Northshore as held-for-sale as of December 31, 2020 and the disposal of StarStone U.S.
Cash and cash equivalents increased by $73.2 million in 2019, as cash provided by operating and financing activities of $1.4 billion and $248.5 million, respectively, was partially offset by cash used in investing activities of $1.6 billion. Cash provided by operations in 2019 was largely the result of: (i) the proceeds from net sales and maturities of trading securities of $956.5 million; and (ii) cash and restricted cash acquired in Run-off reinsurance transactions of $1.2 billion; partially offset by the timing of paid losses. Cash provided by financing activities in 2019 was primarily attributable to an increase in debt obligations of $327.9 million due to the issuance of the 2029 Senior Notes, partially offset by a $150.0 million repayment of the 2018 EGL Term Loan Facility. Cash used in investing activities in 2019 was primarily related to net purchases of AFS securities of $1.5 billion and net subscriptions of other investments of $213.0 million, partially offset by cash acquired on the acquisition of Morse TEC.
2019 versus 2018: Cash and cash equivalents increased by $73.2 million in 2019 compared with a decrease of $230.3 million during 2018.
Cash and cash equivalents decreased by $230.3 million in 2018, as cash used in investing and operating activities of $827.1 million and $141.6 million, respectively, was partially offset by cash provided by financing activities of $702.0 million. Cash used in investing activities in 2018 was primarily related to net subscriptions of other investments of $466.0 million, cash paid on acquisitions, net of cash acquired of $245.2 million and the purchase of equity method investments of $155.4 million. Cash used in operations was largely the result of net purchases of trading securities of $637.6 million and the timing of paid losses, partially offset by cash and restricted cash acquired in Run-off reinsurance transactions of $652.0 million. Cash provided by financing activities in 2018 primarily related to net proceeds of $495.4 million from the issuance of the Series D and E Preferred Shares, net inflows of $218.2 million from our credit facilities, which were principally used to fund new business and acquisitions, $55.4 million of inflows in respect of contributions by noncontrolling interests, partially offset by dividends paid on preferred shares of $12.1 million and to noncontrolling interests of $3.9 million.
Investable Assets
We define investable assets as the sum of total investments, cash and cash equivalents, restricted cash and cash equivalents and funds held. Investable assets were $17.3 billion as of December 31, 2020 as compared to $14.1 billion as of December 31, 2019, an increase of 22.7%. The increase was primarily due to assets acquired and unrealized gains on investments. For information regarding our investment strategy and our portfolio and results, refer to "Item 1. Business - Investments" and to "Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations - Investable Assets," respectively.
Reinsurance Balances Recoverable on Paid and Unpaid Losses
As of December 31, 2020 and 2019, we had reinsurance balances recoverable on paid and unpaid losses of $2.1 billion and $2.2 billion, respectively.
Our (re)insurance run-off subsidiaries and assumed portfolios, prior to acquisition, used retrocessional agreements to reduce their exposure to the risk of (re)insurance assumed. On an annual basis, included within the Legacy Underwriting segment, both Atrium (classified as held-for-sale as of December 31, 2020) and StarStone purchased a tailored outwards reinsurance program designed to manage their risk profiles. The majority of Atrium's and StarStone's third-party reinsurance is with highly rated reinsurers or is collateralized by letters of credit.
We remain liable to the extent that retrocessionaires do not meet their obligations under these agreements, and therefore, we evaluate and monitor concentration of credit risk among our reinsurers. Provisions are made for amounts considered potentially uncollectible.
For further information regarding our reinsurance balances recoverable on paid and unpaid losses, refer to Note 8 - "Reinsurance Balances Recoverable on Paid and Unpaid Losses" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
55

Table of Contents
Debt Obligations
We utilize debt financing and loan facilities primarily for funding acquisitions and significant new business, investment activities and, from time to time, for general corporate purposes. Our debt obligations as of December 31, 2020 and 2019 were as follows:
Origination Date Term 2020 2019
4.50% Senior Notes due 2022 March 10, 2017 5 years $ 349,253  $ 348,616 
4.95% Senior Notes due 2029 May 28, 2019 10 years 494,194  493,600 
Total Senior Notes 843,447  842,216 
5.75% Junior Subordinated Notes due 2040 August 26, 2020 20 years 344,812  — 
EGL Revolving Credit Facility August 16, 2018 5 years 185,000  — 
2018 EGL Term Loan Facility December 27, 2018 3 years —  348,991 
Total debt obligations $ 1,373,259  $ 1,191,207 
In 2020, we issued the Junior Subordinated Notes and fully repaid the 2018 EGL Term Loan Facility.
Junior Subordinated Notes
On August 26, 2020, our wholly-owned subsidiary, Enstar Finance issued the Junior Subordinated Notes for an aggregate principal amount of $350.0 million. The Junior Subordinated Notes are fully and unconditionally guaranteed by us on an unsecured and junior subordinated basis.
The Junior Subordinated Notes are exclusively the obligations of Enstar Finance and us, to the extent of the guarantee, and are not guaranteed by any of our other subsidiaries, which are separate and distinct legal entities and, except for Enstar Finance, have no obligation, contingent or otherwise, to pay holders any amounts due on the Junior Subordinated Notes or to make any funds available for payment on the Junior Subordinated Notes, whether by dividends, loans or other payments.
Generally, if an event of default occurs, the trustee or the holders of at least 25% in aggregate principal amount of the then outstanding Junior Subordinated Notes may declare the principal and accrued and unpaid interest on all of the Junior Subordinated Notes to be due and payable immediately.
For further information regarding our debt arrangements, including letters of credit, refer to Note 15 - "Debt Obligations and Credit Facilities" and Note 26 - "Events (Unaudited) Subsequent to the Date of the Independent Auditor's Report" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Credit Ratings
The following table presents our credit ratings as of March 1, 2021:
Credit ratings (1)
Standard and Poor’s Fitch Ratings
Long-term issuer BBB (Outlook: Stable) BBB (Outlook: Stable)
Senior notes BBB BBB-
Junior subordinated notes BB+ BB+
Series D preferred shares BB+ BB+
Series E preferred shares BB+ BB+
(1) Credit ratings are provided by third parties, Standard and Poor’s and Fitch Ratings, and are subject to certain limitations and disclaimers. For information on these ratings, refer to the rating agencies’ websites and other publications.
Agency ratings are not a recommendation to buy, sell or hold any of our securities and may be revised or withdrawn at any time by the issuing organization. Each agency's rating should be evaluated independently of any other agency's rating. For information on risks related to our credit ratings, refer to "Item 1A. Risk Factors - Risks Relating to Liquidity and Capital Resources" and "Item 1A. Risk Factors - Risks Relating to Ownership of our Shares" in our 2020 Annual Report on Form 10-K.
56

Table of Contents
Contractual Obligations
The following table summarizes, as of December 31, 2020, our future payments under material contractual obligations and estimated payments for losses and LAE by expected payment date. The table includes only obligations that are expected to be settled in cash.  
   Total Less than
1 Year
1 - 3
years
3 - 5
years
6 - 10
years
More than
10 Years
  (in millions of U.S. dollars)
Operating Activities
Estimated gross reserves for losses and LAE (1)
Asbestos $ 1,778.5  $ 145.6  $ 263.0  $ 216.9  $ 337.8  $ 815.2 
Environmental 302.9  34.1  58.5  44.5  60.8  105.0 
General Casualty 1,890.4  261.1  380.5  462.9  659.6  126.3 
Workers' compensation/personal accident 2,005.6  175.7  319.7  336.1  415.1  759.0 
Marine, aviation and transit 344.6  73.3  90.6  54.1  66.6  60.0 
Construction defect 109.0  28.4  39.0  21.1  13.3  7.2 
Professional indemnity/ Directors & Officers 1,101.5  187.4  262.6  254.6  326.0  70.9 
Motor 974.7  346.7  283.7  95.3  92.0  157.0 
Property 152.2  51.4  47.0  22.3  19.3  12.2 
Other 422.5  107.2  86.7  58.5  68.0  102.1 
Total Run-off 9,081.9  1,410.9  1,831.3  1,566.3  2,058.5  2,214.9 
StarStone International (Non-U.S.) 1,293.2  438.7  456.1  208.4  152.2  37.8 
Other 30.3  8.1  8.2  5.1  8.9  — 
Total Legacy Underwriting 1,323.5  446.8  464.3  213.5  161.1  37.8 
ULAE 385.7  67.0  87.1  60.7  75.8  95.1 
Estimated gross reserves for losses and LAE (1)
10,791.1  1,924.7  2,382.7  1,840.5  2,295.4  2,347.8 
Investing Activities
Investment commitments 1,049.2  442.7  298.4  181.1  127.0  — 
Financing Activities
Loan repayments (including estimated interest payments) 2,034.6  66.1  640.2  89.8  687.3  551.2 
Total $ 13,874.9  $ 2,433.5  $ 3,321.3  $ 2,111.4  $ 3,109.7  $ 2,899.0 
(1)The reserves for losses and LAE represent management’s estimate of the ultimate cost of settling losses. The estimation of losses is based on various complex and subjective judgments. Actual losses paid may differ, perhaps significantly, from the reserve estimates reflected in our financial statements. Similarly, the timing of payment of our estimated losses is not fixed and there may be significant changes in actual payment activity. The assumptions used in estimating the likely payments due by period are based on our historical claims payment experience and industry payment patterns, but due to the inherent uncertainty in the process of estimating the timing of such payments, there is a risk that the amounts paid in any such period can be significantly different from the amounts disclosed above. The amounts in the above table represent our estimates of known liabilities as of December 31, 2020 and do not take into account corresponding reinsurance recoverable amounts that would be due to us. Furthermore, certain of the reserves included in the audited consolidated financial statements as of December 31, 2020 were acquired by us and initially recorded at fair value with subsequent amortization, whereas the expected payments by period in the table above are the estimated payments at a future time and do not reflect the fair value adjustment in the amount payable.

As of December 31, 2020, excluding fair value adjustments, we expect to pay estimated gross losses and LAE of $1.9 billion in the short-term (less than one year) and $8.9 billion in the long-term (more than one year). We generally attempt to match the duration of our investment portfolio to the duration of our general liability profile. We generally seek to maintain investment portfolios that are shorter or of equivalent duration to the liabilities in order to provide liquidity for the settlement of losses and, where possible, to avoid having to liquidate longer-dated investments. In the Run-off segment, the settlement of liabilities also have the potential to accelerate the natural payout of losses, which may require additional liquidity.
57

Table of Contents
In addition to the contractual obligations noted in the table above, as of December 31, 2020, we had the right to purchase the redeemable noncontrolling interest ("RNCI") related to Atrium and StarStone from the Trident V Funds and the Dowling Funds after a certain time in the future (a "call right") and the RNCI holders had the right to sell their RNCI interests to us after a certain time in the future (a "put right"). Following closing of the Exchange Transaction described in Note 21 - "Related Party Transactions" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2, we hold a call right over the remaining portion of StarStone owned by the Trident V Funds and the Dowling Funds, and they hold a put right to transfer those interests to us.
For additional information relating to our commitments and contingencies, see Note 23 - "Commitments and Contingencies" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2. For information relating to our defendant asbestos and environmental liabilities, see Note 11 - "Defendant Asbestos and Environmental Liabilities" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Off-Balance Sheet Arrangements
As of December 31, 2020, we did not have any off-balance sheet arrangements, as defined by SEC rules and regulations.
Critical Accounting Estimates
We believe the following accounting policies impact the most significant judgments and estimates used in the preparation of our financial statements.
Losses and LAE
Run-off
For a breakdown of our Run-off gross and net losses and LAE reserves, including Outstanding Loss Reserves ("OLR") and IBNR by line of business and ULAE, as of December 31, 2020 and 2019, refer to Note 10 - "Losses and Loss Adjustment Expenses" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
As of December 31, 2020 and 2019, IBNR reserves (net of reinsurance balances recoverable) accounted for $4.1 billion, or 54.1%, and $3.3 billion, or 48.8%, respectively, of our total Run-off net losses and LAE reserves, excluding ULAE.
Our primary objective in running off the operations of acquired companies and portfolios of (re)insurance business in run-off is to increase our book value by settling loss reserves below their acquired fair value and earning investment income on the cash and investments backing the loss reserves. The earnings generated from each acquired company or portfolio of (re)insurance business, together with the related decrease in loss reserves, leads to a reduction in the capital required for each company, thereby providing the ability to distribute both earnings and excess capital to us to finance the new business acquisitions and reinsurance transactions and for general corporate purposes.
We adopt a disciplined claims management approach to pay only valid claims and pay such claims on a timely basis and endeavor to reduce the level of acquired LAE provisions by streamlining claims handling procedures. We also actively pursue commutations of both our acquired LAE provisions and reinsurance recoverable assets.
We would expect that over the targeted duration of the run-off of our acquired companies and portfolios of (re)insurance business, the acquired ultimate loss reserves would settle below the acquired fair value, resulting in reductions in ultimate losses and LAE liabilities resulting in earnings to us. There can be no assurance, however, that we will successfully implement our run-off strategy.
Commutations of blocks of policies, along with disciplined claims management, have the potential to produce favorable claims development compared to established reserves. For each newly-acquired company and assumed (re)insurance business in run-off, we determine a commutation strategy that broadly identifies commutation targets using the following criteria:
previous commutations completed by existing portfolio companies with policyholders of the newly-acquired company or assumed (re)insurance business in run-off;
nature of liabilities;
size of incurred loss reserves;
recent loss development history; and
58

Table of Contents
targets for claims audits.
Once commutation targets are identified, they are prioritized into target years of completion. At the beginning of each year, the approach to commutation negotiations is determined by the commutation team, including claims and exposure analysis and broker account reconciliations. On completion of this analysis, settlement parameters are set around incurred liabilities. Commutation discussions can take many months or even years to come to fruition. Commutation targets not completed in a particular year are re-prioritized for the following year.
Every commutation, irrespective of value, requires the approval of our senior management. The impact of the commutation activity on the IBNR reserve is reflected as part of our annual actuarial reviews of reserves. However, if a significant commutation is completed during the year, loss reserves will be adjusted in the corresponding quarter to reflect management’s then best estimate of the impact of the commutation on the remaining IBNR reserves.
Commutations of our acquired LAE provisions provide an opportunity for us to exit exposures to entire policies with (re)insureds for an agreed upon payment, or payments, often at a discount to the previously estimated ultimate liability. As a result of exiting all exposures to such policies, all advised case reserves and IBNR reserves relating to the insured or reinsured are eliminated. A commutation is recognized upon the execution of a commutation release agreement. Following completion of a commutation, all the related balances, including insurance and reinsurance balances payable and/or receivable, funds held by ceding companies, and losses and LAE (including estimated IBNR), are written off with the corresponding gain or loss recorded in the net reduction of ultimate losses. A commutation may result in a net gain irrespective of whether the settlement exceeds the advised case reserves. Advised case reserves are those reserve estimates for a specific loss or losses reported by either the broker or (re)insured.
Commutations of outward reinsurance business provide an opportunity for us to accelerate the collection of our ceded reinsurance asset in exchange for assuming the previously reinsured risk. In such instance, we receive a cash payment from our reinsurer, which is recorded as a negative paid loss and the ceded case and IBNR reserves attributable to the commuted business will be written down to zero, resulting in an increase to our net case and IBNR reserves. If we are successful in executing on our claims management strategies, we may realize the benefit of settling these assumed claims for less than their acquired value; however, there is no assurance that we will be successful in executing these strategies.
IBNR reserves are established at a class of business level. A commutation settlement is a negotiated settlement of both the advised case reserves and an estimate of the IBNR reserves that relate to the policies being commuted.
For latent exposures with a long reporting tail, the estimated level of IBNR reserves may be significantly higher than the advised case reserves. In such an instance, the commutation settlement of a block of such policies may be greater than the advised case reserves but less than the aggregate of the advised case reserves plus the estimated related IBNR reserves, resulting in overall savings being realized on the total recorded ultimate liability.
On a quarterly basis, we adjust our estimates of ultimate loss and LAE liabilities in the quarter that any significant commutation is concluded. The agreed commutation settlement is recorded in net losses paid.
To the extent that commuted policies are protected by reinsurance, then we will, on completion of a commutation with an (re)insured, negotiate with the reinsurers to contribute their share of the commutation settlement. Any amounts received from such reinsurers will be recorded in net losses paid and the impact of any savings or loss on reinsurance recoverable on unpaid losses will be included in the actuarial reassessment of net ultimate liabilities.
Annual Losses and Loss Adjustment Reviews
Because a significant amount of time can lapse between the assumption of risk, the occurrence of a loss event, the reporting of the event to an (re)insurance company and the ultimate payment of the claim on the loss event, the liability for unpaid losses and LAE is based largely upon estimates. On a quarterly basis, our management must use considerable judgment in the process of developing these estimates. Management reviews the actual loss development in the quarter and receives input from the actuarial, claims and legal staff on the drivers of any favorable or unfavorable loss emergence. The liability for unpaid losses and LAE for property and casualty business includes amounts determined from loss reports on individual cases and amounts for IBNR reserves.
Loss advices or reports from ceding companies are generally provided via the placing broker and comprise treaty statements, individual claims files, electronic messages and large loss advices or cash calls.
Large loss advices and cash calls are provided to us as soon as practicable after an individual loss or claim is made or settled by the insured.
59

Table of Contents
The remaining broker advices are issued monthly, quarterly or annually depending on the provisions of the individual policies or the ceding company’s practice.
For certain direct insurance policies where the claims are managed by Third Party Administrators (TPAs) and Managing General Agents (MGAs), loss bordereaux are received either monthly or quarterly depending on the arrangement with the TPA and MGA. Loss advices for direct insurance policies may be received from the broker, agent or directly from the insured.
Where we provide reinsurance or retrocession reinsurance protection, the process of claims advice from the direct insurer to the reinsurers and/or retrocessionaires naturally involves more levels of communication, which inevitably creates delays or lags in the receipt of loss advice by the reinsurers/retrocessionaires relative to the date of first advice to the direct insurer. Certain types of exposure, typically latent health exposures such as asbestos-related claims, have inherently long reporting delays, in some cases many years, from the date a loss occurred to the manifestation and reporting of a claim and ultimately until the final settlement of the claim.
An industry-wide weakness in cedant reporting affects the adequacy and accuracy of reserving for advised claims. We attempt to mitigate this inherent weakness as follows:
We closely monitor cedant loss reporting and, for those cedants identified as providing inadequate, untimely or unusual reporting of losses, we conduct, in accordance with the provisions of the insurance and (re)insurance contracts, detailed claims audits at the (re)insured’s premises. Such claims audits have the benefit of validating advised claims, determining whether the cedant’s loss reserving practices and reporting are adequate and identifying potential loss reserving issues of which our actuaries need to be made aware. Any required adjustments to advised claims reserves reported by cedants identified during the claims audits will be recorded as an adjustment to the advised case reserve.
Onsite claims audits are often supplemented by further reviews by our internal and external legal advisors to determine the reasonableness of advised case reserves and, if considered necessary, an adjustment to the reported case reserve will be recorded.
Our actuaries project expected paid and incurred loss development for each class of business, which is monitored on a quarterly basis. Should actual paid and incurred development differ significantly from the expected paid and incurred development, we will investigate the cause and, in conjunction with our actuaries, consider whether any adjustment to total loss reserves is required.
Our actuaries consider the quality of ceding company data as part of their ongoing evaluation of the liability for ultimate losses and LAE, and the methodologies they select for estimating ultimate losses inherently compensate for potential weaknesses in this data, including weaknesses in loss reports provided by cedants.
We strive to apply the highest standards of discipline and professionalism to our claims adjusting, processing and settlement, and disputes with cedants are rare. However, we are from time to time involved in various disputes and legal proceedings in the ordinary course of our claims adjusting process. We are often involved in disputes commenced by other co-insurers who act in unison with any litigation or dispute resolution controlled by the lead underwriter. Coverage disputes arise when the insured/reinsured and insurer/reinsurer cannot reach agreement as to the interpretation of the policy and/or application of the policy to a claim. Most (re)insurance policies contain dispute resolution clauses requiring arbitration or mediation. In the absence of a contractual dispute resolution process, civil litigation would be commenced. We aim to reach a commercially acceptable resolution to any dispute, using arbitration or litigation as a last resort. We regularly monitor and provide internal reports on disputes involving arbitration and litigation and engage external legal counsel to provide professional advice and assist with case management.
In establishing reserves, management includes amounts for IBNR reserves using information from the actuarial estimates of ultimate losses. We use generally accepted actuarial methodologies to estimate ultimate losses and LAE and those estimates are reviewed by our management. On an annual basis, independent actuarial firms are retained by management to provide their estimates of ultimate losses and to review the estimates developed by our actuaries.
Nearly all of our unpaid claims liabilities are considered to have a long claims payout tail. Net loss reserves, excluding ULAE, for our Run-off subsidiaries relate primarily to casualty exposures, including latent claims, of which 24.2% in 2020 (2019: 31.0%) related to asbestos and environmental ("A&E") exposures.
60

Table of Contents
Within the annual loss reserve studies produced by either our actuaries or independent actuaries, exposures for each subsidiary are separated into homogeneous reserving categories for the purpose of estimating IBNR. Each reserving category contains either direct insurance or assumed reinsurance reserves and groups relatively similar types of risks and exposures (for example, asbestos, environmental, casualty, property) and lines of business written (for example, marine, aviation, non-marine). Based on the exposure characteristics and the nature of available data for each individual reserving category, a number of methodologies are applied. Recorded reserves for each category are selected from the actuarial indications produced by the various methodologies after consideration of exposure characteristics, data limitations and strengths and weaknesses of each method applied. This approach to estimating IBNR has been consistently adopted in the annual loss reserve studies for each period presented.
Our management, through the loss reserving committees, considers the reasonableness of loss reserves recommended by our actuaries, including actual loss development during the year, using the following reports produced internally on a quarterly basis for each of our (re)insurance subsidiaries:
Gross, ceded and net incurred loss report - This report provides, for each reporting period, the total (including commuted policies) gross, ceded and net incurred loss development for each company and a commentary on each company’s loss development. The report highlights the causes of any unusual or significant loss development activity (including commutations).
Actual versus expected gross incurred loss development schedule - This schedule provides a summary, and commentary thereon, of each company’s (excluding companies or portfolios of business acquired in the current year) non-commuted incurred gross losses compared to the estimate of the development of non-commuted incurred gross losses provided by our actuaries at the beginning of the year as part of the prior year’s reserving process.
Commutations summary schedule - This schedule summarizes all commutations completed during the year for all companies, and identifies the policyholder with which we commuted, the incurred losses settled by the commutation (comprising outstanding unpaid losses and case reserves) and the amount of the commutation settlement.
Analysis of paid, incurred and ultimate losses - This analysis for each company, and in the aggregate, provides a summary of the gross, ceded and net paid and incurred losses and the impact of applying our actuaries’ recommended loss reserves. This report, reviewed in conjunction with the previous reports, provides an analytical tool to review each company’s incurred loss or gain and reduction or increase in IBNR reserves to assess whether the ultimate reduction or increase in loss reserves appears reasonable in light of known developments within each company.
The above reports provide management with the relevant information to determine whether loss development (including commutations) during the year has, for each company, been sufficiently meaningful so as to warrant an adjustment to the reserves recommended by our actuaries in the most recent actuarial study.
When establishing loss reserves we have an expectation that, in the absence of commutations and significant favorable or unfavorable non-commuted loss development compared to expectations, loss reserves will not exceed the high, or be less than the low, end of the following ranges of gross losses and LAE reserves implied by the various methodologies used by each of our (re)insurance subsidiaries as of December 31, 2020.
61

Table of Contents
The range of gross loss and LAE reserves implied by the various methodologies used by each of our (re)insurance subsidiaries as of December 31, 2020 and 2019 is presented in the following table ("Range of Outcomes"):
2020 2019
Low Selected High Low Selected High
  (in thousands of U.S. dollars)
Asbestos $ 1,530,983  $ 1,778,539  $ 2,162,145  $ 1,639,077  $ 1,916,359  $ 2,447,051 
Environmental 261,105  302,894  366,789  296,253  343,286  413,991 
General casualty 1,513,079  1,890,428  2,229,347  875,288  990,992  1,116,946 
Workers' compensation/personal accident 1,674,984  2,005,562  2,281,656  1,983,940  2,248,338  2,555,782 
Marine, aviation and transit 305,496  344,550  387,300  368,090  411,644  480,875 
Construction defect 97,304  108,958  124,341  112,549  128,084  145,253 
Professional indemnity/Directors & Officers 960,300  1,101,473  1,241,179  876,445  959,250  1,062,111 
Motor 850,161  974,726  1,105,808  633,338  714,474  800,217 
Property 135,688  152,230  168,983  184,028  204,224  226,688 
Other 363,350  422,565  486,125  380,793  435,838  520,909 
7,692,450  9,081,925  10,553,673  7,349,801  8,352,489  9,769,823 
ULAE 303,527  350,600  399,895  291,696  331,494  385,762 
Total $ 7,995,977  $ 9,432,525  $ 10,953,568  $ 7,641,497  $ 8,683,983  $ 10,155,585 

Quarterly Reserve Reviews
In addition to an in-depth annual review, we also perform quarterly reserve reviews. This is done by examining quarterly paid and incurred loss development to determine whether it is consistent with reserves established during the preceding annual reserve review and with expected development. Loss development is reviewed separately for each major exposure type (e.g., asbestos, environmental, etc.), for each of our relevant subsidiaries, and for large "wholesale" commutation settlements versus "routine" paid and advised losses. This process is undertaken to determine whether loss development experience during a given quarter warrants any change to held reserves.
Loss development is examined separately by exposure type because different exposures develop differently over time. For example, the expected reporting and payout of losses for a given amount of asbestos reserves can be expected to take place over a different time frame and in a different quarterly pattern from the same amount of environmental reserves.
In addition, loss development is examined separately for each of our relevant subsidiaries. Companies can differ in their exposure profile due to the mix of insurance versus reinsurance, the mix of primary versus excess insurance, the underwriting years of participation and other criteria. These differing profiles lead to different expectations for quarterly and annual loss development by company.
Once the data has been analyzed, an in-depth review is performed on classes of exposure with significant loss development. Discussions are held with appropriate personnel, including individual company managers, claims handlers and attorneys, to better understand the causes. If it were determined that development differs significantly from expectations, reserves would be adjusted.
As described above, our management regularly reviews and updates reserve estimates using the most current information available and employing various actuarial methods. Adjustments resulting from changes in our estimates are recorded in the period when such adjustments are determined. The ultimate liability for losses and LAE is likely to differ from the original estimate due to a number of factors, primarily consisting of the overall claims activity occurring during any period, including the completion of commutations of assumed liabilities and ceded reinsurance receivables, policy buy-backs and general incurred claims activity.
Loss Reserving (All Classes, except Latent Claims)
For our "All Other" (non-latent) loss exposure, including workers' compensation, our actuaries apply a range of traditional loss development extrapolation techniques. These methods assume that cohorts, or groups, of losses from similar exposures will increase over time in a predictable manner. Historical paid, incurred, and outstanding loss development experience is examined for earlier years to make inferences about how later years’ losses will
62

Table of Contents
develop. The application and consideration of multiple methods is consistent with the Actuarial Standards of Practice.
When determining which loss development extrapolation methods to apply to each company and each class of exposure within each company, we consider the nature of the exposure for each specific subsidiary and reserving segment and the available loss development data, as well as the limitations of that data. In cases where company-specific loss development information is not available or reliable, we select methods that do not rely on historical data (such as incremental or run-off methods) and consider industry loss development information published by industry sources such as the Reinsurance Association of America. In determining which methods to apply, we also consider cause of loss coding information when available.
A brief summary of the methods that are considered most frequently in analyzing non-latent exposures is provided below. This summary discusses the strengths and weaknesses of each method, as well as the data requirements for each method, all of which are considered when selecting which methods to apply for each reserve segment.
1. Cumulative Reported and Paid Loss Development Methods.    The Cumulative Reported (Case Incurred) Loss Development method relies on the assumption that, at any given state of maturity, ultimate losses can be predicted by multiplying cumulative reported losses (paid losses plus case reserves) by a cumulative development factor. The validity of the results of this method depends on the stability of claim reporting and settlement rates, as well as the consistency of case reserve levels. Case reserves do not have to be adequately stated for this method to be effective; they only need to have a fairly consistent level of adequacy at all stages of maturity. Historical "age-to-age" loss development factors ('LDFs') are calculated to measure the relative development of an accident year from one maturity point to the next. Age-to-age LDFs are then selected based on these historical factors. The selected age-to-age LDFs are used to project the ultimate losses. The Cumulative Paid Loss Development Method is mechanically identical to the Cumulative Reported Loss Development Method described above, but the paid method does not rely on case reserves or claim reporting patterns in making projections. The validity of the results from using a cumulative loss development approach can be affected by many conditions, such as internal claim department processing changes, a shift between single and multiple payments per claim, legal changes, or variations in a company’s mix of business from year to year. Typically, the most appropriate circumstances in which to apply a cumulative loss development method are those in which the exposure is mature, full loss development data is available, and the historical observed loss development is relatively stable.
2. Incremental Reported and Paid Loss Development Methods.    Incremental incurred and paid analyses are performed in cases where cumulative data is not available. The concept of the incremental loss development methods is similar to the cumulative loss development methods described above, in that the pattern of historical paid or incurred losses is used to project the remaining future development. The difference between the cumulative and incremental methods is that the incremental methods rely on only incremental incurred or paid loss data from a given point in time forward, and do not require full loss history. These incremental loss development methods are therefore helpful when data limitations apply. While this versatility in the incremental methods is a strength, the methods are sensitive to fluctuations in loss development, so care must be taken in applying them.
3. IBNR-to-Case Outstanding Method.    This method requires the estimation of consistent cumulative paid and reported (case) incurred loss development patterns and age-to-ultimate LDFs, either from data that is specific to the segment being analyzed or from applicable benchmark or industry data. These patterns imply a specific expected relationship between IBNR, including both development on known claims (bulk reserve) and losses on true late reported claims, and reported case incurred losses. The IBNR-to-Case Outstanding method can be used in a variety of situations. It is appropriate for loss development experience that is mature and possesses a very high ratio of paid losses to reported case incurred losses. The method also permits an evaluation of the difference in maturity between the business being reviewed and benchmark development patterns. Depending on the relationship of paid to incurred losses, an estimate of the relative maturity of the business being reviewed can be made and a subsequent estimate of ultimate losses driven by the implied IBNR to case outstanding ratio at the appropriate maturity can be derived. This method is also useful where loss development data is incomplete and only the case outstanding amounts are determined to be reliable. This method is less reliable in situations where relative case reserve adequacy has been changing over time.
4. Bornhuetter-Ferguson Expected Loss Projection Reported and Paid Methods.    The Bornhuetter-Ferguson Expected Loss Projection Method based on reported loss data relies on the assumption that remaining unreported losses are a function of the total expected losses rather than a function of currently reported losses. The expected losses used in this analysis are based on initial selected ultimate loss ratios by year. The expected losses are multiplied by the unreported percentage to produce expected unreported losses. The unreported percentage is
63

Table of Contents
calculated as one minus the reciprocal of the selected cumulative incurred LDFs. Finally, the expected unreported losses are added to the current reported losses to produce ultimate losses. The calculations underlying the Bornhuetter-Ferguson Expected Loss Projection Method based on paid loss data are similar to the Bornhuetter-Ferguson calculations based on reported losses, with the exception that paid losses and unpaid percentages replace reported losses and unreported percentages. The Bornhuetter-Ferguson method is most useful as an alternative to other models for immature years. For these immature years, the amounts reported or paid may be small and unstable and therefore not predictive of future development. Therefore, future development is assumed to follow an expected pattern that is supported by more stable historical data or by emerging trends. This method is also useful when changing reporting patterns or payment patterns distort historical development of losses. Similar to the loss development methods, the Bornhuetter-Ferguson method may be applied to loss and ALAE on a combined or separate basis. The Bornhuetter-Ferguson method may not be appropriate in circumstances where the liabilities being analyzed are very mature, since it is not sensitive to the remaining amount of case reserves outstanding, or the actual development to date.
5. Reserve Run-off Method.    This method first projects the future values of case reserves for all underwriting years to future ages of development. This is done by selecting a run-off pattern of case reserves. The selected case run-off ratios are selected based on the observed run-off ratios at each age of development. Once the ratios have been selected, they are used to project the future values of case reserves. A paid on reserve factor is selected in a similar way. The ratios of the observed amounts paid during each development period to the respective case reserves at the beginning of the periods are used to estimate how much will be paid on the case reserves during each development period. These paid on reserve factors are then applied to the case reserve amounts that were projected during the first phase of this method. A summation of the resulting paid amounts yields an estimate of the liability. The Reserve Run-off Method works well when the historical run-off patterns are reasonably stable and when case reserves ultimately show a decreasing trend. Another strength of this method is that it only requires case reserves at a given point in time and incremental paid and incurred losses after that point, meaning that it can be applied in cases where full loss history is not available. In cases of volatile data where there is a persistent increasing trend in case reserves, this method will fail to produce a reasonable estimate. In several cases, reliance upon this method was limited due to this weakness.
Our actuaries select the appropriate loss development extrapolation methods to apply to each company and each class of exposure, and then apply these methods to calculate an estimate of ultimate losses. Our management, which is responsible for the final estimate of ultimate losses, reviews the calculations of our actuaries, considers additional information that may not be evident in the data used by the actuaries, such as, but not limited to, recent judicial decisions, inflation, and adjusts the estimate of ultimate losses as it deems necessary. Paid-to-date losses are then deducted from the estimate of ultimate losses to arrive at an estimated total loss reserve, and reported outstanding case reserves are then deducted from estimated total loss reserves to calculate the estimated IBNR reserve.
Loss Reserving (Latent Claims)
Asbestos Claims
Asbestos continues to be the most significant and difficult mass tort for the insurance industry in terms of claims volume, legal expense and indemnity payments. In the United States, asbestos-related lawsuits emerged in the early 1970s, accelerated through the 1980s and continue today, over fifty years after the first significant lawsuit against an asbestos manufacturer was filed. A unique feature of U.S. asbestos litigation is that a plaintiff will identify numerous defendants, often over 50, in a lawsuit, creating additional expense to defend the suit. Asbestos lawsuits have led to many of the traditional defendants filing for bankruptcy. We believe the insurance industry has been adversely affected by judicial interpretations that had the effect of maximizing insurance recoveries from both a coverage and liability perspective for these plaintiffs.
A number of our subsidiaries, and counterparties who wrote portfolios we assumed, have exposure to bodily injury claims from alleged exposure to asbestos. The United States asbestos exposure arises mainly from general liability insurance policies underwritten prior to 1986, which our subsidiaries or counterparties either wrote directly, on a primary or excess basis, or as reinsurance. Our United Kingdom asbestos exposures emanates from Employers Liability insurance policies. Asbestos bodily injury claims differ from other bodily injury claims due to the long latency period for asbestos, which often triggers a policyholder’s coverage over multiple policy periods. The long latency period, combined with the lack of clear judicial precedent with respect to coverage interpretations and expanded theories of liability, increase the uncertainty of the asbestos claim reserve estimates.
64

Table of Contents
The following table provides a reconciliation of our gross and net loss and ALAE reserves from asbestos exposures and the movement in gross and net reserves for the years ended December 31, 2020 and 2019:
2020 2019
(in thousands of U.S. dollars)
Balance as of January 1 $ 1,916,359  $ 1,617,020 
Less: reinsurance reserves recoverable 154,260  123,910 
Net balance as of January 1 1,762,099  1,493,110 
Total net incurred losses and LAE (18,501) 6,811 
Total net paid losses (132,853) (118,557)
Effect of exchange rate movement 38,932  37,249 
Assumed business —  382,474 
Ceded business (63,554) (38,988)
Net balance as of December 31 1,586,123  1,762,099 
Plus: reinsurance reserves recoverable 192,416  154,260 
Balance as of December 31 $ 1,778,539  $ 1,916,359 
The liability for unpaid losses and ALAE for asbestos reserves reflects our best estimate for future amounts needed to pay losses and related ALAE as of each of the balance sheet dates reflected in the financial statements herein in accordance with U.S. GAAP. As of December 31, 2020 and 2019, the net loss reserves for asbestos-related claims comprised 20.8% and 26.3%, respectively, of total Run-off net reserves for losses and LAE liabilities excluding ULAE. In addition, we also have defendant asbestos liabilities, as described in Note 11 - "Defendant Asbestos and Environmental Liabilities" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Environmental Claims
Environmental pollution claims represent another exposure where we believe the insurance industry has been adversely affected by various legislative changes and judicial interpretations. Unlike asbestos claims which are generated primarily from injured individuals, environmental claims generally result from state or federal government activities initiated against a commercial enterprise. The most well-known legislation, passed in 1980, is the Comprehensive Environmental Restoration, Compensation and Liability Act (“CERCLA”, also known as Superfund). CERCLA imposed strict and retroactive liability on potentially responsible parties (“PRP”), which expanded in the court system to be interpreted as joint and several liability.
Our subsidiaries and counterparties who wrote portfolios we assumed have exposure to environmental claims from general liability insurance policies written prior to the mid-1980s, that were not specifically written to cover damage to the environment from gradual releases of pollutants. Similar to asbestos, there is additional uncertainty with respect to environmental reserves as compared to other general liability exposures. This added uncertainty is due to the multiple policy periods and allocation of claims to policy years, number of solvent PRPs at any site, ultimate cost of the remediation, the number of ultimate sites and changes to judicial precedence.
65

Table of Contents
The following table provides a reconciliation of our gross and net loss and ALAE reserves from environmental exposures and the movement in gross and net reserves for the years ended December 31, 2020 and 2019:
2020 2019
(in thousands of U.S. dollars)
Balance as of January 1 $ 343,286  $ 222,700 
Less: reinsurance reserves recoverable 27,057  12,221 
Net balance as of January 1 316,229  210,479 
Total net incurred losses and LAE (12,762) 14,988 
Total net paid losses (23,866) (16,899)
Effect of exchange rate movement (1,334) (3,615)
Assumed business —  124,009 
Ceded business (13,219) (12,733)
Net balance as of December 31 265,048  316,229 
Plus: reinsurance reserves recoverable 37,846  27,057 
Balance as of December 31 $ 302,894  $ 343,286 
The liability for unpaid losses and ALAE, for environmental reserves, reflects our best estimate for future amounts needed to pay losses and related ALAE as of each of the balance sheet dates reflected in the financial statements herein in accordance with U.S. GAAP. As of December 31, 2020 and 2019, the net loss reserves for environmental pollution-related claims comprised 3.5% and 4.7%, respectively, of total Run-off net reserves for losses and LAE excluding ULAE. In addition, we also have direct environmental liabilities, as described in Note 11 - "Defendant Asbestos and Environmental Liabilities" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Asbestos and Environmental Reserving
The ultimate losses from asbestos and environmental claims cannot be estimated using traditional actuarial reserving techniques that extrapolate losses to an ultimate basis using loss development. Claims are spread across multiple policy years based on the still evolving case law in each jurisdiction, making historical development patterns unreliable to forecast the future claim payments. There can be no assurance that the reserves we establish will be adequate or not be adversely affected by the development of other latent exposures.
We use a variety of methodologies to estimate the appropriate IBNR reserves required for our asbestos and environmental exposures. We estimate the IBNR reserves separately for each of our subsidiaries in order to apply the appropriate methodologies and assumptions to match the distinct portfolios of exposure. For example, where we have policy and claim data at the defendant or claimant level, we will use a ground-up frequency/severity method (described later in this section). For our subsidiaries that primarily have reinsurance portfolios, we generally use industry benchmarking methodologies to estimate appropriate IBNR reserves. These methods are based on comparisons of our loss experience on A&E exposures relative to industry loss experience on similar exposures. The discussion that follows describes, in greater detail, the primary actuarial methodologies used by us to estimate IBNR for A&E exposures.
In addition to the specific considerations for each method described below, many general factors are considered in the application of the methods and the interpretation of results for each portfolio of exposures. These factors include:
the mix of product types (e.g., primary insurance, excess insurance, reinsurance of primary, excess of loss reinsurance, retrocession)
the average attachment point and coverage limitations (e.g., first-dollar primary versus umbrella over primary versus high-excess)
payment and reporting lags related to the international domicile of our subsidiaries as well as the difference in lags between primary, excess and reinsurance policies
payment and reporting pattern acceleration due to large "wholesale" settlements (e.g., policy buy-backs and commutations) pursued by us, and
lists of individual risks remaining and general trends within the legal and tort environments.
66

Table of Contents
1. Paid Survival Ratio Method.    In this method, our expected annual average payment amount is multiplied by an expected future number of payment years to develop an indicated reserve. Our historical calendar year payments are examined to determine an expected future annual average payment amount. This amount is multiplied by an expected number of future payment years to estimate a reserve. Trends in calendar year payment activity are considered when selecting an expected future annual average payment amount. Accepted industry benchmarks are used in determining an expected number of future payment years. Each year, annual payment data is updated, trends in payments are re-evaluated and changes to benchmark future payment years are reviewed. Advantages of this method are ease of application and simplicity of assumptions. A potential disadvantage of the method is that results could be misleading for portfolios of high excess exposures where significant payment activity has not yet begun.
2. Paid Market Share Method.    In this method, our estimated market share is applied to the industry estimated unpaid losses or estimate of industry ultimate losses. The ratio of our historical calendar year payments to industry historical calendar year payments is examined to estimate our market share. This ratio is then applied to the estimate of industry unpaid losses or estimate of industry ultimate losses. Each year, calendar year payment data is updated (for both us and industry), estimates of industry unpaid losses are reviewed and the selection of our estimated market share is revisited. This method has the advantage that trends in calendar year market share can be incorporated into the selection of company share of remaining market payments. A potential disadvantage of this method is that it is particularly sensitive to assumptions regarding the time-lag between industry payments and our payments.
3. Reserve-to-Paid Method.    In this method, the ratio of estimated industry reserves to industry paid-to-date losses is multiplied by our paid-to-date losses to estimate our reserves. Specific considerations in the application of this method include the completeness of our paid-to-date loss information, the potential acceleration or deceleration in our payments (relative to the industry) due to our claims handling practices, and the impact of large individual settlements. Each year, paid-to-date loss information is updated (for both us and the industry) and updates to industry estimated reserves are reviewed. This method has the advantage of relying purely on paid loss data and so is not influenced by subjectivity of case reserve loss estimates. A potential disadvantage is that the application to our portfolios that do not have complete inception-to-date paid loss history could produce misleading results. To address this potential disadvantage, a variation of the method is also considered by multiplying the ratio of estimated industry reserves to industry losses paid during a recent period of time (e.g., 3 years) by our paid losses during that period.
4. IBNR: Case Ratio Method.    In this method, the ratio of estimated industry IBNR reserves to industry case reserves is multiplied by our case reserves to estimate our IBNR reserves. Specific considerations in the application of this method include the presence of policies reserved at policy limits, changes in overall industry case reserve adequacy and recent loss reporting history. Each year, our case reserves are updated, the estimate of industry reserves is updated and the applicability of the industry IBNR: Case Ratio is reviewed. This method has the advantage that it incorporates the most recent estimates of amounts needed to settle open cases included in current case reserves. A potential disadvantage is that results could be misleading where our case reserve adequacy differs significantly from overall industry case reserve adequacy. In these instances, the industry IBNR: Case Ratios were adjusted to reflect our portfolio case reserve adequacy.
5. Ultimate-to-Incurred Method.    In this method, the ratio of estimated industry ultimate losses to industry incurred-to-date losses is applied to our incurred-to-date losses to estimate our IBNR reserves. Specific considerations in the application of this method include the completeness of our incurred-to-date loss information, the potential acceleration or deceleration in our incurred losses (relative to the industry) due to our claims handling practices and the impact of large individual settlements. Each year incurred-to-date loss information is updated (for both us and the industry) and updates to industry estimated ultimate losses are reviewed. This method has the advantage that it incorporates both paid and case reserve information in projecting ultimate losses. A potential disadvantage is that results could be misleading where cumulative paid loss data is incomplete or where our case reserve adequacy differs significantly from overall industry case reserve adequacy. In these instances, the industry IBNR: Case Ratios were adjusted to reflect our portfolio case reserve adequacy.
6. Decay Factor Method.    In this method, a decay factor is directly applied to our payment data to estimate future payments. The decay factors were selected based on a review of our own decays and industry decays. This method is most useful where our data shows a decreasing pattern and is credible enough to be reliable.
7. Asbestos Ground-up Exposure Analysis Using Frequency-Severity Method. This method is used when we have policy and claim data at the defendant or claimant level. In a frequency-severity method there are two components that need to be estimated, namely, (1) the number of claims that will ultimately be settled with payment and (2) the severity of these claims including legal costs. The estimate of future settled claims is based on the
67

Table of Contents
historical claim filing rates, historical claim dismissal rates, current pending claims and epidemiological forecasts of asbestos disease incident for future claim filings. The average severity is based on historical average settlement amounts trended for inflation to the expected year of settlement for claims that close with an indemnity payment. Loss adjustment expenses are added to the projected ultimate losses based on historical expense to indemnity ratios. Multiplying the number of expected future claims settled with payments by the average severity results in an estimate of the ground-up losses at the defendant level. At this point, the defendant’s insurance coverage is considered to determine the allocation of the ground-up estimate to policy years and policy within the insurance coverage as well as the amount retained by the defendant.
Legacy Underwriting
The reserve for losses and loss expenses includes reserves for unpaid reported losses and for IBNR reserves. The reserves for unpaid reported losses and loss expenses are established by management based on reports from brokers, ceding companies and insureds and represent the estimated ultimate cost of events or conditions that have been reported to, or specifically identified by us. The reserve for incurred but not reported losses and loss expenses is established by management based on actuarially determined estimates of ultimate losses and loss expenses. Inherent in the estimate of ultimate losses and loss expenses are expected trends in claim severity and frequency and other factors which may vary significantly as claims are settled. Accordingly, ultimate losses and loss expenses may differ materially from the amounts recorded in the consolidated financial statements. These estimates are reviewed regularly and, as experience develops and new information becomes known, the reserves are adjusted as necessary. Such adjustments, if any, will be recorded in earnings in the period in which they become known. Prior period development arises from changes to loss estimates recognized in the current year that relate to loss reserves established in previous calendar years.
For a breakdown of the gross and net losses and LAE by line of business and ULAE as of December 31, 2020 and 2019 for the Legacy Underwriting segment, refer to Note 10 - "Losses and Loss Adjustment Expenses" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Quarterly Reserve Reviews
The reserve for losses and loss expenses is reviewed on a quarterly basis. Each quarter, paid and incurred loss development is reviewed to determine whether it is consistent with expected development. Loss development is examined separately by class of business, and large individual losses or loss events are examined separately from regular attritional loss development. Discussions are held with appropriate personnel including underwriters, claims adjusters, actuaries, accountants and attorneys to fully understand quarterly loss development and implications for the quarter-end reserve balances. Based on analysis of the loss development data and the associated discussions, management determines whether any adjustment is necessary to quarter-end reserve balances.
Defendant asbestos and environmental liabilities
For information on our defendant asbestos and environmental liabilities, refer to Note 11 - "Defendant Asbestos and Environmental Liabilities" and Note 2 - "Significant Accounting Policies" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Reinsurance Balances Recoverable on Paid and Unpaid Losses
Our acquired (re)insurance subsidiaries in two of our operating segments have retrocessional agreements to reduce exposure to the risk of (re)insurance they have assumed. Loss reserves represent total gross losses, and reinsurance balances recoverables represent anticipated recoveries of a portion of those loss reserves, as well as amounts receivable from reinsurers with respect to claims that have already been paid. While reinsurance arrangements are designed to limit losses and to permit recovery of a portion of loss reserves, reinsurance does not relieve us of our liabilities to our (re)insureds. Therefore, we evaluate and monitor concentration of credit risk among our reinsurers, including companies that are insolvent, in run-off or facing financial difficulties. Provisions are made for amounts considered potentially uncollectible. In addition to the acquired retrocessional agreements, on an annual basis, our active underwriting subsidiaries purchase tailored outwards reinsurance programs designed to manage their risk profiles. The majority of the total third-party reinsurance for our active underwriting subsidiaries is with Lloyd’s Syndicates or other reinsurers rated A- or better. For reinsurers that are not rated, the reinsurer provides collateral in the form of letters of credit, trust funds or funds withheld.
For further information, refer to Note 8 - "Reinsurance Balances Recoverable on Paid and Unpaid Losses" and Note 2 - "Significant Accounting Policies" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
68

Table of Contents
Valuation Allowances on Reinsurance Balances Recoverable and Deferred Tax Assets
Valuation Allowances on Reinsurance Balances Recoverable
Refer to Note 8 - "Reinsurance Balances Recoverable on Paid and Unpaid Losses" and Note 2 - "Significant Accounting Policies" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2 for information on the allowance for estimated uncollectible reinsurance balances recoverable on paid and unpaid losses.
Valuation Allowances on Deferred Tax Assets
For information on valuation allowances on deferred tax assets, refer to "Income Taxes" within Note 2 - "Significant Accounting Policies" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Deferred Charge Assets and Deferred Gain Liabilities
Refer to "Retroactive Reinsurance" within Note 2 - "Significant Accounting Policies" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2 for information on deferred charge assets and deferred gain liabilities.
Premium Revenue Recognition
Refer to "Premiums" within Note 2 - "Significant Accounting Policies" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2 for information on premium revenue recognition.
Investments
Valuation of Investments
We invest in trading portfolios of fixed maturity and short-term investments and equities, and an AFS portfolio of fixed maturity and short-term investments. We record both the trading and AFS portfolios at fair value on our balance sheet. For our trading portfolios, the unrealized gain or loss associated with the difference between the fair value and the amortized cost of the investments is recorded in net earnings. For our AFS portfolios, the unrealized gain or loss (other than the allowance for credit losses) is excluded from net earnings and reported as a separate component of accumulated other comprehensive income.
Our other investments comprise investments in various private equity funds, fixed income funds, hedge funds, equity funds, private credit funds and CLO equity funds, as well as direct investments in CLO equities. All of these other investments are recorded at fair value.
We measure fair value in accordance with ASC 820, Fair Value Measurements. The guidance dictates a framework for measuring fair value and a fair value hierarchy based on the quality of inputs used to measure fair value. The hierarchy gives the highest priority to unadjusted quoted prices in active markets for identical assets or liabilities (Level 1 measurements) and the lowest priority to unobservable inputs (Level 3 measurements). The three levels of the fair value hierarchy are described below:
Level 1 - Valuations based on unadjusted quoted prices in active markets for identical assets or liabilities that we have the ability to access. Valuation adjustments and block discounts are not applied to Level 1 instruments.
Level 2 - Valuations based on quoted prices in active markets for similar assets or liabilities, quoted prices for identical assets or liabilities in inactive markets, or for which significant inputs are observable (e.g. interest rates, yield curves, prepayment speeds, default rates, loss severities, etc.) or can be corroborated by observable market data.
Level 3 - Valuations based on unobservable inputs where there is little or no market activity. Unadjusted third party pricing sources or management's assumptions and internal valuation models may be used to determine the fair values.
In addition, certain of our other investments are measured at fair value using net asset value ("NAV") per share (or its equivalent) as a practical expedient and have not been classified within the fair value hierarchy above.
When the inputs used to measure fair value fall within different levels of the hierarchy, the level within which the fair value measurement is categorized is based on the lowest level input that is significant to the fair value measurement in its entirety. Thus, a Level 3 fair value measurement may include inputs that are observable (Level 1 and 2) and unobservable (Level 3).
The use of valuation techniques may require a significant amount of judgment. During periods of market disruption, including periods of rapidly widening credit spreads or illiquidity, it may be difficult to value certain of our
69

Table of Contents
securities if trading becomes less frequent or market data becomes less observable.
Short-Term and Fixed Maturity Investments
Short-term and fixed maturity investments are subject to fluctuations in fair value due to changes in interest rates, changes in issuer-specific circumstances such as credit rating and changes in industry-specific circumstances such as movements in credit spreads based on the market’s perception of industry risks. As a result of these potential fluctuations, it is possible to have significant unrealized gains or losses on a security. At maturity, absent any credit loss, fixed maturity investments’ amortized cost will equal their fair value and no realized gain or loss will be recognized in income. If, due to an unforeseen change in loss payment patterns, we need to sell any AFS investments before maturity, we could realize significant gains or losses in any period, which could have a meaningful effect on reported net income for such period.
At every reporting period, we perform a detailed analysis to identify any credit losses on our AFS portfolios. For further information on the allowance for credit losses and other-than temporary impairment losses on our AFS investments, refer to Note 2 - "Significant Accounting Policies" and Note 6 - "Investments" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
For information on our valuation methodologies for short-term and fixed maturity investments, refer to Note 12 - "Fair Value Measurements" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Other investments, including equities
For information on our valuation methodologies for other investments, including equities, refer to Note 12 - "Fair Value Measurements" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Accounting for Business Combinations - Fair Value Measurement
The most significant liabilities and assets of an acquired company are typically the liability for losses and LAE, and the assets related to cash, investments and any reinsurance balances recoverable on paid and unpaid losses that may be contractually due to the acquired entity. The market for acquisition of run-off companies is not always sufficiently active and transparent to enable us to identify reliable, market exit values for acquired assets and liabilities. Accordingly, consistent with provisions of U.S. GAAP, we have developed internal models that we believe allow us to determine fair values that are reasonable proxies for market exit values. We are familiar with the major participants in the acquisition run-off market and believe that the key assumptions we make in valuing acquired assets and liabilities are consistent with the kinds of assumptions made by such market participants. Furthermore, in our negotiation of purchase prices with sellers, it is frequently clear to us that other bidders in the market are using models and assumptions similar in nature to ours during the competitive bid process. The majority of acquisitions are completed following a public tender process whereby the seller invites market participants to provide bids for the target acquisition.
We account for business combinations using the acquisition method of accounting, which requires that the acquirer record the assets and liabilities acquired at estimated fair value. The fair values of each of the (re)insurance assets and liabilities acquired are derived from probability-weighted ranges of the associated projected cash flows, based on actuarially prepared information and management’s run-off strategy. Our run-off strategy, as well as that of other run-off market participants, is expected to be different from the seller’s as generally sellers are not specialized in running off (re)insurance liabilities whereas we and other market participants do specialize in such run-offs.
The key assumptions used by us and, we believe, by other run-off market participants in the fair valuation of acquired companies are (i) the projected payout, timing and amounts of claims liabilities; (ii) the related projected timing and amount of reinsurance collections; (iii) an appropriate discount rate, which is applied to determine the present value of the future cash flows; (iv) the estimated ULAE to be incurred over the life of the run-off; (v) the impact that any accelerated run-off strategy may have on the adequacy of acquired bad debt provisions; and (vi) an appropriate risk margin.
The probability-weighted projected cash flows of the acquired company are based on projected claims payouts provided by the seller predominantly in the form of the seller’s most recent independent actuarial reserve report. In the absence of the seller’s actuarial reserve report, our actuaries will determine the estimated claims payout. In certain jurisdictions, the local legislation provides for the possibility of pursuing strategies to achieve complete finality and conclude the run-off of a company, such as solvent schemes of arrangement. If appropriate we may estimate the probability of being able to complete a solvent scheme of arrangement and factor that into the claims payout projections.
70

Table of Contents
On acquisition, we make a provision for ULAE liabilities. This provision considers the adequacy of the provision maintained and recorded by the seller in light of our run-off strategy and estimated ULAE to be incurred over the life of the acquired run-off as projected by the seller’s actuaries or, in their absence, our actuaries. To the extent that our estimate of the total ULAE provision is different from the seller’s, an adjustment will be made. While our objective is to accelerate the run-off by completing commutations of assumed and ceded business (which would have the effect of shortening the life, and therefore the cost, of the run-off), the success of this strategy is far from certain. Therefore, the estimates of ULAE are based on running off the liabilities and assets over the actuarially projected life of the run-off.
We believe that providing for ULAE based on our run-off strategy is appropriate in determining the fair value of the assets and liabilities acquired in an acquisition of a run-off company. We believe that other participants in the run-off acquisition marketplace factor the estimated cost of running off the acquired company based on how that participant expects to manage the assets and liabilities into the price to pay for an acquisition.
The difference between the carrying value of reserves acquired at the date of acquisition and the fair value is the Fair Value Adjustment, ("FVA"). The FVA is amortized over the estimated payout period and adjusted for accelerations on commutation settlements or any other new information or subsequent change in circumstances after the date of acquisition. To the extent the actual payout experience after the acquisition is materially faster or slower than anticipated at the time of the acquisition, there is an adjustment to the estimated ultimate loss reserves, or there are changes in bad debt provisions or in estimates of future run-off costs following accelerated payouts, then the amortization of the FVA is accelerated or decelerated, as the case may be, to reflect such changes.
Fair Value Option - Insurance Contracts
We have elected to apply the fair value option for certain loss portfolio transfer reinsurance transactions. This is an irrevocable election that applies to all balances under the insurance contract, including funds held assets, reinsurance recoverable, and the liability for losses and loss adjustment expenses.
The fair value of the liability for losses and LAE and reinsurance recoverable under these contracts is presented separately in our consolidated balance sheet as of December 31, 2020 and 2019. Changes in the fair value of the liability for losses and LAE and reinsurance balances recoverable on paid and unpaid losses are included in net incurred losses and LAE in our consolidated statement of operations.
We use an internal model to calculate the fair value of the liability for losses and loss adjustment expenses and reinsurance recoverable asset for certain retroactive reinsurance contracts where we have elected the fair value option.
The fair value is calculated as the aggregate of discounted cash flows plus a risk margin:
The discounted cash flow approach uses (i) estimated nominal cash flows based upon an appropriate payment pattern developed in accordance with standard actuarial techniques and (ii) a discount rate based upon high quality rated corporate bond yields plus a credit spread for non-performance risk. The model uses corporate bond rates across the yield curve depending on the estimated timing of the future cash flows and specific to the currency of the risk.
The risk margin was calculated using the present value of the cost of capital. The cost of capital approach uses (i) projected capital requirements, (ii) multiplied by the risk cost of capital representing the return required for non-hedgeable risk based upon the weighted average cost of capital less investment income, and (iii) discounted using the weighted average cost of capital.
The observable and unobservable inputs used in the model are described in Note 12 - "Fair Value Measurements" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
Redeemable Noncontrolling Interest
For information on redeemable noncontrolling interest, refer to Note 2 - "Significant Accounting Policies" in the notes to our consolidated financial statements included within Item 8 of this Exhibit 99.2.
71

Table of Contents
ITEM 8.   FINANCIAL STATEMENTS AND SUPPLEMENTARY DATA
INDEX TO FINANCIAL STATEMENTS AND SCHEDULES
CONSOLIDATED FINANCIAL STATEMENTS Page
73
76
77
78
79
80
81
81
82
95
100
101
106
116
119
122
123
172
174
183
183
184
187
188
192
193
197
199
209
212
214
219
220
SCHEDULES
223
224
228
229
230
231
Schedules other than those listed above are omitted as they are not applicable or the information has been included in the consolidated financial statements, notes thereto, or elsewhere herein.
72

Table of Contents
REPORT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM
To the Shareholders and Board of Directors
Enstar Group Limited:
Opinion on the Consolidated Financial Statements
We have audited the accompanying consolidated balance sheets of Enstar Group Limited and subsidiaries (the Company) as of December 31, 2020 and 2019, the related consolidated statements of earnings, comprehensive income, changes in shareholders’ equity, and cash flows for each of the years in the three‑year period ended December 31, 2020, and the related notes and financial statement schedules I to VI (collectively, the consolidated financial statements). In our opinion, the consolidated financial statements present fairly, in all material respects, the financial position of the Company as of December 31, 2020 and 2019, and the results of its operations and its cash flows for each of the years in the three‑year period ended December 31, 2020, in conformity with U.S. generally accepted accounting principles.
We also have audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States) (PCAOB), the Company’s internal control over financial reporting as of December 31, 2020, based on criteria established in Internal Control – Integrated Framework (2013) issued by the Committee of Sponsoring Organizations of the Treadway Commission, and our report dated March 1, 2021 expressed an unqualified opinion on the effectiveness of the Company’s internal control over financial reporting.
Basis for Opinion
These consolidated financial statements are the responsibility of the Company’s management. Our responsibility is to express an opinion on these consolidated financial statements based on our audits. We are a public accounting firm registered with the PCAOB and are required to be independent with respect to the Company in accordance with the U.S. federal securities laws and the applicable rules and regulations of the Securities and Exchange Commission and the PCAOB.
We conducted our audits in accordance with the standards of the PCAOB. Those standards require that we plan and perform the audit to obtain reasonable assurance about whether the consolidated financial statements are free of material misstatement, whether due to error or fraud. Our audits included performing procedures to assess the risks of material misstatement of the consolidated financial statements, whether due to error or fraud, and performing procedures that respond to those risks. Such procedures included examining, on a test basis, evidence regarding the amounts and disclosures in the consolidated financial statements. Our audits also included evaluating the accounting principles used and significant estimates made by management, as well as evaluating the overall presentation of the consolidated financial statements. We believe that our audits provide a reasonable basis for our opinion.
Critical Audit Matters
The critical audit matters communicated below are matters arising from the current period audit of the consolidated financial statements that were communicated or required to be communicated to the audit committee and that: (1) relate to accounts or disclosures that are material to the consolidated financial statements and (2) involved our especially challenging, subjective, or complex judgments. The communication of critical audit matters does not alter in any way our opinion on the consolidated financial statements, taken as a whole, and we are not, by communicating the critical audit matters below, providing separate opinions on the critical audit matters or on the accounts or disclosures to which they relate.
Loss reserves and asbestos and environmental liabilities
As discussed in Notes 2 (c), 2 (d), 10 and 11 to the consolidated financial statements, the Company has recorded a liability for loss and loss adjustment expenses (loss reserves) and defendant asbestos and environmental liabilities (asbestos and environmental liabilities) of $ 8,140 million and $ 706 million, respectively, as of December 31, 2020. Loss reserves include an amount determined from reported claims and an amount, based on historical loss experience and industry statistics, for losses incurred but not reported. Asbestos and environmental liabilities include amounts for indemnity and defense costs for pending and future claims, as well as estimated clean-up costs based on engineering reports. The Company establishes loss reserves and asbestos and environmental liabilities based on actuarially determined estimates of ultimate claims payments, with the assistance of actuarial specialists.
We identified the assessment of the estimate of loss reserves and asbestos and environmental liabilities as a critical audit matter. The evaluation of the estimate of loss reserves involved a high degree of auditor judgment due to the inherent uncertainty that exists in the losses incurred but not yet reported amounts, the outcome of
73

Table of Contents
coverage litigation on certain lines of business, and the significant amount of time that can lapse between the assumption of risk and ultimate payment of the claim. The evaluation of the estimate of asbestos and environmental liabilities involved a high degree of auditor judgment due to the inherent uncertainty that exists in estimating the number and potential value of claims asserted, but unpaid and claims not yet asserted. The key assumptions used in the estimation process for loss reserves included loss development factors, expected loss ratios, and expected trends in claim frequency and severity. The key assumptions used in the estimation process for asbestos and environmental liabilities included expected trends in claim frequency and severity. Specialized skills and knowledge were required to evaluate the actuarial methodologies and the key assumptions used to estimate loss reserves and asbestos and environmental liabilities.
The following are the primary procedures we performed to address this critical audit matter. We evaluated the design and tested the operating effectiveness of certain internal controls over the Company’s process to estimate the loss reserves and asbestos and environmental liabilities. This included controls over the assumptions listed above and actuarial methodologies used in the estimation of loss reserves and asbestos and environmental liabilities. We involved actuarial professionals with specialized skills and knowledge, who assisted in:
comparing the methodologies and assumptions used by the Company in estimating loss reserves and asbestos and environmental liabilities with generally accepted actuarial methodologies
evaluating assumptions for loss development factors, expected loss ratios, and expected trends in claim frequency and severity used in the estimation process of loss reserves by comparing them to historical results and industry trends
evaluating assumptions for expected trends in claim frequency and severity used in the estimation process of asbestos and environmental liabilities by comparing them to historical results and industry trends
developing an independent actuarial estimate of loss reserves and asbestos and environmental liabilities for selected lines of business
examining the Company’s internal or independent external actuarial analyses for the remaining lines of business by 1) analyzing claims development in the current year; and 2) evaluating changes in methodologies and assumptions from the prior year
assessing the movement of the recorded loss reserves within the Company’s range of actuarially determined reserves
assessing the movement of the recorded asbestos and environmental liabilities within the Company’s range of actuarially determined reserves.
Liability for loss and loss adjustment expenses, fair value
As discussed in Notes 2 (c), 2 (q), 10 and 12 to the consolidated financial statements, the Company used a discounted cash flow approach to estimate the liability for loss and loss adjustment expenses, fair value. The discounted cash flow approach uses estimated nominal cash flows based on a payment pattern developed in accordance with standard actuarial techniques. Nominal loss reserves include an amount determined from reported claims and an amount, based on historical loss experience and industry statistics, for losses incurred but not reported. The Company establishes nominal loss reserves based on actuarially determined estimates of ultimate loss and loss adjustment expenses, with the assistance of actuarial specialists. The Company has recorded a liability for loss and loss adjustment expenses, fair value (loss reserves at fair value) of $ 2,453 million as of December 31, 2020.
We identified the assessment of loss reserves at fair value as a critical audit matter. The evaluation of the estimate of nominal loss reserves involved a high degree of auditor judgment due to the inherent uncertainty that exists in the losses incurred but not yet reported amounts, the outcome of coverage litigation on certain lines of business, and the significant amount of time that can lapse between the assumption of risk and ultimate payment of the claim. The key assumptions used in the estimation process included loss development factors and expected trends in claim frequency and severity. Specialized skills and knowledge were required to 1) evaluate the actuarial methodologies and certain assumptions used to estimate nominal loss reserves; and 2) evaluate the projected payout, including timing, and amount of the nominal cash flows used in the fair value estimate.
The following are the primary procedures we performed to address this critical audit matter. We evaluated the design and tested the operating effectiveness of certain internal controls over the Company’s process to estimate nominal loss reserves. This included controls over the assumptions and actuarial methodologies used in the 1) estimation of nominal loss reserves; and 2) the estimation of the projected payout, including timing and
74

Table of Contents
amount of the nominal cash flows used to develop the fair value. We involved actuarial professionals with specialized skills and knowledge, who assisted in:
comparing the methodologies and assumptions used by the Company in estimating nominal loss reserves with generally accepted actuarial methodologies
comparing assumptions for loss development factors and expected trends in claim frequency and severity to historical results and industry trends
developing an independent actuarial estimate of nominal loss reserves for selected lines of business
examining the Company’s internal and independent external actuarial analyses for the remaining lines of business by 1) analyzing claims development in the current year; and 2) evaluating changes in methodologies and assumptions from the prior year
evaluating the Company’s overall nominal loss reserves and assessing the movement of the nominal loss reserves within the Company’s range of actuarially determined reserves
evaluating the projected payout, including timing, and amount of the nominal cash flows used to develop the fair value, by developing an independent projected payout for selected lines of business
examining the Company’s projected payout for the remaining lines of business by evaluating changes in the timing of the nominal cash flows from the prior year and evaluating changes in methodologies and assumptions from the prior year.
/s/ KPMG Audit Limited
KPMG Audit Limited
We have served as the Company’s auditor since 2012.
Hamilton, Bermuda
March 1, 2021, except as to changes described in Note 1 and Note 2(t), which are as of June 11, 2021

75

Table of Contents

ENSTAR GROUP LIMITED
CONSOLIDATED BALANCE SHEETS
As of December 31, 2020 and 2019
2020 2019
(expressed in thousands of U.S. dollars, except share data)
ASSETS
Short-term investments, trading, at fair value $ 5,129  $ 51,490 
Short-term investments, available-for-sale, at fair value (amortized cost: 2020 — $263,750; 2019 — $128,311; net of allowance: 2020 — $0)
263,795  128,335 
Fixed maturities, trading, at fair value 4,594,892  6,143,335 
Fixed maturities, available-for-sale, at fair value (amortized cost: 2020 — $3,312,891; 2019 — $1,537,815; net of allowance: 2020 — $322)
3,395,100  1,538,052 
Funds held - directly managed 1,074,890  1,187,552 
Equities, at fair value 846,795  726,721 
Other investments, at fair value 4,244,034  2,518,031 
Equity method investments 832,295  326,277 
Total investments (Note 6 and Note 12)
15,256,930  12,619,793 
Cash and cash equivalents 901,152  624,472 
Restricted cash and cash equivalents 471,964  346,877 
Premiums receivable 405,793  491,511 
Reinsurance balances recoverable on paid and unpaid losses (net of allowance: 2020 — $137,122) (Note 8)
1,568,333  1,485,616 
Reinsurance balances recoverable on paid and unpaid losses, at fair value (Note 8 and Note 12)
520,830  695,518 
Insurance balances recoverable (net of allowance: 2020 — $4,824) (Note 11)
249,652  448,855 
Funds held by reinsured companies 635,819  475,732 
Other assets 925,533  1,162,955 
Assets held-for-sale (Note 5)
711,278  1,474,770 
TOTAL ASSETS $ 21,647,284  $ 19,826,099 
LIABILITIES
Losses and loss adjustment expenses (Note 10)
$ 8,140,362  $ 7,247,282 
Losses and loss adjustment expenses, fair value (Note 10 and Note 12)
2,452,920  2,621,122 
Defendant asbestos and environmental liabilities (Note 11)
706,329  847,685 
Insurance and reinsurance balances payable 494,412  420,546 
Debt obligations (Note 15)
1,373,259  1,191,207 
Other liabilities 942,905  994,584 
Liabilities held-for-sale (Note 5)
483,657  1,208,531 
TOTAL LIABILITIES 14,593,844  14,530,957 
COMMITMENTS AND CONTINGENCIES (Note 23)
REDEEMABLE NONCONTROLLING INTEREST (Note 16)
365,436  438,791 
SHAREHOLDERS’ EQUITY (Note 17)
Ordinary shares (par value $1 each, issued and outstanding 2020: 22,085,232; 2019: 21,511,505):
Voting Ordinary Shares (issued and outstanding 2020: 18,575,550; 2019: 18,001,823)
18,576  18,002 
Non-voting convertible ordinary Series C Shares (issued and outstanding 2020 and 2019: 2,599,672)
2,600  2,600 
Non-voting convertible ordinary Series E Shares (issued and outstanding 2020 and 2019: 910,010)
910  910 
Preferred Shares:
Series C Preferred Shares (issued and held in treasury 2020 and 2019: 388,571)
389  389 
Series D Preferred Shares (issued and outstanding 2020 and 2019: 16,000)
400,000  400,000 
Series E Preferred Shares (issued and outstanding 2020 and 2019: 4,400)
110,000  110,000 
Treasury shares, at cost (Series C Preferred Shares 2020 and 2019: 388,571)
(421,559) (421,559)
Joint Share Ownership Plan (voting ordinary shares, held in trust 2020: 565,630; 2019: 0)
(566) — 
Additional paid-in capital 1,836,074  1,836,778 
Accumulated other comprehensive income 80,659  7,171 
Retained earnings 4,647,312  2,887,892 
Total Enstar Shareholders’ Equity 6,674,395  4,842,183 
Noncontrolling interest 13,609  14,168 
TOTAL SHAREHOLDERS’ EQUITY 6,688,004  4,856,351 
TOTAL LIABILITIES, REDEEMABLE NONCONTROLLING INTEREST AND SHAREHOLDERS’ EQUITY $ 21,647,284  $ 19,826,099 
See accompanying notes to the consolidated financial statements
76

Table of Contents
ENSTAR GROUP LIMITED
CONSOLIDATED STATEMENTS OF EARNINGS
For the Years Ended December 31, 2020, 2019 and 2018
2020 2019 2018
(expressed in thousands of U.S.
dollars, except share and per share data)
INCOME
Net premiums earned $ 572,092  $ 804,047  $ 695,779 
Fees and commission income 42,446  28,453  35,088 
Net investment income 302,817  308,271  261,698 
Net realized and unrealized gains (losses) 1,642,019  1,011,966  (407,532)
Other income 101,132  37,070  34,073 
2,660,506  2,189,807  619,106 
EXPENSES
Net incurred losses and loss adjustment expenses 415,926  614,179  323,722 
Acquisition costs 171,020  240,609  177,855 
General and administrative expenses 501,479  413,084  348,786 
Interest expense 59,308  52,541  25,696 
Net foreign exchange (gains) losses 16,393  (7,912) 2,644 
1,164,126  1,312,501  878,703 
EARNINGS (LOSS) BEFORE INCOME TAXES 1,496,380  877,306  (259,597)
Income tax benefit (expense) (23,827) (12,372) 3,689 
Earnings from equity method investments 238,569  55,910  42,147 
NET EARNINGS (LOSS) FROM CONTINUING OPERATIONS 1,711,122  920,844  (213,761)
Net earnings from discontinued operations, net of income taxes 16,251  7,375  1,489 
NET EARNINGS (LOSS) 1,727,373  928,219  (212,272)
Net loss attributable to noncontrolling interest 27,671  9,870  62,051 
NET EARNINGS (LOSS) ATTRIBUTABLE TO ENSTAR 1,755,044  938,089  (150,221)
Dividends on preferred shares (35,700) (35,914) (12,133)
NET EARNINGS (LOSS) ATTRIBUTABLE TO ENSTAR ORDINARY SHAREHOLDERS $ 1,719,344  $ 902,175  $ (162,354)
Earnings per ordinary share attributable to Enstar Group Limited:
Basic:
Net earnings (loss) from continuing operations $ 79.43  $ 41.80  $ (7.89)
Net earnings from discontinued operations 0.35  0.20  0.05 
Net earnings (loss) per ordinary share $ 79.78  $ 42.00  $ (7.84)
Diluted:
Net earnings (loss) from continuing operations $ 78.45  $ 41.23  $ (7.89)
Net earnings from discontinued operations 0.35  0.20  0.05 
Net earnings (loss) per ordinary share $ 78.80  $ 41.43  $ (7.84)
Weighted average ordinary shares outstanding:
Basic 21,551,408  21,482,617  20,698,310 
Diluted 21,818,294  21,775,066  20,904,176 
See accompanying notes to the consolidated financial statements
77

Table of Contents
ENSTAR GROUP LIMITED
CONSOLIDATED STATEMENTS OF COMPREHENSIVE INCOME
For the Years Ended December 31, 2020, 2019 and 2018
 
2020 2019 2018
  (expressed in thousands of U.S. dollars)
NET EARNINGS (LOSS) $ 1,727,373  $ 928,219  $ (212,272)
Other comprehensive income (loss), net of income taxes:
Unrealized gains (losses) on fixed income available-for-sale investments arising during the year 104,924  2,896  (2,284)
Reclassification adjustment for change in allowance for credit losses recognized in net earnings (509) —  — 
Reclassification adjustment for net realized (gains) losses included in net earnings (18,033) (3,894) 63 
Reclassification to earnings on disposal of subsidiary (11,856) —  — 
Unrealized gains (losses) arising during the year, net of reclassification adjustments 74,526  (998) (2,221)
Change in currency translation adjustment (2,103) (2,428) (202)
Reclassification to earnings on disposal of subsidiary 34  —  — 
Cumulative currency translation adjustment, net of reclassification adjustments (2,069) (2,428) (202)
Decrease in defined benefit pension liability 1,152  42  2,156 
Total other comprehensive income (loss) 73,609  (3,384) (267)
Comprehensive income (loss) 1,800,982  924,835  (212,539)
Comprehensive loss attributable to noncontrolling interest 27,550  9,985  62,291 
COMPREHENSIVE INCOME (LOSS) ATTRIBUTABLE TO ENSTAR $ 1,828,532  $ 934,820  $ (150,248)
See accompanying notes to the consolidated financial statements

78

Table of Contents
ENSTAR GROUP LIMITED
CONSOLIDATED STATEMENTS OF CHANGES IN SHAREHOLDERS’ EQUITY
For the Years Ended December 31, 2020, 2019 and 2018
2020 2019 2018
(expressed in thousands of U.S. dollars)
Share Capital — Voting Ordinary Shares
Balance, beginning of year $ 18,002  $ 17,950  $ 16,402 
Issue of shares 752  52  1,548 
Shares repurchased (178) —  — 
Balance, end of year $ 18,576  $ 18,002  $ 17,950 
Share Capital — Non-Voting Convertible Ordinary Series C Shares
Balance, beginning and end of year $ 2,600  $ 2,600  $ 2,600 
Share Capital — Non-Voting Convertible Ordinary Series E Shares
Balance, beginning of year $ 910  $ 910  $ 405 
Issue of shares —  —  505 
Balance, end of year $ 910  $ 910  $ 910 
Share Capital - Series C Convertible Participating Non-Voting Preferred Shares
Balance, beginning and end of year $ 389  $ 389  $ 389 
Share Capital - Series D Preferred Shares
Balance, beginning of year $ 400,000  $ 400,000  $ — 
Issue of shares —  —  400,000 
Balance, end of year $ 400,000  $ 400,000  $ 400,000 
Share Capital - Series E Preferred Shares
Balance, beginning of year $ 110,000  $ 110,000  $ — 
Issue of shares —  —  110,000 
Balance, end of year $ 110,000  $ 110,000  $ 110,000 
Treasury Shares (Series C Preferred Shares)
Balance, beginning and end of year $ (421,559) $ (421,559) $ (421,559)
Joint Share Ownership Plan — Voting Ordinary Shares, Held in Trust
Balance, beginning of year $ —  $ —  $ — 
Issue of shares (566) —  — 
Balance, end of year $ (566) $ —  $ — 
Additional Paid-in Capital
Balance, beginning of year $ 1,836,778  $ 1,804,664  $ 1,395,067 
Issue (repurchase) of voting ordinary shares (815) 583  413,141 
Shares repurchased (25,828) —  — 
Issuance costs of preferred shares —  —  (14,643)
Amortization of share-based compensation 25,939  31,531  11,099 
Balance, end of year $ 1,836,074  $ 1,836,778  $ 1,804,664 
Accumulated Other Comprehensive Income
Balance, beginning of year $ 7,171  $ 10,440  $ 10,468 
Cumulative currency translation adjustment
Balance, beginning of year 8,548  10,986  11,171 
Change in currency translation adjustment (672) (2,438) (185)
Balance, end of year 7,876  8,548  10,986 
Defined benefit pension liability
Balance, beginning of year (945) (987) (3,143)
Change in defined benefit pension liability 1,152  42  2,156 
Balance, end of year 207  (945) (987)
Unrealized gains (losses) on available-for-sale investments
Balance, beginning of year (432) 441  2,440 
Change in unrealized gains (losses) on available-for-sale investments 73,008  (873) (1,999)
Balance, end of year 72,576  (432) 441 
Balance, end of year $ 80,659  $ 7,171  $ 10,440 
Retained Earnings
Balance, beginning of year $ 2,887,892  $ 1,976,539  $ 2,132,912 
Net earnings (loss) 1,727,373  928,219  (212,272)
Net loss attributable to noncontrolling interest 27,671  9,870  62,051 
Dividends on preferred shares (35,700) (35,914) (12,133)
Change in redemption value of redeemable noncontrolling interests 46,224  9,178  7,554 
Cumulative effect of change in accounting principle (6,148) —  (1,573)
Balance, end of year $ 4,647,312  $ 2,887,892  $ 1,976,539 
Noncontrolling Interest (excludes redeemable noncontrolling interests)
Balance, beginning of year $ 14,168  $ 12,056  $ 9,264 
Contribution (distribution) of noncontrolling interest (400) (47) 49 
Net earnings (loss) attributable to noncontrolling interest (159) 2,159  2,743 
Balance, end of year $ 13,609  $ 14,168  $ 12,056 
 See accompanying notes to the consolidated financial statements
79

Table of Contents
ENSTAR GROUP LIMITED
CONSOLIDATED STATEMENTS OF CASH FLOWS
For the Years Ended December 31, 2020, 2019 and 2018 
2020 2019 2018
  (expressed in thousands of U.S. dollars)
OPERATING ACTIVITIES:
Net earnings (loss) $ 1,727,373  $ 928,219  $ (212,272)
Net earnings from discontinued operations, net of income taxes (16,251) (7,375) (1,489)
Adjustments to reconcile net earnings to cash flows provided by (used in) operating activities:
Realized losses (gains) on sale of investments (178,851) (86,071) 27,395 
Unrealized losses (gains) on investments (1,463,168) (925,895) 380,137 
Depreciation and other amortization 59,570  34,695  32,242 
Earnings from equity method investments (238,569) (55,910) (42,147)
Sales and maturities of trading securities 3,792,083  5,361,936  4,706,318 
Purchases of trading securities (2,139,399) (4,405,433) (5,343,965)
Other non-cash items 23,242  33,857  11,857 
Changes in:
Reinsurance balances recoverable on paid and unpaid losses 52,027  (316,440) (289,295)
Funds held by reinsured companies (192,313) (67,636) (215,041)
Losses and loss adjustment expenses 1,002,520  821,049  897,091 
Defendant asbestos and environmental liabilities (141,356) (18,142) (15,844)
Insurance and reinsurance balances payable 86,645  50,859  133,676 
Premiums receivable 23,326  204,358  (165,357)
Other operating assets and liabilities 389,487  (127,622) (44,915)
Net cash flows provided by (used in) operating activities 2,786,366  1,424,449  (141,609)
INVESTING ACTIVITIES:
Acquisitions, net of cash acquired $ —  $ 172,482  $ (245,151)
Sales of subsidiaries, net of cash sold (13,847) —  — 
Sales and maturities of available-for-sale securities 2,259,546  335,670  58,219 
Purchase of available-for-sale securities (4,180,893) (1,826,724) (10,385)
Purchase of other investments (975,024) (794,613) (900,262)
Proceeds from other investments 594,676  581,639  434,255 
Purchase of equity method investments (33,000) (69,213) (155,440)
Sale of equity method investment 12,200  —  — 
Other investing activities 906  (2,551) (8,321)
Net cash flows used in investing activities (2,335,436) (1,603,310) (827,085)
FINANCING ACTIVITIES:
Net proceeds from the issuance of preferred shares $ —  $ —  $ 495,357 
Dividends on preferred shares (35,700) (35,914) (12,133)
(Purchase) contribution by noncontrolling interest —  (47) 49 
Contribution by redeemable noncontrolling interest —  13,127  55,377 
Contribution of capital to discontinued operations —  (45,000) (51,000)
Dividends paid to noncontrolling interest (400) (11,556) (3,852)
Repurchase of shares (26,006) —  — 
Receipt of loans 858,512  1,070,502  1,132,507 
Repayment of loans (679,000) (742,574) (914,319)
Net cash flows provided by financing activities 117,406  248,538  701,986 
DISCONTINUED OPERATIONS CASH FLOWS:
Net cash flows provided by (used in) operating activities 107,644  339,067  (18,463)
Net cash flows (used in) provided by investing activities (129,640) (380,227) 1,331 
Net cash flows provided by financing activities —  45,000  51,000 
Net cash flows from discontinued operations (21,996) 3,840  33,868 
EFFECT OF EXCHANGE RATE CHANGES ON FOREIGN CURRENCY CASH, CASH EQUIVALENTS AND RESTRICTED CASH (5,800) (324) 2,588 
NET INCREASE (DECREASE) IN CASH, CASH EQUIVALENTS AND RESTRICTED CASH 540,540  73,193  (230,252)
CASH, CASH EQUIVALENTS AND RESTRICTED CASH, BEGINNING OF YEAR 971,349  901,996  1,166,116 
NET CHANGE IN CASH OF BUSINESSES HELD-FOR-SALE (138,773) (3,840) (33,868)
CASH, CASH EQUIVALENTS AND RESTRICTED CASH, END OF YEAR $ 1,373,116  $ 971,349  $ 901,996 
Supplemental Cash Flow Information:
Income taxes paid, net of refunds $ 25,029  $ 4,941  $ 12,355 
Interest paid $ 50,775  $ 49,457  $ 25,240 
Reconciliation to Consolidated Balance Sheets:
Cash and cash equivalents $ 901,152  $ 624,472  $ 535,809 
Restricted cash and cash equivalents 471,964  346,877  366,187 
Cash, cash equivalents and restricted cash $ 1,373,116  $ 971,349  $ 901,996 
In addition to the cash flows presented above, our non-cash investing activities for the year ended December 31, 2020 included $235 million relating to the purchase of equity method investments which was satisfied through the sale of a subsidiary. Refer to Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations."
See accompanying notes to the consolidated financial statements
80

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS
December 31, 2020, 2019 and 2018
(Tabular information expressed in thousands of U.S. dollars except share and per share data) 
1. DESCRIPTION OF BUSINESS
Enstar Group Limited ("Enstar") is a Bermuda-based holding company, formed in 2001. Enstar is a leading global insurance group that offers innovative capital release solutions through its network of group companies in Bermuda, the United States, the United Kingdom, Continental Europe, Australia, and other international locations. Our ordinary shares are listed on the NASDAQ Global Select Market under the ticker symbol "ESGR". Unless the context indicates otherwise, the terms "Enstar," "we," "us" or "our" mean Enstar Group Limited and its consolidated subsidiaries and the term "Parent Company" means Enstar Group Limited and not any of its consolidated subsidiaries.
During the first quarter of 2021, we revised our segment structure to align with how our chief operating decision maker, who was determined to be our Chief Executive Officer, views our business, assesses performance and allocates resources to our business components. Effective January 1, 2021, our business is organized into three reportable segments:
(i) Run-off: consists of our acquired property and casualty and other (re)insurance business and StarStone's non-U.S. operations ("StarStone International") (from January 1, 2021) following our decision to place it into an orderly run-off (the "StarStone International Run-off"). This segment also includes our consulting and management business, which manages the run-off portfolios of third parties through our service companies. Management’s primary objective with respect to the Run-off segment is to generate reserve/claims savings over time by settling claims in a timely, cost efficient manner using our claims management expertise including settling claims for lower than outstanding ultimate loss estimates, implementation of reinsurance and commutation strategies;
(ii) Investments: consists of our investment activities and the performance of our investment portfolio, excluding those investable assets attributable to our Legacy Underwriting segment. Management’s primary objective of the Investments segment is to obtain the highest possible risk and capital adjusted returns while maintaining prudent diversification of assets and operating with the constraints of a global regulated (re)insurance company. We additionally consider the liquidity requirements and duration of our claims and contract liabilities; and
(iii) Legacy Underwriting: consists of businesses that we have either, in the case of Atrium Underwriting Group Limited and its subsidiaries ("Atrium"), exited via the sale of the majority of our interest in or, in the case of StarStone International (included in the Legacy Underwriting segment through December 31, 2020), placed into run-off. Prior to January 1, 2021, this segment comprised SGL No. 1 Limited's ("SGL No. 1's") 25% net share of Atrium's Syndicate 609 business at Lloyd's and StarStone International (through December 31, 2020). From January 1, 2021, this segment comprises SGL No.1's 25% gross share of the 2020 and prior underwriting years of Atrium's Syndicate 609 at Lloyd's, offset by the contractual transfer of the results of that business to the Atrium entities that were divested in the Exchange Transaction. There is no net risk retention for Enstar on Atrium's 2020 and prior underwriting years. For further information on the Exchange Transaction and the StarStone International Run-off, refer to Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations."
In addition, our corporate and other activities, which do not qualify as an operating segment, includes income and expense items that are not directly attributable to our reportable segments. These include, (a) holding company income and expenses, (b) the amortization of deferred charge assets and deferred gain liabilities on retroactive reinsurance contracts, (c) the amortization of fair value adjustments associated with the acquisition of companies, (d) changes in the fair value of assets and liabilities related to our assumed retroactive reinsurance contracts for which we have elected the fair value option, (e) corporate expenses not allocated to our reportable segments, (f) debt servicing costs, (g) net foreign exchange (gains) losses, (h) gains (losses) arising on the sale of subsidiaries (if any), (i) income tax benefit (expense), (j) net earnings (losses) from discontinued operations, net of income tax (if any), (k) net (earnings) loss attributable to noncontrolling interest, and (l) preferred share dividends.
Items (b), (c) and (d) highlighted above are included within corporate and other activities since they are not subject to any specific action or judgement by management. Refer to "(p) Acquisitions, Goodwill and Intangible Assets" and "(q) Retroactive Reinsurance" within Note 2 - "Significant Accounting Policies" for further information.
81

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Following the re-organization of our reportable segments during the first quarter of 2021 as described above, we restated the prior period comparatives to conform to the current period presentation. The following notes and financial statement schedules to the consolidated financial statements were updated to reflect the revised segment structure:
Note 1 - Description of the Business;
Note 8 - Reinsurance Balances Recoverable on Paid and Unpaid Losses;
Note 10 - Losses and Loss Adjustment Expenses;
Note 13 - Premiums Written and Earned;
Note 14 - Goodwill and Intangible Assets;
Note 24 - Segment Information; and
Schedule III - Supplementary Insurance Information.
In addition, references to reportable segments were also updated throughout the consolidated financial statements.
2. SIGNIFICANT ACCOUNTING POLICIES
Basis of Preparation
The consolidated financial statements have been prepared in conformity with accounting principles generally accepted in the United States of America ("U.S. GAAP"). The consolidated financial statements include our assets, liabilities and results of operations as of December 31, 2020 and 2019 and for the years ended December 31, 2020, 2019 and 2018. Results of operations for acquired subsidiaries are included from the date of acquisition. All significant intercompany transactions and balances have been eliminated.
Use of Estimates
The preparation of financial statements in accordance with U.S. GAAP requires management to make estimates and assumptions that affect the reported amount of assets and liabilities and disclosure of contingent assets and liabilities at the date of the financial statements and the reported amounts of revenues and expenses during the reporting period. Our actual results may differ materially from these estimates. The impact of changes in estimates are reflected in earnings in the period during which the estimate is changed. Accounting policies that we believe are most dependent on assumptions and estimates are considered to be our critical accounting estimates and are related to the determination of:
liability for losses and loss adjustment expenses ("LAE");
reinsurance balances recoverable on paid and unpaid losses;
defendant asbestos and environmental liabilities and related insurance balances recoverable;
valuation allowances on reinsurance balances recoverable and deferred tax assets;
impairment charges, including credit allowances on investment securities classified as available-for-sale ("AFS"), and impairments on deferred charge assets;
gross and net premiums written and net premiums earned;
fair value measurements of investments;
fair value estimates associated with accounting for acquisitions;
fair value estimates associated with loss portfolio transfer reinsurance agreements for which we have elected the fair value option; and
redeemable noncontrolling interests.
We expect that uncertainty and volatility in financial markets relating to the COVID-19 pandemic will continue to impact the value of our investments. The scope, duration and magnitude of the direct and indirect effects of the COVID-19 pandemic are changing rapidly and are difficult to anticipate. As with others in our industry, we are subject to economic factors such as interest rates, foreign exchange rates, underwriting events, regulation, tax policy changes, political risks and other market risks that can impact our strategy, operations, and results.
82

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Significant Accounting Policies
(a) Premiums
Non-Life
Non-life premiums written are earned on a pro-rata basis over the period the coverage is provided. Reinsurance premiums are recorded at the inception of the policy, are based upon contractual terms and, for certain business, are estimated based on underlying contracts or from information provided by insureds and/or brokers. Changes in reinsurance premium estimates are expected and may result in adjustments in future periods. Any subsequent differences arising on such estimates are recorded as premiums written in the period in which they are determined.
Certain non-life contracts are retrospectively rated and provide for a final adjustment to the premium based on the final settlement of all losses. Premiums on such contracts are adjusted based upon contractual terms, and management judgment is involved with respect to the estimate of the amount of losses that we expect to incur. Additional premiums are recognized at the time loss thresholds specified in the contract are exceeded and are earned over the coverage period, or are earned immediately if the period of risk coverage has passed.
Unearned Premium Reserves and Premiums Receivable
Unearned premium reserves represent the unexpired portion of policy premiums. For retrospectively rated contracts as well as those contracts whose written premium amounts are recorded based on premium estimates at inception, changes to accrued premiums arising from changes to these estimates are reflected as changes in premium balances receivable where appropriate.
Premium balances receivable are reported net of an allowance for expected credit losses as appropriate. The allowance is based upon our ongoing review of amounts outstanding, historical loss data, including delinquencies and write-offs, current and forecasted economic conditions and other relevant factors. However, the credit risk on our premiums receivable balances is substantially reduced where we have the ability to cancel the underlying policy if the policyholder does not pay the related premium.
(b) Acquisition Costs
Acquisition costs, consisting principally of commissions and brokerage expenses and certain premium taxes and fees incurred at the time a contract or policy is issued and that vary with and are directly related to the successful efforts of acquiring new insurance contracts or renewing existing insurance contracts, are deferred and amortized over the period in which the related premiums are earned. Deferred acquisition costs are limited to their estimated realizable value by line of business based on the related unearned premiums, anticipated claims and claim expenses and anticipated investment income.
A premium deficiency occurs if the sum of anticipated losses and loss adjustment expenses exceed unearned premiums, deferred acquisition costs and anticipated investment income. A premium deficiency is initially recognized by charging any deferred acquisition costs to expense to the extent required in order to eliminate the deficiency. If the premium deficiency exceeds the deferred acquisition costs then a liability is accrued for the excess deficiency.
83

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
(c) Losses and LAE
Run-off
The liability for losses and LAE in the Run-off segment includes an amount determined from reported claims and an amount, based on historical loss experience and industry statistics, for losses incurred but not reported ("IBNR") determined using a variety of actuarial methods. These estimates are continually reviewed and are necessarily subject to the impact of future changes in factors such as claim severity and frequency, changes in economic conditions including the impact of inflation, legal and judicial developments, and medical cost trends. Our estimates, at inception and on an ongoing basis, do not include an estimate for potential future commutations and policy buybacks. Commutations and policy buybacks are often unique and circumstance-based, and each commutation or policy buyback is separately negotiated. Therefore, the successful execution of one commutation or policy buyback does not necessarily impact the likelihood of other commutations or policy buybacks occurring in the future. While we believe that our liability for losses and LAE is adequate, the ultimate amount may be in excess of, or less than, the amounts recorded on our financial statements. Adjustments will be reflected as part of the net increase or reduction in losses and LAE liabilities in the periods in which they become known. Premium and commission adjustments may be triggered by changes in incurred losses, and any changes in such amounts are recorded in the same period that the related change in incurred loss is recognized.
Commutations of acquired companies’ exposures have the effect of accelerating the payout of claims compared to the probability-weighted ranges of actuarially projected cash flows that we applied when estimating the fair values of assets and liabilities at the time of acquisition. Commutations and policy buybacks provide an opportunity for us to exit exposures to certain policies and insureds generally at a discount to our estimate of the ultimate liability and provide us with the ability to eliminate exposure to further losses. Commutations and policy buybacks can be beneficial to us as they legally extinguish liabilities in full, reduce the potential for future adverse loss development, and reduce future claims handling costs. Any material acceleration of payout together with the impact of any material loss reserve savings in any period will also accelerate the amortization of fair value adjustments and deferred charge assets and gain liabilities in that period. Commutations are only executed directly with insureds or reinsureds and any gains realized or losses incurred on the settlement of losses and LAE liabilities through commutations or policy buybacks are recognized upon the execution of a commutation or policy buyback with the insured or reinsured.
Our (re)insurance subsidiaries also establish provisions for LAE relating to run-off costs for the estimated duration of the run-off, which are included in the liability for losses and LAE. These provisions are assessed at each reporting date, and provisions relating to future periods are adjusted to reflect any changes in estimates of the periodic run-off costs or the duration of the run-off, including the impact of any acceleration of the run-off period that may be caused by commutations. Provisions relating to the current period together with any adjustment to future run-off provisions are included in net incurred losses and LAE in the consolidated statements of earnings.
Legacy Underwriting
The reserves for losses and LAE in the Legacy Underwriting segment includes reserves for unpaid reported losses and for IBNR loss reserves. The reserves for unpaid reported losses and loss expenses are established by management based on reports from brokers, ceding companies and insureds and represent the estimated ultimate cost of events or conditions that have been reported to or specifically identified by us. The reserve for IBNR losses is established by us based on actuarially determined estimates of ultimate losses and loss expenses. Inherent in the estimate of ultimate losses and loss expenses are expected trends in claim severity and frequency and other factors which may vary significantly as claims are settled. Accordingly, ultimate losses and loss expenses may differ from the amounts recorded in the consolidated financial statements. These estimates are reviewed regularly and, as experience develops and new information becomes known, the reserves are adjusted as necessary. Such adjustments, if any, will be recorded in earnings in the period in which they become known. Prior period development arises from changes to loss estimates recognized in the current year that relate to loss reserves established in previous calendar years.
Components of Net Incurred Losses and LAE
Included within the total net incurred losses and LAE on our consolidated statement of earnings are the following items:
Net losses paid: paid losses and LAE, net of related reinsurance recoveries.
Net change in case and LAE reserves: the change in case reserves and associated LAE, net of related reinsurance recoveries.
84

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Net change in IBNR reserves: the change in IBNR reserves, net of related reinsurance recoveries.
Increase (reduction) in estimates of net ultimate losses: the total of net losses paid, net change in case and LAE reserves and the net change in IBNR. This includes the net impact of commutations and policy buybacks on the liability for losses and LAE reserves and reinsurance recoveries.
Increase (reduction) in provisions for unallocated LAE: the net change in our provision for unallocated LAE.
Amortization of deferred charge assets and deferred gain liabilities: relates to retroactive reinsurance contracts where, if at the inception of the contract, the estimated undiscounted ultimate losses payable are in excess of the premiums received, a deferred charge asset is recorded for the excess; whereas, if the premiums received are in excess of the estimated undiscounted ultimate losses payable, a deferred gain liability is recorded for the excess, such that we don't record any gain or loss at the inception of these retroactive reinsurance contracts. In addition, for retrocessions of losses and LAE reserves that we have assumed through retroactive reinsurance contracts where the retroceded liabilities exceed the retrocession premiums paid, we record the excess as a deferred gain liability which is amortized to earnings over the estimated period during which the losses paid on the assumed retroceded liabilities are recovered from the retrocessionaire.
Amortization of fair value adjustments: the amortization of the fair value adjustments associated with acquired companies, where the assumed losses and LAE reserves and the acquired reinsurance recoveries are fair valued on acquisition.
Changes in fair value - fair value option: the changes in the fair value for reinsurance agreements where we have elected the fair value option. The change in fair value component includes the changes in the discounted cash flows and risk margin. The underlying ("nominal") net losses paid, net change in case and LAE reserves and the net change in IBNR reserves relating to these reinsurance agreements for which we have elected the fair value option are included within the appropriate line items described above.
Net incurred losses and LAE: the total of the increase (reduction) in estimates of net ultimate losses, increase (reduction) in provisions for unallocated LAE, amortization of deferred charge assets and deferred gain liabilities, amortization of fair value adjustments and changes in fair value - fair value option.
(d) Defendant Asbestos and Environmental Liabilities
We acquired DCo LLC ("DCo") on December 30, 2016, and Morse TEC LLC ("Morse TEC") on October 30, 2019, as described in Note 3 - "Business Acquisitions." DCo and Morse TEC hold liabilities associated with personal injury asbestos claims and environmental claims arising from their legacy manufacturing operations. DCo and Morse TEC continue to process asbestos personal injury claims.
Defendant asbestos and environmental liabilities on our consolidated balance sheets include amounts for indemnity and defense costs for pending and future claims, determined using standard actuarial techniques for asbestos-related exposures. Defendant asbestos and environmental liabilities also include amounts for environmental liabilities associated with DCo's and Morse TEC's properties.
(e) Reinsurance Balances Recoverable on Paid and Unpaid Losses
Amounts recoverable from reinsurers are estimated in a manner consistent with the underlying liability for losses and loss adjustment expenses. We report our reinsurance balances recoverable on paid and unpaid losses net of an allowance for estimated uncollectible amounts. The allowance is based upon our ongoing review of the outstanding balances and reflects factors such as the duration of the collection period, credit quality, changes in reinsurer credit standing, default rates specific to the individual reinsurer, the geographical location of the reinsurer, contractual disputes with reinsurers over individual contentious claims, contract language or coverage issues, industry analyst reports and consensus economic forecasts.
A probability-of-default methodology that reflects current and forecasted economic conditions is used to estimate the allowance for uncollectible reinsurance due to credit-related factors. See "New Accounting Standards Adopted in 2020" below for the discussion on our adoption of the credit losses standard.
The allowance also includes estimated uncollectible amounts related to dispute risk with reinsurers. Amounts deemed to be uncollectible, including amounts due from known insolvent reinsurers, are written off against the allowance.
85

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Changes in the allowance, as well as any subsequent collections of amounts previously written off, are reported as part of the net incurred losses and loss adjustment expenses in our consolidated statements of earnings.
On an ongoing basis, we also evaluate and monitor the financial condition of our reinsurers under voluntary schemes of arrangement to minimize our exposure to significant losses from potential insolvencies.
(f) Insurance Balances Recoverable
Amounts billed to and due from insurers providing coverage for our defendant asbestos liabilities are calculated in accordance with the terms of the individual insurance contracts.
The insurance balances recoverable related to our defendant asbestos liabilities are presented net of a provision for uncollectible amounts, reflecting the amount deemed not collectible primarily due to credit quality and contractual disputes with insurers over coverage issues.
(g) Investments, Cash and Cash Equivalents
Short-term investments and fixed maturity investments
Short-term investments comprise investments with a maturity greater than three months up to one year from the date of purchase. Fixed maturities comprise investments with a maturity of greater than one year from the date of purchase.
 Short-term and fixed maturity investments classified as trading are carried at fair value, with realized and unrealized gains and losses included in net earnings and reported as net realized and unrealized gains and losses.
Short-term and fixed maturity investments classified as AFS are carried at fair value, with unrealized gains and losses excluded from net earnings and reported as a separate component of accumulated other comprehensive income (loss) ("AOCI"). Realized gains and losses on sales of investments classified as AFS are recognized in the consolidated statements of earnings.
The costs of short-term and fixed maturity investments are adjusted for amortization of premiums and accretion of discounts, recognized using the effective yield method and included in net investment income. For mortgage-backed and asset-backed investments, and any other holdings for which there is a prepayment risk, prepayment assumptions are evaluated and reviewed on a regular basis.
Investment purchases and sales are recorded on a trade-date basis. Realized gains and losses on the sale of investments are based upon specific identification of the cost of investments.
Allowance for Credit Losses
We perform a detailed analysis every reporting period to identify any credit losses on our investment portfolios not measured at fair value through net earnings.
Some of the factors that we consider when assessing whether an allowance for credit losses is required on our debt securities include: (1) the extent to which the fair value has been less than the amortized cost; (2) the financial condition, near-term and long-term prospects of the issuer, including the relevant industry conditions and trends, and implications of rating agency actions and offering prices; (3) the likelihood of the recoverability of principal and interest; and (4) whether it is more likely than not that we will be required to sell the security prior to an anticipated recovery in value.
With effect from January 1, 2020, credit losses on our AFS debt securities are recognized through an allowance account which is deducted from the amortized cost basis of the security, with the net carrying value of the security presented on the consolidated balance sheet at the amount expected to be collected. To calculate the amount of the credit loss, we compare the present value of the expected future cash flows with the amortized cost basis of the AFS debt security, with the amount of the credit loss recognized being limited to the excess of the amortized cost basis over the fair value of the AFS debt security, effectively creating a “fair value floor”. See "New Accounting Standards Adopted in 2020" below for the discussion on our adoption of the credit losses standard.
For our AFS debt securities that we do not intend to sell or for which it is more likely than not that we will not be required to sell before an anticipated recovery in value, we separate the credit loss component of any unrealized losses from the amount related to all other factors and report the credit loss component in net realized investment gains (losses) in our consolidated statements of earnings. The unrealized losses related to non-credit factors is reported in other comprehensive income. The allowance for credit losses account is adjusted for any additional credit losses, write-offs and subsequent recoveries and is reflected in earnings.
86

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
For our AFS debt securities where we record a credit loss, a determination is made as to the cause of the credit loss and whether we expect a recovery in the fair value of the security. For our AFS debt securities where we expect a recovery in fair value, the constant effective yield method is utilized, and the investment is amortized to par.
For our AFS debt securities that we intend to sell or for which it is more likely than not that we will be required to sell before an anticipated recovery in fair value, the full amount of the unrealized loss is included in net realized investment gains (losses). The new cost basis of the investment is the previous amortized cost basis less the credit loss recognized in net realized investment gains (losses). The new cost basis is not adjusted for any subsequent recoveries in fair value.
We report the investment income accrued on our AFS debt securities within other assets and therefore separately from the underlying AFS debt securities. In addition, due to the short-term period during which accrued investment income remains unpaid, which is typically six months or less, since the coupon on our AFS debt securities is paid semi-annually or more frequently, we have elected not to establish an allowance for credit losses on our accrued investment income balances. Accrued investment income is written off through net realized investment gains (losses) at the time the issuer of the debt security defaults or is expected to default on payments.
Uncollectible debt securities are written off when we determine that no additional payments of principal or interest will be received.
Other-Than-Temporary Impairments ("OTTI")
As discussed above and below, with effect from January 1, 2020, we adopted the new credit losses standard which replaced the OTTI model that was previously applicable to our AFS debt securities. The new approach now requires the recognition of impairment charges relating to credit losses through an allowance account and limits the amount of credit loss to the difference between a security’s amortized cost basis and its fair value. A description of our historical OTTI process which was in place prior to our adoption of the new credit losses standard and which applied to our comparative financial statements is provided below.
Fixed maturity investments classified as AFS were reviewed quarterly to determine if they had sustained an impairment of value that was, based on our judgment, considered to be other than temporary. The process included reviewing each fixed maturity investment whose fair value was below amortized cost and: (1) determining if we had the intent to sell the fixed maturity investment; (2) determining if it was more likely than not that we would be required to sell the fixed maturity investment before its anticipated recovery; and (3) assessing whether a credit loss existed, that is, whether we anticipated if the present value of the cash flows expected to be collected from the fixed maturity investment would be less than the amortized cost basis of the investment.
In assessing whether it was more likely than not that we would be required to sell a fixed maturity investment before its anticipated recovery, we considered various factors including our future cash flow requirements, legal and regulatory requirements, the level of our cash, cash equivalents, short-term investments and fixed maturity investments available-for-sale in an unrealized gain position, and other relevant factors.
In evaluating credit losses, we considered a variety of factors in the assessment of a fixed maturity investment including: (1) the time period during which there had been a significant decline below cost; (2) the extent of the decline below cost and par; (3) the potential for the investment to recover in value; (4) an analysis of the financial condition of the issuer; (5) the rating of the issuer; and (6) failure of the issuer of the investment to make scheduled interest or principal payments.
If we concluded that an investment was other-than-temporarily impaired, then the difference between the fair value and the amortized cost of the investment was presented as an OTTI charge in the consolidated statements of earnings, with an offset for any non-credit related loss component of the OTTI charge recognized in other comprehensive income. Accordingly, only the credit loss component of the OTTI amount would have an impact on our earnings.
Equities
We hold investments in publicly traded equities and exchange-traded funds as well as in privately held equities. Our equity investments are carried at fair value with realized and unrealized gains and losses included in net earnings and reported as net realized and unrealized gains and losses.
87

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Other investments, at fair value
Other investments include investments in limited partnerships and limited liability companies (collectively "private equities") and fixed income funds, hedge funds, equity funds, private credit funds and collateralized loan obligation ("CLO") equity funds that carry their investments at fair value, as well as direct investments in CLO equities. These other investments are stated at fair value, which ordinarily will be the most recently reported net asset value as advised by the fund manager or administrator. Many of our fund investments publish net asset values on a daily basis and provide daily liquidity while others report on a monthly or quarterly basis. The change in fair value is included in net realized and unrealized gains and losses on investments and recognized in net earnings.
Equity method investments
Investments in which the Company has significant influence over the operating and financial policies of the investee are classified as equity method investments and are accounted for using the equity method of accounting. In applying the equity method of accounting, investments are initially recorded at cost and are subsequently adjusted based on the Company's proportionate share of net income or loss of the investee, net of any distributions received from the investee. We typically record our proportionate share of an investee's net income or loss on a quarter lag in line with the timing of when they report their financial information to us. Any adjustments made to the carrying value of our equity method investees are based on the most recently available financial information from the investees. Changes in the carrying value of such investments are recorded in our consolidated statements of earnings as earnings (losses) from equity method investments. Any decline in the value of our equity method investments considered by management to be other-than-temporary is reflected in our consolidated statements of earnings in the period in which it is determined.
Cash and cash equivalents
Cash equivalents includes money market funds, fixed interest deposits and all highly liquid debt instruments purchased with an original maturity of three months or less.
(h) Variable interest entities
We have investments in certain limited partnership funds which are deemed to be variable interest entities (“VIEs”) and which are included in other investments at the reported net asset value (“NAV”). Determining whether to consolidate a VIE may require judgment in assessing (i) whether an entity is a VIE, and (ii) if we are the entity’s primary beneficiary and thus required to consolidate the entity. To determine if we are the primary beneficiary of a VIE, we evaluate whether we have (i) the power to direct the activities that most significantly impact the VIE’s economic performance, and (ii) the obligation to absorb losses or the right to receive benefits of the VIE that could potentially be significant to the VIE. Our evaluation includes identification of the activities that most significantly impact the VIE’s economic performance and an assessment of our ability to direct those activities based on governance provisions, contractual arrangements to provide or receive certain services, funding commitments and other applicable agreements and circumstances. Our assessment of whether we are the primary beneficiary of our VIEs requires significant assumptions and judgment.
(i) Funds Held
Under funds held arrangements, the reinsured company has retained funds that would otherwise have been remitted to our reinsurance subsidiaries. The funds balance is credited with investment income and losses payable are deducted. Funds held are shown under two categories on the consolidated balance sheets, funds held where we receive the underlying portfolio economics are shown as "Funds held - directly managed", and funds held where we receive a fixed crediting rate are shown as "Funds held by reinsured companies". Funds held by reinsured companies are carried at cost. Funds held - directly managed, are carried at fair value and represents the aggregate of funds held at cost and the value of an embedded derivative. The embedded derivative relates to our contractual right to receive the return on the underlying investment portfolio economics. The investment returns on both categories of funds held are recognized in net investment income and net realized and unrealized gains (losses). The revaluation of the embedded derivative is included in net unrealized gains (losses).
(j) Fees and Commission Income
Fees and commission income primarily includes profit commissions earned from managed Lloyd's syndicates as well as fees earned under fronting and consulting arrangements with third-party clients, which are recorded on an accrual basis.
88

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
(k) Foreign Exchange
Our reporting currency is the U.S. dollar. Assets and liabilities of certain of our subsidiaries and equity method investees whose functional currency is not the U.S. dollar are translated at period end exchange rates. Revenues and expenses of such foreign entities are translated at average exchange rates during the year. The effect of the currency translation adjustments for these foreign entities is included in accumulated other comprehensive income (loss).
Other foreign currency assets and liabilities that are considered monetary items are translated at exchange rates in effect at the balance sheet date. Foreign currency revenues and expenses are translated either at transaction date exchange rates or using an appropriately weighted average exchange rate for the reporting period. These exchange gains and losses are recognized in net earnings.
(l) Share-based Compensation
We primarily use four types of share-based compensation arrangements: (i) restricted shares, restricted share units and performance share units ("PSUs"), (ii) joint share ownership program ("JSOP"), (iii) cash-settled stock appreciation rights ("SARs") and (iv) shares issued under our employee share purchase plans. With the exception of SARs and the incentive plan awards issued to certain employees of Atrium and StarStone, our share-based compensation awards qualify for equity classification. For equity-classified awards, the fair value of the compensation cost is measured at the grant date and is expensed over the service period of the award within general and administrative expenses in the consolidated statements of earnings except for PSUs where the expense also varies depending on the performance multiplier on the award. The SARs, the Atrium and StarStone incentive plan awards are classified as liability awards. Liability classified awards are recorded at fair value within other liabilities in the consolidated balance sheet with changes in fair value relating to the vested portion of the award recorded within general and administrative expenses in the consolidated statements of earnings.
(m) Derivative Instruments
We utilize derivative instruments in our foreign currency, investments and interest rate risk management strategies and recognize all derivatives as either assets or liabilities in the consolidated balance sheets and carry them at the fair value of the specific instrument utilized. Changes in the fair value as well as realized gains or losses on derivative instruments are recognized in net earnings if they are not designated as qualifying hedging instruments or if the criteria for establishing a perfectly effective designated hedging relationship for our net investment hedges has not been met. However, if a designated net investment hedge is deemed to be perfectly effective, then we recognize the changes in the fair value of the underlying hedging instrument in accumulated other comprehensive income (loss) until the application of hedge accounting is discontinued. Any cumulative gains or losses arising on designated net investment hedges are deferred in accumulated other comprehensive income (loss) until the cumulative translation adjustment ("CTA") from the underlying hedged net investment is recognized in net earnings due to a disposal, deconsolidation or substantial liquidation.
Certain of our funds held arrangements also contain embedded derivatives as described above, which are carried at fair value. In addition, we may also hold equity call options and other derivatives carried at fair value, as part of our investment strategy.
(n) Income Taxes
Certain of our subsidiaries and branches operate in jurisdictions where they are subject to taxation. Current and deferred tax expense or benefit is allocated to net earnings (loss), or, in certain cases, to discontinued operations or other comprehensive income (loss). Current tax is recognized and measured upon enacted tax laws and rates applicable in the relevant jurisdiction in the period in which the income tax becomes accruable or realizable. Deferred taxes are provided for temporary differences between the carrying amount of assets and liabilities used in the financial statements and the tax basis used in the various jurisdictional tax returns. When our assessment indicates that all or some portion of deferred tax assets will not be realized, a valuation allowance is recorded against the deferred tax assets to reduce the assets to an amount more likely than not to be realized.
We recognize the benefit relating to tax positions only where the position is more likely than not to be sustained assuming examination by tax authorities. A recognized tax benefit is measured as the largest amount that is greater than 50 percent likely of being realized upon settlement. A liability or other adjustment is recognized for any tax benefit (along with any interest and penalty, if applicable) claimed in a tax return in excess of the amount allowed to be recognized in the financial statements under U.S. GAAP. Any changes in amounts recognized are recorded in the period in which they are determined in our consolidated statements of earnings.
89

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
(o) Earnings Per Share
Basic earnings per share is based on the weighted average number of ordinary shares outstanding and excludes potentially dilutive securities such as restricted shares, restricted share units, warrants, options and convertible securities. Diluted earnings per share is based on the weighted average number of ordinary and ordinary share equivalents outstanding calculated using the treasury stock method for all potentially dilutive securities. When the effect of dilutive securities would be anti-dilutive, these securities are excluded from the calculation of diluted earnings per share.
(p) Acquisitions, Goodwill and Intangible Assets
The acquisition method is used to account for all business acquisitions. This method requires that we record the acquired assets and liabilities at their estimated fair value. The fair values of each of the acquired reinsurance assets and liabilities are derived from probability-weighted ranges of the associated projected cash flows, based on actuarially prepared information and management’s run-off strategy. Our run-off strategy, as well as that of other run-off market participants, is expected to be different from the seller's as generally sellers are not specialized in running off (re)insurance liabilities whereas we and other market participants do specialize in such run-offs.
The key assumptions used by us and, we believe, by other run-off market participants in the valuation of acquired companies are (i) the projected payout, timing and amount of claims liabilities; (ii) the related projected timing and amount of reinsurance collections; (iii) an appropriate discount rate, which is applied to determine the present value of the future cash flows; (iv) the estimated unallocated LAE to be incurred over the life of the run-off; (v) the impact of any accelerated run-off strategy; and (vi) an appropriate risk margin.
The difference between the nominal carrying values of the acquired reinsurance liabilities and assets as of the acquisition date and their fair value is recorded as a fair value adjustment ("FVA") on the consolidated balance sheet. The FVA is amortized over the estimated payout period of the acquired outstanding losses and LAE and reinsurance balances recoverable. To the extent the actual payout experience after the acquisition is materially faster or slower than anticipated at the time of the acquisition as a result of, (i) our active claims management strategies, which include commutations and policy buybacks, (ii) an adjustment to the estimated ultimate loss reserves, (iii) changes in bad debt provisions, or (iv) changes in estimates of future run-off costs following accelerated payouts, then the amortization of the FVA is adjusted to reflect such changes.
Intangible assets arising from our business acquisitions are classified as either definite-lived or indefinite-lived intangible assets. Definite-lived intangible assets are amortized over their useful lives with the amortization expense being recognized in the consolidated statements of earnings. Indefinite-lived intangible assets are however not subject to amortization. The carrying values of intangible assets are reviewed for indicators of impairment at least annually. Impairment is recognized if the carrying values of the definite-lived intangible assets are not recoverable from their undiscounted cash flows and is measured as the amount by which the carrying value exceeds the fair value. Similarly, for indefinite-lived intangible assets, if the carrying value of the asset exceeds its fair value, then an impairment loss is recognized in an amount equal to the excess.
The difference between the fair value of net assets acquired and the purchase price is recorded as goodwill and included as an asset on the consolidated balance sheet or as a gain from bargain purchase in the consolidated statements of earnings. Goodwill is established initially upon acquisition and assessed at least annually for impairment. If the goodwill asset is determined to be impaired it is written down in the period in which the determination is made.
(q) Retroactive Reinsurance
Retroactive reinsurance policies provide indemnification for losses and LAE with respect to past loss events. We generally use the balance sheet accounting approach for assumed loss portfolio transfers, whereby at the inception of the contract there are no premiums or losses recorded in earnings.
Deferred Charge Assets and Deferred Gain Liabilities
If, at the inception of a retroactive reinsurance contract, the estimated undiscounted ultimate losses payable are in excess of the premiums received, a deferred charge asset is recorded for the excess; whereas, if the premiums received are in excess of the estimated undiscounted ultimate losses payable, a deferred gain liability is recorded for the excess, such that we don't record any gain or loss at the inception of these retroactive reinsurance contracts. In addition, for retrocessions of losses and LAE reserves that we have assumed through retroactive reinsurance contracts where the retroceded liabilities exceed the retrocession premiums paid, we record the excess
90

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
as a deferred gain liability which is amortized to earnings over the estimated period during which the losses paid on the assumed retroceded liabilities are recovered from the retrocessionaire.
The premium consideration that we charge the ceding companies under retroactive reinsurance contracts may be lower than the undiscounted estimated ultimate losses payable due to the time value of money. After receiving the premium consideration in full from our cedents at the inception of the contract, we invest the premium received over an extended period of time, thereby generating investment income. We expect to generate profits from these retroactive reinsurance contracts when taking into account the premium received and expected investment income, less contractual obligations and expenses.
Deferred charge assets, recorded in other assets, and deferred gain liabilities, recorded in other liabilities, are amortized over the estimated claim payment period of the related contract with the periodic amortization reflected in earnings as a component of losses and LAE. The amortization of deferred charge assets and deferred gain liabilities is adjusted at each reporting period to reflect new estimates of the amount and timing of remaining loss and LAE payments. Changes in the estimated amount and the timing of payments of unpaid losses may have an effect on the unamortized deferred charge assets and deferred gain liabilities and the amount of periodic amortization. When liabilities for losses and LAE are extinguished through commutations and policy buybacks, they are removed from our estimates for the remaining loss and LAE payments, and this will generally result in an acceleration of the amortization of the deferred charge assets and deferred gain liabilities. Deferred charge assets are assessed at each reporting period for impairment and if the asset is determined to be impaired, then it is written down in the period in which the determination is made with that write down reflected in earnings as a component of net incurred losses and LAE.
Fair Value Option
We have elected to apply the fair value option for certain LPT and RITC reinsurance transactions. This is an irrevocable election that applies to all balances under the reinsurance contract, including funds held assets, reinsurance balances recoverable on paid and unpaid losses, and the liability for losses and loss adjustment expenses.
We use an internal model to calculate the fair value of the liability for losses and loss adjustment expenses and the reinsurance balances recoverable on paid and unpaid losses. The nominal amounts related to the funds held assets, reinsurance balances recoverable on paid and unpaid losses, and the liability for losses and loss adjustment expenses, are inputs in our internal model. Note 12 - "Fair Value Measurements" describes the internal model, including the observable and unobservable inputs used in the model.
(r) Redeemable Noncontrolling Interest
In connection with the acquisitions of Arden, Atrium and StarStone, certain subsidiaries issued shares to noncontrolling interests. These shares provide certain redemption rights to the holders, which may be settled in our own shares or cash or a combination of cash and shares, at our option. Redeemable noncontrolling interests with redemption features that are not solely within our control are classified within temporary equity in the consolidated balance sheets and carried at their redemption value, which is fair value. Any change in the fair value is recognized through retained earnings as if the balance sheet date was also the redemption date.
(s) Held-for-sale Business and Discontinued Operations
We report a business as held-for-sale when certain criteria are met, which include (1) management has either approved the sale or is in the process of obtaining approval to sell the business and is committed to a formal plan to sell the business, (2) the business is available for immediate sale in its present condition, (3) the business is being actively marketed for sale at a price that is reasonable in relation to its current fair value, and (4) the sale is anticipated to occur within the next 12 months, among other specified criteria. A business classified as held-for-sale is recorded at the lower of its carrying amount or estimated fair value less costs to sell. If the carrying amount of the business exceeds its estimated fair value, a loss is recognized. Assets and liabilities related to the businesses classified as held-for-sale are separately reported in our Consolidated Balance Sheets beginning in the period in which the business is classified as held-for-sale. Refer to Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations" for further information regarding our held-for-sale business.
Disposals that represent strategic shifts that have or will have a major effect on our operations and financial results are reported as discontinued operations which requires the restatement of the comparatives reflected on our consolidated financial statements. In addition, transactions with discontinued operations are not eliminated on consolidation and any transactions that were previously eliminated on consolidation but which will continue with the
91

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
discontinued operations are restated for all periods presented and reflected within continuing operations in our consolidated financial statements.
(t) Reclassifications and Revisions
Certain prior period amounts have been reclassified to conform to the current period presentation as described in further detail in Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations." These reclassifications had no impact on net earnings.
Revisions were made to the aggregate amount of letters of credit issued under the $800 million Syndicated Letter of Credit Facility, as described in further detail in Note - 15 - "Debt Obligations and Credit Facilities," and incurred management and performance fees detected from the Hillhouse Funds' reported NAV, as described in further detail in Note 21 - "Related Party Transactions," from the amounts that were previously disclosed in our 2020 Annual Report on Form 10-K filed on March 1, 2021. These corrections have no impact on our consolidated financial statements and are not considered material to previously issued financial statements.
New Accounting Standards Adopted in 2020
Accounting Standards Update ("ASU") 2020-10 – Codification Improvements
In October 2020, the Financial Accounting Standards Board ("FASB") issued ASU 2020-10, which (1) removes references to various FASB Concepts Statements, (2) situates all disclosure guidance in the appropriate disclosure section of the Codification, and (3) makes other improvements and technical corrections to the Codification, with these amendments being applied retrospectively. We early adopted this guidance and that adoption did not have a material impact on our consolidated financial statements and disclosures.
ASU 2020-09 – Amendments to SEC Paragraphs Pursuant to SEC Release No. 33-10762
In October 2020, the FASB issued ASU 2020-09, which amends and supersedes various SEC paragraphs included in a number of Codification Topics pursuant to the issuance of the SEC's Release No. 33-10762. Through Release No. 33-10762, which was issued in March 2020, the SEC made amendments to the financial disclosure requirements in Regulation S-X for guarantors and issuers of guaranteed securities registered or being registered, and issuers’ affiliates whose securities collateralize securities registered or being registered, to improve those requirements for both investors and registrants. The changes made by the SEC are intended to (1) provide investors with material information given the specific facts and circumstances, (2) make the disclosures easier to understand, and (3) reduce the costs and burdens to registrants.
The amended rules in Release No. 33-10762 became effective on January 4, 2021, although early compliance was permitted. We elected early compliance with the new rules subsequent to their issuance. Because the amendments made by the FASB in this ASU are designed to ensure alignment of the relevant SEC paragraphs in various Codification Topics with the amended rules in Release No. 33-10762, the amendments did not have a material impact on our disclosures, since we already elected early compliance with the amended rules in Release No. 33-10762.
ASU 2020-04 and ASU 2021-01– Reference Rate Reform
In March 2020, the FASB issued ASU 2020-04, which is codified in Accounting Standards Codification ("ASC") 848 and which provides entities with temporary optional expedients and exceptions to the existing US GAAP guidance on contract modifications and hedge accounting to ease the financial reporting burdens related to the expected market transition from the London Inter-bank Offered Rate ("LIBOR") and other inter-bank offered rates to alternative reference rates, such as the Secured Overnight Financing Rate ("SOFR").
Under the provisions of ASU 2020-04, entities can elect not to apply certain modification accounting requirements to contracts affected by reference rate reform, if certain criteria are met. An entity that makes this election would not have to remeasure the contracts at the modification date or reassess a previous accounting determination. Entities can also elect various optional expedients for hedging relationships affected by reference rate reform, if certain criteria are met. Once elected, the amendments in this guidance must be applied prospectively for all eligible contract modifications.
Subsequently in January 2021, the FASB issued ASU 2021-01 to refine the scope of ASC 848 and clarify that certain optional expedients and exceptions in ASC 848 for contract modifications and hedge accounting apply to derivatives that are affected by the discounting transition. Specifically, the ASU clarified that certain provisions in ASC 848, if elected by an entity, apply to derivative instruments that use an interest rate for margining, discounting, or contract price alignment that is modified as a result of reference rate reform. The amendments in ASU 2021-01
92

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
are effective immediately for all entities and can be applied either on a full retrospective or prospective basis depending on the facts and circumstances.
ASU 2020-04 was effective upon issuance and can be applied through to December 31, 2022. We adopted the ASU upon its issuance and as we transition from LIBOR to alternative reference rates, we have elected the temporary optional expedients and exceptions to the existing US GAAP guidance on contract modifications and hedge accounting permitted by the ASU, as appropriate. The adoption of this standard did not have any impact on our consolidated financial statements and disclosures.
ASU 2020-03 – Codification Improvements to Financial Instruments
In March 2020, the FASB issued ASU 2020-03, which makes narrow-scope improvements to various topics within the codification relating to financial instruments, including the new credit losses standard. The amendments related to certain specific issues covered by the ASU were effective immediately upon the issuance of the ASU, while certain specific issues covered by the ASU and affecting the credit losses standard in ASU 2016-13 were effective in 2020 for those entities that have already adopted ASU 2016-13. We adopted the amendments in this ASU upon its issuance and that adoption did not have a material impact on our consolidated financial statements and the related disclosures.
ASUs 2016-13, 2018-19, 2019-04, 2019-05, 2019-10 and 2019-11, Financial Instruments – Credit Losses – Measurement of Credit Losses on Financial Instruments
In June 2016, the FASB issued ASU 2016-13, which is codified in ASC 326 - Financial Instruments - Credit Losses, amending the guidance on the impairment of financial instruments and significantly changing how entities measure credit losses for most financial assets and certain other financial instruments, including reinsurance balances recoverable on paid and unpaid losses that are not measured at fair value through net earnings. The ASU replaced the “incurred loss” approach that was previously applied to determine credit losses with an “expected loss” model for financial instruments measured at amortized cost. Under the "expected loss" model, the estimate of expected credit losses should consider historical information, current information, as well as reasonable and supportable forecasts, including estimates of prepayments. The expected credit losses and subsequent adjustments to such losses are recorded through an allowance account that is deducted from the amortized cost basis of the financial asset, with the net carrying value of the financial asset presented on the consolidated balance sheet at the amount expected to be collected.
ASU 2016-13 also amends the other-than-temporary impairment ("OTTI") model that was previously applicable to AFS debt securities, with the new approach now requiring the recognition of impairments relating to credit losses through an allowance account and limiting the amount of credit loss to the difference between a security’s amortized cost basis and its fair value. This revised approach records the full effect of reversals of any credit losses in current period earnings, compared to previous guidance where this reversal was amortized over the lifetime of the security. Under this revised approach, the length of time a security has been in an unrealized loss position will no longer be considered in determining whether to record a credit loss. In addition, the historical and implied volatility of the fair value of a security and recoveries or declines in fair value after the balance sheet date will no longer be considered when making a determination of whether a credit loss exists.
We adopted ASU 2016-13 and all the related amendments on January 1, 2020 using the modified retrospective approach for our financial instruments carried at amortized cost, and prospectively for our AFS debt securities as required by the standard, resulting in an overall reduction in retained earnings of $6.1 million as summarized below:
A cumulative effect adjustment of $3.0 million relating to our financial instruments carried at amortized cost, which primarily relates to our insurance balances recoverable on paid and unpaid losses. We already carried significant specific allowances for credit losses of $147.6 million on our reinsurance balances recoverable on paid and unpaid losses, relating primarily to our Run-off segment and therefore the adoption of this standard did not have a material impact on our balance sheet; and
$3.1 million related to our AFS debt securities whose fair values were less than their amortized cost basis.
Recently Issued Accounting Pronouncements Not Yet Adopted
ASU 2020-08 – Codification Improvements to Subtopic 310-20 - Receivables - Nonrefundable Fees and Other Costs
In October 2020, the FASB issued ASU 2020-08 to clarify that an entity should re-evaluate whether a callable debt security is within the scope of ASC 310-20-35-33 during each reporting period. All entities are required to apply
93

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
the amendments in this ASU on a prospective basis as of the beginning of the period of adoption for existing or newly purchased callable debt securities.
The amendments in this ASU are effective for interim and annual reporting periods beginning after December 15, 2020, and early adoption is not permitted. We do not expect the adoption of this guidance to have a material impact on our consolidated financial statements and the related disclosures.
ASU 2020-06 – Accounting for Convertible Instruments and Contracts in an Entity's Own Equity
In August 2020, the FASB issued ASU 2020-06, which simplifies the accounting for certain financial instruments with characteristics of liabilities and equity, including convertible instruments and contracts in an entity's own equity. For convertible instruments, the ASU eliminates two of the three accounting models in ASC 470-20 that require separate accounting for embedded conversion features. The ASU also simplifies an issuer's application of the derivatives scope exception in ASC 815-40 for contracts in its own equity and removes some of the conditions that preclude a freestanding contract from being classified in equity, thereby allowing more of such contracts to qualify for equity classification.
The amendments in this ASU are effective for interim and annual reporting periods beginning after December 15, 2021 and, although early adoption is permitted, the amendments may not be adopted earlier than during interim and annual reporting periods beginning after December 15, 2020. In addition, the FASB specified that an entity should adopt the guidance as of the beginning of its annual reporting period through either a modified retrospective method of transition or a fully retrospective method of transition. We do not expect the adoption of this guidance to have a material impact on our consolidated financial statements and the related disclosures.
ASU 2020-01 - Clarifying the Interactions between ASC 321, ASC 323 and ASC 815
In January 2020, the FASB issued ASU 2020-01 to clarify the interaction of the accounting for equity securities under ASC 321 and investments accounted for under the equity method of accounting in ASC 323 and the accounting for certain forward contracts and purchased options accounted for under ASC 815. With respect to the interactions between ASC 321 and ASC 323, the amendments clarify that an entity should consider observable transactions that require it to either apply or discontinue the equity method of accounting when applying the measurement alternative in ASC 321, immediately before applying or upon discontinuing the equity method of accounting. With respect to forward contracts or purchased options to purchase securities, the amendments clarify that when applying the guidance in ASC 815-10-15-141(a), an entity should not consider whether upon the settlement of the forward contract or exercise of the purchased option, individually or with existing investments, the underlying securities would be accounted for under the equity method in ASC 323 or the fair value option in accordance with ASC 825. The ASU is effective for interim and annual reporting periods beginning after December 15, 2020, although early adoption is permitted, including adoption in any interim period. We do not expect the adoption of this guidance to have a material impact on our consolidated financial statements and disclosures.
ASU 2019-12 - Simplifying the Accounting for Income Taxes
In December 2019, the FASB issued ASU 2019-12 which removes certain exceptions for (1) recognizing deferred taxes for investments, (2) performing intraperiod tax allocation, and (3) calculating income taxes in interim periods. The ASU also adds guidance to reduce complexity in certain areas, including recognizing deferred taxes for tax goodwill and allocating income taxes to a legal entity that is not subject to income taxes. The ASU is effective for interim and annual reporting periods beginning after December 15, 2020, although early adoption is permitted, including adoption in any interim period. We do not expect the adoption of this guidance to have a material impact on our consolidated financial statements and disclosures.
94

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
3. BUSINESS ACQUISITIONS
2019
Morse TEC
Overview
On October 30, 2019, we completed the acquisition of Morse TEC LLC ("Morse TEC") through our subsidiary, Enstar Holdings (US) LLC for $0 purchase price. Morse TEC held $0.7 billion in liabilities associated with personal injury asbestos claims and environmental claims arising from BorgWarner's legacy manufacturing operations. We applied the acquisition method to account for the Morse TEC transaction as required by ASC 805 - Business Combinations, with no goodwill or gain from bargain purchase being recorded on the acquisition. In addition, no intangible assets were identified for recognition on the acquisition.
Fair Value of Net Assets Acquired and Liabilities Assumed
The following table summarizes the fair values of the assets acquired and liabilities assumed in the Morse TEC transaction at the acquisition date.
ASSETS
Cash and cash equivalents $ 171,412 
Deferred tax assets 140,000 
Other assets - insurance balances receivable 371,116 
TOTAL ASSETS 682,528 
LIABILITIES
Defendant asbestos and environmental liabilities 662,507 
Other liabilities 20,021 
TOTAL LIABILITIES $ 682,528 
NET ASSETS ACQUIRED AT FAIR VALUE — 
Morse TEC's Results Included in the Consolidated Statement of Earnings
The table below summarizes the results of the Morse TEC operations, which were included in our consolidated statement of earnings from the acquisition date to December 31, 2019:
Net investment income $ 488 
General and administrative expenses (1,459)
Other expenses (1,512)
Net loss $ (2,483)
2018
Maiden Re North America
Overview
On December 27, 2018, we completed the acquisition of Maiden Reinsurance North America, Inc. (“Maiden Re North America”) from a subsidiary of Maiden Holdings, Ltd. ("Maiden Holdings"). Maiden Re North America is an insurance company domiciled in Missouri that provides property and casualty treaty reinsurance, casualty facultative reinsurance and accident and health treaty reinsurance.  As part of the transaction, we also novated and assumed certain reinsurance agreements from Maiden Holdings' Bermuda reinsurer, including certain reinsurance agreements with Maiden Re North America. Refer to Note 4 - "Significant New Business" for additional information relating to these reinsurance agreements. We have operated the business in run-off since we acquired it.
95

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Purchase Price
The total cash paid in the transaction was $286.4 million, subject to certain post-closing adjustments. The components of the consideration paid to acquire all of the outstanding shares of Maiden Re North America were as follows:
Cash paid $ 286,375 
Adjustment for the fair value of preexisting relationships 10,273 
Total purchase price $ 296,648 
Net assets acquired at fair value (including preexisting relationships) $ 296,648 
Excess of purchase price over fair value of net assets acquired $ — 
The purchase price was allocated to the acquired assets and liabilities of Maiden Re North America based on their estimated fair values at the acquisition date.
Adjustment for the Fair Value of Preexisting Relationships
Enstar had contractual preexisting relationships with Maiden Re North America, which were deemed to be effectively settled at fair value on the acquisition date. The differences between the carrying value and the fair value of the preexisting relationships was included as part of the purchase price in accordance with ASC 805 - Business Combinations. The fair value of the balances relating to preexisting reinsurance relationships with Maiden Re North America were deemed to equal their carrying values given their short-term nature and the expectation that they would all be settled within twelve months following acquisition.
Fair Value of Net Assets Acquired and Liabilities Assumed
The following table summarizes the fair values of the assets acquired and liabilities assumed (excluding preexisting relationships and net of the intercompany cession assumed as part of the transaction) in the Maiden Re North America transaction at the acquisition date.
ASSETS
Fixed maturities, trading, at fair value $ 1,098,593 
Short-term investments, trading, at fair value 3,508 
Total investments 1,102,101 
Cash and cash equivalents 12,035 
Restricted cash and cash equivalents 26,871 
Premiums receivable 138,378 
Prepaid reinsurance premiums 3,257 
Reinsurance balances recoverable 87,018 
Other assets 96,669 
TOTAL ASSETS $ 1,466,329 
LIABILITIES
Losses and LAE $ 1,027,367 
Unearned premiums 85,696 
Other liabilities 56,618 
TOTAL LIABILITIES 1,169,681 
NET ASSETS ACQUIRED AT FAIR VALUE $ 296,648 
96

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Maiden Re North America's Results Included in the Consolidated Statement of Earnings
The table below summarizes the results of the Maiden Re North America operations, which were included in our consolidated statement of earnings from the acquisition date to December 31, 2018:
Net investment income $ 675 
Net unrealized gains 3,749 
General and administrative expenses (435)
Net earnings $ 3,989 
KaylaRe
Overview
On May 14, 2018, the Company acquired all of the outstanding shares and warrants of KaylaRe Holdings, Ltd. ("KaylaRe"). In consideration for the acquired shares and warrants of KaylaRe, the Company issued an aggregate of 2,007,017 ordinary shares to the shareholders of KaylaRe, comprising 1,501,778 voting ordinary shares and 505,239 Series E non-voting ordinary shares. Effective May 14, 2018, we consolidated KaylaRe into our consolidated financial statements, and any balances between KaylaRe and Enstar are now eliminated upon consolidation. Effective September 30, 2019, KaylaRe and KaylaRe Ltd. merged with Cavello Bay Reinsurance Limited, a wholly-owned subsidiary of the Company, with Cavello Bay Reinsurance Limited as the surviving company. Refer to Note 21 - "Related Party Transactions" for additional information relating to KaylaRe.
Purchase Price
The components of the consideration paid to acquire all of the outstanding shares and warrants of KaylaRe were as follows:
Fair value of Enstar ordinary shares issued $ 414,750 
Fair value of previously held equity method investment 336,137 
Adjustment for the fair value of preexisting relationships 37,169 
Total purchase price $ 788,056 
Net assets acquired at fair value (excluding preexisting relationships) $ 746,320 
Excess of purchase price over fair value of net assets acquired $ 41,736 
The purchase price was allocated to the acquired assets and liabilities of KaylaRe based on their estimated fair values at the acquisition date. We recognized goodwill of $41.7 million on the transaction, primarily attributable to (i) the capital synergies from integrating KaylaRe into our group capital structure, (ii) investment management capabilities on a total return basis, and (iii) the incremental acquired capital to be utilized for future Run-off transactions.
Fair Value of Enstar Ordinary Shares Issued
The fair value of the Enstar ordinary shares issued was based on the closing price of Enstar's voting ordinary shares of $206.65 as of May 14, 2018, the date the transaction closed. Enstar's non-voting ordinary shares are economically equivalent to Enstar's voting ordinary shares.
Number of Enstar ordinary shares issued 2,007,017
Closing price of Enstar voting ordinary shares as of May 14, 2018 $ 206.65 
Fair value of Enstar ordinary shares issued to shareholders of KaylaRe $ 414,750 
Fair Value of Previously Held Equity Method Investment
Prior to the close of the transaction, Enstar held a 48.2% interest in KaylaRe, which was accounted for as an equity method investment in accordance with ASC 323 - Investments - Equity Method and Joint Ventures. The acquisition of the remaining 51.8% equity interest in KaylaRe was considered a step acquisition, whereby the Company remeasured the previously held equity method investment to fair value. The Company considered multiple factors in determining the fair value of the previously held equity method investment, including (i) the price negotiated with the selling shareholders for the 51.8% equity interest in KaylaRe, (ii) recent market transactions for similar companies, and (iii) current trading multiples for comparable companies. Based on this analysis, a valuation multiple of 1.05 to KaylaRe's carrying book value was determined to be appropriate to remeasure the previously held equity method investment at fair value. This resulted in the recognition of a gain of $16.0 million on completion
97

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
of the step acquisition of KaylaRe, which was recorded in earnings (losses) from equity method investments for the three and six months ended June 30, 2018.
Carrying value of previously held equity method investment prior to the close of the transaction $ 320,130 
Price-to-book multiple 1.05
Fair value of previously held equity method investment prior to the close of the transaction $ 336,137 
Gain recognized on remeasurement of previously held equity method investment to fair value $ 16,007 
Adjustment for the Fair Value of Preexisting Relationships
Enstar had contractual preexisting relationships with KaylaRe, which were deemed to be effectively settled at fair value on the acquisition date. The differences between the carrying value and the fair value of the preexisting relationships was included as part of the purchase price in accordance with ASC 805 - Business Combinations. The fair value of the balances relating to preexisting reinsurance relationships with KaylaRe was determined using a discounted cash flow approach and, where applicable, consideration was given to stated contractual settlement provisions, when determining the loss to be recorded on the deemed settlement of these preexisting relationships. The fair values of the balances arising from the non-reinsurance preexisting relationships with KaylaRe were deemed to equal their carrying values given their short-term nature and the expectation that they would all be settled within the next twelve months.
As a result of effectively settling all the contractual preexisting relationships with KaylaRe, the Company recognized a loss of $15.6 million, which was recorded in other income (loss) in the three and six months ended June 30, 2018, as summarized below:
ASSETS Carrying value Fair value Loss on deemed settlement
Funds held by reinsured companies $ 386,793  $ 386,793  $ — 
Deferred acquisition costs/Value of business acquired 33,549  40,268  6,719 
TOTAL ASSETS 420,342  427,061  6,719 
LIABILITIES
Losses and LAE 339,747  333,205  (6,542)
Unearned premiums 105,602  105,602  — 
Insurance and reinsurance balances payable 25,897  23,559  (2,338)
Other liabilities 1,864  1,864  — 
TOTAL LIABILITIES 473,110  464,230  (8,880)
NET ASSETS (LIABILITIES) $ (52,768) $ (37,169) $ 15,599 
98

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Fair Value of Net Assets Acquired and Liabilities Assumed
The following table summarizes the fair values of the assets acquired and liabilities assumed (excluding preexisting relationships) in the KaylaRe transaction at the acquisition date.
ASSETS
Fixed maturities, trading, at fair value $ 126,393 
Other investments, at fair value 626,476 
Total investments 752,869 
Cash and cash equivalents 5,657 
Premiums receivable 10,965 
Deferred acquisition costs 275 
Other assets 614 
TOTAL ASSETS $ 770,380 
LIABILITIES
Losses and LAE $ 4,059 
Unearned premiums 10,984 
Insurance and reinsurance balances payable 13 
Other liabilities 9,004 
TOTAL LIABILITIES 24,060 
NET ASSETS ACQUIRED AT FAIR VALUE $ 746,320 
KaylaRe's Results Included in the Consolidated Statement of Earnings
The table below summarizes the results of the KaylaRe operations, which are included in our consolidated statement of earnings from the acquisition date to December 31, 2018:
Premiums earned $ 13,627 
Incurred losses and LAE (12,364)
Acquisition costs (341)
Underwriting income 922 
Net investment income 3,096 
Net unrealized gains (47,769)
General and administrative expenses (2,164)
Net loss $ (45,915)
99

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
4. SIGNIFICANT NEW BUSINESS
We define significant new business as material transactions other than business acquisitions which are included in Note 3 - "Business Acquisitions." Generally, our significant new business takes the form of reinsurance or direct business transfers. The table below sets forth a summary of significant new business that we have completed between January 1, 2018 and December 31, 2020:
Transaction Date Completed Total Assets Assumed
Deferred Charge Asset (1)
Total Liabilities Assumed
Net Fair Value Adjustment (2)
Primary Nature of Business
Hannover Re August 6, 2020 $ 182,498  N/A $ 209,713  $ (27,215) U.S. asbestos, environmental and workers' compensation liabilities
Munich Re July 1, 2020 $ 100,956  N/A $ 100,956  N/A Australian public liability, professional liability and builders' warranty liabilities
AXA Group (3)
June 1, 2020 $ 179,681  N/A $ 179,681  N/A U.S. construction general liability
Aspen June 1, 2020 $ 770,000  $ 11,746  $ 781,746  N/A
Diversified mix of property, liability and specialty lines of business across the U.S., U.K. and Europe
Lyft March 31, 2020 $ 465,000  N/A $ 465,000  N/A U.S. motor
Zurich (3)
October 1, 2019 $ 507,061  $ 115,815  $ 622,876  N/A U.S. asbestos and environmental liability
Maiden Re Bermuda August 5, 2019 $ 445,000  $ 85,183  $ 530,183  N/A U.S. workers' compensation and General Casualty
Amerisure April 11, 2019 $ 45,463  $ 2,873  $ 48,336  N/A U.S. construction defect
AmTrust February 14, 2019 $ 1,143,949  $ 20,633  $ 1,164,582  N/A Lloyd's property, professional, marine, non-marine, affinity annual, extended warranty and political
Allianz SE December 31, 2018 $ 70,000  N/A $ 70,000  N/A Asbestos and environmental
Maiden Re Bermuda December 27, 2018 $ 70,425  $ 1,704  $ 72,129  N/A U.S. workers' compensation and motor
Coca-Cola August 1, 2018 $ 103,617  $ 17,208  $ 120,825  N/A U.S. workers' compensation, auto liability, general and product liability
Zurich Australia February 23, 2018 $ 268,657  N/A $ 280,764  $ (12,107) Australian motor
Neon February 16, 2018 $ 525,673  N/A $ 546,298  $ (20,625) Medical malpractice, general liability, professional indemnity and marine
Novae January 29, 2018 $ 1,095,730  N/A $ 1,163,198  $ (67,468) Financial, casualty, marine and energy, professional indemnity, aviation, motor and property
100

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The table below sets forth a summary of significant new business that we have signed or completed between January 1, 2021 and March 1, 2021:
Transaction Date Completed Initial Estimate of Liabilities Assumed Primary Nature of Business
AXA Group (4)
N/A - Announced February 25, 2021 $ 1,395,000  Diversified mix of global casualty and professional lines
ProSight (4)
N/A - Announced January 15, 2021 $ 500,000  U.S. discontinued workers' compensation and excess workers' compensation lines of business and adverse development cover on a diversified mix of general liability classes of business
CNA (4)
February 5, 2021 $ 690,000  U.S. excess workers' compensation
Liberty Mutual (4)
January 8, 2021 $ 420,000  U.S. energy liability, construction liability and homebuilders liability
(1) Where the estimated ultimate losses payable exceed the premium consideration received at the inception of the agreement, a deferred charge asset is recorded.
(2) When the fair value option is elected for any retroactive reinsurance agreement, an initial net fair value adjustment is recorded at the inception of the agreement.
(3) Effective October 1, 2020 and 2019, we ceded 10% of the AXA Group and Zurich transactions, respectively, to Enhanzed Reinsurance Ltd. ("Enhanzed Re"), in which we have an investment, on the same terms and conditions as those received by us.
(4) The retroactive reinsurance agreements with AXA Group, ProSight, CNA and Liberty Mutual either closed or are expected to close in 2021 and therefore the related balances are not included in our consolidated financial statements as of December 31, 2020.

5. DIVESTITURES, HELD-FOR-SALE BUSINESSES AND DISCONTINUED OPERATIONS
Atrium Exchange Transaction
On August 13, 2020, we announced an exchange transaction with Trident V, L.P., Trident V Parallel Fund, L.P. and Trident V Professionals Fund, L.P. (collectively, the "Trident V Funds") managed by Stone Point Capital LLC ("Stone Point"). As part of the exchange, we entered into a recapitalization agreement with the Trident V Funds, Dowling Capital Partners I, L.P. and Capital City Partners LLC (collectively, the "Dowling Funds"), North Bay Holdings Limited ("North Bay"), and StarStone Specialty Holdings Limited ("SSHL"). On January 1, 2021, this transaction was completed.
As of December 31, 2020, Enstar owned an indirect 59.0% interest in North Bay and the Trident V Funds and the Dowling Funds owned 39.3% and 1.7%, respectively. North Bay owns 100.0% of SSHL, the holding company for the StarStone group, which previously included StarStone U.S. and still includes StarStone International. North Bay also owned 92.1% of Northshore Holdings Limited ("Northshore"), the holding company that owns Atrium Underwriting Group Limited and its subsidiaries (collectively, "Atrium") and Arden Reinsurance Company Ltd. ("Arden"). The remaining share ownership of Northshore is held on behalf of certain Atrium employees.
Pursuant to the terms of the recapitalization agreement, we exchanged a portion of our indirect interest in Northshore for all of the Trident V Funds’ indirect interest in StarStone U.S., which was owned through an interest in Core Specialty (the “Exchange Transaction”). Effective January 1, 2021, we own 25.23% of Core Specialty on a fully diluted basis, which in turn owns StarStone U.S., and 13.8% of Northshore, which continues to own Atrium and Arden. Furthermore, the Trident V Funds no longer own any interest in Core Specialty but own 76.3% of Northshore, while the Dowling Funds own 0.4% of Core Specialty and 1.6% of Northshore. The Exchange Transaction had no impact on the ultimate ownership of SSHL, which continues to own StarStone International, with us, the Trident V Funds and the Dowling Funds retaining our and their current ownership interests in SSHL of 59.0%, 39.3% and 1.7%, respectively.
Effective January 1, 2021, Northshore was deconsolidated and our remaining investment will be accounted for as a privately held equity investment and carried at its fair value.
Through our wholly-owned subsidiary SGL No.1, a Lloyd’s corporate member included within our Run-off segment, we provided 25% of the underwriting capacity on the 2017 to 2020 underwriting years of Atrium's Syndicate 609 at Lloyd’s. Effective January 1, 2021, and in conjunction with the completion of the Atrium Exchange Transaction, SGL No.1 ceased its provision of underwriting capacity on Syndicate 609. Accordingly, the 2020 underwriting year was the last underwriting year that SGL No. 1 participated in with respect to the Atrium business. We will continue to report SGL No. 1's 25% gross-up share of the 2020 and prior underwriting years of Syndicate 609 until the 2020 underwriting year completes an RITC into a successor year, which will be no earlier than December 31, 2022. There is no net retention for Enstar on Atrium's 2020 and prior underwriting years as the
101

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
business was contractually transferred to the Atrium entities that were divested in the Exchange Transaction. This business is reflected within our Legacy Underwriting segment. Effective January 1, 2021, certain balances that SGL No. 1 has with Atrium and Arden will no longer be eliminated on consolidation.
As of December 31, 2020, we have classified the assets and liabilities of Northshore as held-for-sale but it did not qualify as a discontinued operation since the pending disposal did not represent a strategic shift that would have a major effect on our operations and financial results. The following table summarizes the components of Northshore's assets and liabilities held-for-sale on our consolidated balance sheet as of December 31, 2020:
December 31, 2020
ASSETS
Short-term investments, AFS, at fair value $ 1,720 
Fixed maturities, trading, at fair value 154,026 
Fixed maturities, AFS, at fair value 7,483 
Other investments, at fair value 9,897 
Total investments 173,126 
Cash and cash equivalents 71,156 
Restricted cash and cash equivalents 152,044 
Premiums receivable 62,392 
Reinsurance balances recoverable on paid and unpaid losses 37,341 
Funds held by reinsured companies 32,226 
Other assets 182,993 
TOTAL ASSETS HELD-FOR-SALE $ 711,278 
LIABILITIES
Losses and loss adjustment expenses $ 254,149 
Insurance and reinsurance balances payable 12,393 
Debt obligations 39,850 
Other liabilities 177,265 
TOTAL LIABILITIES HELD-FOR-SALE $ 483,657 
NET ASSETS HELD-FOR-SALE $ 227,621 
As of December 31, 2020, included in the table above were restricted investments of $94.4 million.
Recapitalization of StarStone U.S. and Discontinued Operations
On November 30, 2020, we completed the sale and recapitalization of StarStone U.S. through the sale of StarStone U.S. to Core Specialty, a newly formed entity with equity backing from funds managed by SkyKnight Capital, L.P., Dragoneer Investment Group and Aquiline Capital Partners LLC.
We received consideration of $282.0 million inclusive of $235.0 million of common shares of Core Specialty and cash of $47.0 million. The $235.0 million of common shares of Core Specialty represents a 25.23% interest in Core Specialty on a fully diluted basis. Our investment in Core Specialty is accounted for as an equity method investment and we record our proportionate share of the net earnings on a one quarter lag.
102

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
We classified the assets and liabilities of StarStone U.S. as held-for-sale. The following table summarizes the components of StarStone U.S.'s assets and liabilities held-for-sale on our consolidated balance sheet as of December 31, 2019:
December 31, 2019 (1)
ASSETS
Fixed maturities, trading, at fair value $ 202,994 
Fixed maturities, AFS, at fair value 375,337 
Equities, at fair value 3,000 
Other investments, at fair value 6,389 
Total investments 587,720 
Cash and cash equivalents 78,613 
Restricted cash and cash equivalents 5,815 
Premiums receivable 99,367 
Deferred tax assets 15,191 
Reinsurance balances recoverable on paid and unpaid losses 530,604 
Funds held by reinsured companies 35,861 
Deferred acquisition costs 36,992 
Goodwill and intangible assets 24,900 
Other assets 59,707 
TOTAL ASSETS HELD-FOR-SALE $ 1,474,770 
LIABILITIES
Losses and loss adjustment expenses $ 836,761 
Unearned premiums 218,166 
Insurance and reinsurance balances payable 22,453 
Other liabilities 131,151 
TOTAL LIABILITIES HELD-FOR-SALE $ 1,208,531 
NET ASSETS HELD-FOR-SALE $ 266,239 
(1) Following our decision to sell StarStone U.S. to Core Specialty which was completed on November 30, 2020, the assets and liabilities of StarStone U.S. as of December 31, 2019 were reclassified to held-for-sale on our consolidated balance sheets, in addition to the comparatives being restated since StarStone U.S. qualified as a discontinued operation.
As of December 31, 2019, included in the table above were restricted investments of $131.0 million.
103

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The StarStone U.S. business qualified as a discontinued operation. The following table summarizes the components of net earnings (loss) from discontinued operations, net of income taxes, related to StarStone U.S., on the consolidated statements of earnings for the years ended December 31, 2020, 2019 and 2018:
2020 2019 2018
INCOME
Net premiums earned $ 291,326  $ 350,814  $ 199,796 
Net investment income 12,849  15,606  10,572 
Net realized and unrealized gains 5,431  19,385  (5,352)
Other income 49  10 
309,655  385,814  205,026 
EXPENSES
Net incurred losses and loss adjustment expenses 191,844  258,396  130,303 
Acquisition costs 57,640  65,342  14,935 
General and administrative expenses 60,236  60,003  58,590 
Interest expense 2,066  2,600  2,120 
Net foreign exchange (gains) losses (13) 33  24 
311,773  386,374  205,972 
EARNINGS (LOSS) BEFORE INCOME TAXES (2,118) (560) (946)
Income tax benefit 2,255  7,935  2,435 
NET EARNINGS (LOSS) FROM DISCONTINUED OPERATIONS, NET OF INCOME TAXES, BEFORE GAIN ON SALE $ 137  $ 7,375  $ 1,489 
DISPOSAL
Consideration received $ 281,989  $ —  $ — 
Less: Carrying value of subsidiary (277,697) —  — 
Add: Net realized gains on AFS securities and cumulative currency translation adjustments previously recognized in AOCI 11,822  —  — 
Gain on sale of subsidiary $ 16,114  $ —  $ — 
NET EARNINGS (LOSS) FROM DISCONTINUED OPERATIONS, NET OF INCOME TAXES $ 16,251  $ 7,375  $ 1,489 
Net loss (earnings) from discontinued operations attributable to noncontrolling interest (8,717) (3,025) (611)
NET EARNINGS (LOSS) FROM DISCONTINUED OPERATIONS ATTRIBUTABLE TO ENSTAR ORDINARY SHAREHOLDERS $ 7,534  $ 4,350  $ 878 
Continuing Involvement Disclosures
Following the completion of the sale of StarStone U.S. to Core Specialty on November 30, 2020, our continuing involvement with StarStone U.S comprised of the following transactions:
LPT and ADC reinsurance agreement
In connection with the sale of StarStone U.S. to Core Specialty, one of our Run-off subsidiaries entered into an LPT and ADC reinsurance agreement with StarStone U.S. pursuant to which we reinsured all of the net loss reserves of StarStone U.S. in respect of premium earned prior to October 31, 2020. Under the terms of the LPT and ADC reinsurance agreement, we assumed total net loss reserves of $462.4 million from StarStone U.S. in exchange for a total reinsurance premium consideration of $478.2 million, subject to an aggregate limit of $130.0 million above the assumed total net loss reserves. Our Run-off subsidiary's obligations to StarStone U.S. under the LPT and ADC reinsurance agreement are guaranteed by us. The LPT and ADC reinsurance agreement between us and StarStone U.S. shall continue in force until such time as our liability with respect to the assumed total net loss reserves terminates.
Concurrent with the closing of the LPT and ADC reinsurance agreement, one of our wholly-owned subsidiaries entered into an Administrative Services Agreement ("ASA") with StarStone U.S., through which it was
104

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
appointed as an independent contractor to provide certain administrative services covering the business we assumed from StarStone U.S. through the LPT and ADC reinsurance agreement. This ASA became effective on November 30, 2020 and shall continue until its termination.
In addition, concurrent with the sale of StarStone U.S. to Core Specialty which was completed on November 30, 2020, one of our wholly-owned subsidiaries entered into a Transition Services Agreement ("TSA") with Core Specialty through which our subsidiary and Core Specialty agreed to provide certain transitional services to each other relating to the StarStone U.S. businesses, for a specified period of time. This TSA became effective on November 30, 2020 and unless otherwise agreed to in writing by both Core Specialty and us, shall terminate on the earliest to occur of (a) the 2-year anniversary of the agreement, (b) the date on which all the covered transitional services have been terminated, and (c) the termination of the agreement.
Reinsurance transactions previously eliminated on consolidation
The table below presents a summary of the total income and expenses which have been recognized within our continuing operations for the years ended December 31, 2020, 2019 and 2018, relating to intercompany transactions, primarily intra-group reinsurances, between StarStone U.S. and our subsidiaries:
2020 2019 2018
Total Income $ 11,911 $ 10,672 $ 98,402
Total Expenses (1)
(16,397) 62,515 113,952
Net Earnings (Loss) $ 28,308 $ (51,843) $ (15,550)
(1) For the year ended December 31, 2020, negative total expenses were driven by favorable loss development on the losses and LAE reserves ceded by StarStone U.S. to our subsidiaries.
Cash flows
The cash inflows (outflows) between our subsidiaries and StarStone U.S. for the years ended December 31, 2020, 2019 and 2018 were $99.2 million, $(53.9) million and $(64.6) million, respectively.
Equity method investment
We have applied the equity method of accounting to the common shares we acquired in Core Specialty as part-consideration for the sale of StarStone U.S. and which make up 25.23% of the total outstanding common shares in Core Specialty on a fully diluted basis. Since we account for our share of earnings attributable to our equity method investees on a quarter lag, the carrying value of our investment in the common shares of Core Specialty as at December 31, 2020 remained unchanged from our November 30, 2020 fair value of $235.0 million, when we completed the sale of StarStone U.S. to Core Specialty.
Run-off of StarStone International (non-U.S.)
On June 10, 2020, we announced that we placed StarStone International into an orderly run-off (the "StarStone International Run-Off"). The liabilities associated with the StarStone International Run-Off vary in duration, and the run-off is expected to occur over a number of years. Steps to reduce the size of StarStone International's operations have begun and will involve several phases that will occur over time. As a result, we cannot anticipate with certainty the expected completion date of the StarStone International Run-Off.
We continue to evaluate additional strategic options for StarStone International's operations and business. Consequently, such options could have the effect of mitigating costs associated with placing the business into run-off. The remaining StarStone International operations will continue to serve the needs of policyholders and ensure that the companies continue to meet all regulatory requirements. The results of StarStone International are included within continuing operations in the Legacy Underwriting segment. Recent developments relating to StarStone International include:
On October 2, 2020, StarStone International sold the renewal rights for its financial lines portfolio for consideration of $0.5 million.
On October 14, 2020, we completed the sale of Vander Haeghen & Co. SA ("VdH"), a Belgium-based insurance agency majority owned by StarStone International entities, for consideration of €3.8 million ($4.5 million). We recognized a gain on the sale of $3.4 million in the fourth quarter of 2020.
On November 17, 2020, we announced an agreement to sell StarStone Underwriting Limited ("SUL"), the Lloyd's managing agency, together with the right to operate Lloyd's Syndicate 1301, to Inigo Limited ("Inigo"). We currently have a 59.0% interest in SUL and the Trident V Funds and the Dowling Funds
105

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
currently own 39.3% and 1.7%, respectively. Upon closing, Enstar, the Trident V Funds and the Dowling Funds will receive $30.0 million of consideration from the sale of SUL in the form of Inigo shares. In addition, Enstar and the Trident V Funds have committed to invest up to $27.0 million and $18.0 million, respectively, into Inigo. The sale is expected to close in the first half of 2021, subject to regulatory approvals and satisfaction of customary closing conditions. Upon closing, we expect to own 5.4% of Inigo. As of December 31, 2020, our investment in Inigo was $16.9 million and was accounted for as a privately held equity investment and carried at fair value. In conjunction with the transaction, Enstar, the Trident V Funds and the Dowling Funds will retain the economics of Syndicate 1301’s 2020 and prior years’ underwriting portfolios as this business runs off.
On February 11, 2021, we entered into an agreement to sell Arena N.V., a Belgium-based specialist accident and health managing general agent.
6. INVESTMENTS
We hold: (i) trading portfolios of short-term and fixed maturity investments and equities, carried at fair value; (ii) AFS portfolios of short-term and fixed maturity investments, carried at fair value; (iii) other investments carried at fair value; (iv) equity method investments; and (v) funds held - directly managed.
Short-term and Fixed Maturity Investments
Asset Types
The fair values of the underlying asset categories comprising our short-term and fixed maturity investments classified as trading and AFS and the fixed maturity investments included within our funds held - directly managed balance were as follows as of December 31, 2020 and 2019:
2020
Short-term investments, trading Short-term investments, AFS Fixed maturities, trading Fixed maturities, AFS Fixed maturities, funds held - directly managed Total
U.S. government and agency $ —  $ 243,556  $ 123,874  $ 474,442  $ 109,176  $ 951,048 
U.K. government —  —  37,508  13,574  —  51,082 
Other government 3,424  3,213  327,437  146,914  21,165  502,153 
Corporate 1,705  17,026  3,227,726  1,920,323  519,952  5,686,732 
Municipal —  —  79,959  30,032  52,678  162,669 
Residential mortgage-backed —  —  154,471  328,871  70,603  553,945 
Commercial mortgage-backed —  —  347,225  276,488  230,377  854,090 
Asset-backed —  —  296,692  204,456  56,312  557,460 
Total fixed maturity and short-term investments $ 5,129  $ 263,795  $ 4,594,892  $ 3,395,100  $ 1,060,263  $ 9,319,179 

106

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
2019
Short-term investments, trading Short-term investments, AFS Fixed maturities, trading Fixed maturities, AFS Fixed maturities, funds held - directly managed Total
U.S. government and agency $ —  $ 111,583  $ 208,296  $ 269,661  $ 106,537  $ 696,077 
U.K. government 24,411  1,069  122,012  14,280  —  161,772 
Other government 21,958  387  575,017  84,760  20,734  702,856 
Corporate 5,121  13,915  3,959,288  866,557  603,389  5,448,270 
Municipal —  1,381  87,451  2,399  49,456  140,687 
Residential mortgage-backed —  —  215,521  99,188  86,205  400,914 
Commercial mortgage-backed —  —  534,357  49,046  230,343  813,746 
Asset-backed —  —  441,393  152,161  76,681  670,235 
Total fixed maturity and short-term investments $ 51,490  $ 128,335  $ 6,143,335  $ 1,538,052  $ 1,173,345  $ 9,034,557 
Included within residential and commercial mortgage-backed securities as of December 31, 2020 were securities issued by U.S. governmental agencies with a fair value of $458.1 million (as of December 31, 2019: $333.3 million). There were no senior secured loans within corporate securities as of December 31, 2020, compared to $31.4 million as of December 31, 2019.
Contractual Maturities
The contractual maturities of our short-term and fixed maturity investments, classified as trading and AFS, and the fixed maturity investments included within our funds held - directly managed balance are shown below. Actual maturities may differ from contractual maturities because issuers may have the right to call or prepay obligations with or without call or prepayment penalties.
As of December 31, 2020 Amortized Cost Fair Value % of Total Fair Value
One year or less $ 489,559  $ 494,490  5.3  %
More than one year through two years 710,621  726,331  7.8  %
More than two years through five years 2,097,923  2,206,020  23.7  %
More than five years through ten years 1,974,838  2,151,191  23.1  %
More than ten years 1,544,533  1,775,652  19.0  %
Residential mortgage-backed 545,628  553,945  5.9  %
Commercial mortgage-backed 828,155  854,090  9.2  %
Asset-backed 567,638  557,460  6.0  %
$ 8,758,895  $ 9,319,179  100.0  %
107

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Credit Ratings
The following table sets forth the credit ratings of our short-term and fixed maturity investments, classified as trading and AFS, and the fixed maturity investments included within our funds held - directly managed balance as of December 31, 2020:
Amortized
Cost
Fair Value % of Total AAA
Rated
AA Rated A Rated BBB
Rated
Non-
Investment
Grade
Not Rated
U.S. government and agency $ 935,014  $ 951,048  10.2  % $ 951,048  $ —  $ —  $ —  $ —  $ — 
U.K. government 46,988  51,082  0.6  % —  43,199  7,883  —  —  — 
Other government 463,765  502,153  5.4  % 244,041  159,095  42,337  51,413  5,267  — 
Corporate 5,226,238  5,686,732  61.0  % 172,718  607,796  2,646,602  1,960,971  287,363  11,282 
Municipal 145,469  162,669  1.7  % 8,270  78,585  55,631  20,183  —  — 
Residential mortgage-backed 545,628  553,945  5.9  % 544,545  —  2,195  2,615  2,472  2,118 
Commercial mortgage-backed 828,155  854,090  9.2  % 591,396  115,114  74,615  61,730  3,961  7,274 
Asset-backed 567,638  557,460  6.0  % 239,733  84,058  119,757  89,898  24,014  — 
Total $ 8,758,895  $ 9,319,179  100.0  % $ 2,751,751  $ 1,087,847  $ 2,949,020  $ 2,186,810  $ 323,077  $ 20,674 
% of total fair value 29.5  % 11.7  % 31.6  % 23.5  % 3.5  % 0.2  %
Unrealized Gains and Losses on AFS Short-Term and Fixed Maturity Investments
The amortized cost, unrealized gains and losses, allowance for credit losses and fair values of our short-term and fixed maturity investments classified as AFS as of December 31, 2020 were as follows:
Gross Unrealized Losses
2020 Amortized Cost Gross Unrealized Gains Non-Credit Related Losses
Allowance for Credit Losses(1)
Fair Value
U.S. government and agency $ 715,527  $ 3,305  $ (834) $ —  $ 717,998 
U.K. government 12,494  1,080  —  —  13,574 
Other government 142,459  7,721  (53) —  150,127 
Corporate 1,873,184  65,913  (1,567) (181) 1,937,349 
Municipal 28,881  1,155  (4) —  30,032 
Residential mortgage-backed 326,268  3,292  (689) —  328,871 
Commercial mortgage-backed 273,516  5,202  (2,097) (133) 276,488 
Asset-backed 204,312  846  (694) (8) 204,456 
$ 3,576,641  $ 88,514  $ (5,938) $ (322) $ 3,658,895 
(1) The Company adopted ASU 2016-13 and the related amendments on January 1, 2020. Refer to Note 2 - "Significant Accounting Policies" for further details.
108

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The amortized cost, unrealized gains and losses and fair values of our short-term and fixed maturity investments classified as AFS as of December 31, 2019 were as follows:
2019 Amortized
Cost
Gross
Unrealized
Gains
Gross
Unrealized
Losses
Non-OTTI
Fair
Value
U.S. government and agency $ 381,488  $ 78  $ (322) $ 381,244 
U.K. government 15,067  282  —  15,349 
Other government 84,116  1,119  (88) 85,147 
Corporate 880,667  3,739  (3,934) 880,472 
Municipal 3,770  12  (2) 3,780 
Residential mortgage-backed 99,646  221  (679) 99,188 
Commercial mortgage-backed 49,219  30  (203) 49,046 
Asset-backed 152,153  127  (119) 152,161 
$ 1,666,126  $ 5,608  $ (5,347) $ 1,666,387 
Gross Unrealized Losses on AFS Short-term and Fixed Maturity Investments
The following table summarizes our short-term and fixed maturity investments classified as AFS that were in a gross unrealized loss position, for which an allowance for credit losses has not been recorded, as of December 31, 2020:
  12 Months or Greater Less Than 12 Months Total
2020 Fair
Value
Gross Unrealized
Losses
Fair
Value
Gross Unrealized
Losses
Fair
Value
Gross Unrealized
Losses
U.S. government and agency $ —  $ —  $ 55,839  $ (834) $ 55,839  $ (834)
UK government —  —  —  —  —  — 
Other government —  —  7,971  (53) 7,971  (53)
Corporate —  —  199,048  (1,224) 199,048  (1,224)
Municipal —  —  1,690  (4) 1,690  (4)
Residential mortgage-backed 4,626  (125) 79,149  (564) 83,775  (689)
Commercial mortgage-backed 38  (38) 67,094  (1,562) 67,132  (1,600)
Asset-backed —  —  116,827  (564) 116,827  (564)
Total short-term and fixed maturity investments $ 4,664  $ (163) $ 527,618  $ (4,805) $ 532,282  $ (4,968)
The following table summarizes our short-term and fixed maturity investments classified as AFS that were in a gross unrealized loss position as of December 31, 2019, aggregated by major security type and length of time in continuous unrealized loss position:
  12 Months or Greater Less Than 12 Months Total
2019 Fair
Value
Gross Unrealized
Losses
Fair
Value
Gross Unrealized
Losses
Fair
Value
Gross Unrealized
Losses
U.S. government and agency $ —  $ —  $ 193,574  $ (322) $ 193,574  $ (322)
Other government 1,080  (23) 37,796  (65) 38,876  (88)
Corporate 2,754  (306) 338,965  (3,628) 341,719  (3,934)
Municipal 128  —  761  (2) 889  (2)
Residential mortgage-backed —  —  52,005  (679) 52,005  (679)
Commercial mortgage-backed —  —  35,777  (203) 35,777  (203)
Asset-backed —  —  101,591  (119) 101,591  (119)
Total short-term and fixed maturity investments $ 3,962  $ (329) $ 760,469  $ (5,018) $ 764,431  $ (5,347)
109

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
As of December 31, 2020 and 2019, the number of securities classified as AFS in an unrealized loss position for which an allowance for credit loss is not recorded was 407 and 479, respectively. Of these securities, the number of securities that had been in an unrealized loss position for twelve months or longer was 2 and 12, respectively.
The contractual terms of a majority of these investments do not permit the issuers to settle the securities at a price less than the amortized cost basis of the security. While credit spreads have increased, and in certain cases credit ratings were downgraded, we currently do not expect the issuers of these fixed income securities to settle them at a price less than their amortized cost basis and therefore it is expected that we will recover the entire amortized cost basis of each security. Furthermore, we do not intend to sell the securities that are currently in an unrealized loss position, and it is also not more likely than not that we will be required to sell the securities before the recovery of their amortized cost bases.
Allowance for Credit Losses on AFS Fixed Maturity Investments
We adopted ASU 2016-13 and the related amendments on January 1, 2020 prospectively, and recognized an allowance for credit losses of $3.1 million on initial adoption of the guidance. Our allowance for credit losses is derived based on various data sources, multiple key inputs and forecast scenarios. These include default rates specific to the individual security, vintage of the security, geography of the issuer of the security, industry analyst reports, credit ratings and consensus economic forecasts.
To determine the credit losses on our AFS securities, we use the probability of default ("PD") and loss given default ("LGD") methodology through a third-party proprietary tool which calculates the expected credit losses based on a discounted cash flow method. The tool uses effective interest rates to discount the expected cash flows associated with each AFS security to determine its fair value, which is then compared with its amortized cost basis to derive the credit loss on the security.
The methodology and inputs used to determine the credit loss by security type are as follows:
Corporate and Government: Expected cashflows are derived that are specific to each security. The PD is based on a quantitative model that converts agency ratings to term structures that vary by country, industry and the state of the credit cycle. This is used along with macroeconomic forecasts to produce scenario conditioned PDs. The LGD is based on default studies provided by a third party which we use along with macroeconomic forecasts to produce scenario conditioned LGDs.
Municipals: Expected cash flows are derived that are specific to each security. The PD model produces scenario conditioned PD output over the lifetime of the municipal security. These PDs are based on key macroeconomic and instrument specific risk factors. The LGD is derived based on a model which uses assumptions specific to the municipal securities.
For corporate, government and municipal securities, we use an explicit reversion and a three year forecast period, which we consider to be a reasonable duration during which an economic forecast could continue to be reliable.
Asset backed, Commercial and Residential mortgaged-backed: Expected cash flows are derived that are specific to each security. The PD and LGD for each security is based on a quantitative model that generates scenario conditioned PD and LGD term structures based on the underlying collateral type, waterfall and other trustee information. This model also considers prepayments. For these security types, there is no explicit reversion and the forecasts are deemed reasonable and supportable over the life of the portfolio.
Due to the short-term period during which accrued investment income remains unpaid, which is typically six months or less since the coupon on our debt securities is paid semi-annually or more frequently, we elected not to establish an allowance for credit losses on our accrued investment income balances. Accrued investment income is written off through net realized investment gains (losses) at the time the issuer of the debt security defaults or is expected to default on payments.
110

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The following table provides a reconciliation of the beginning and ending allowance for credit losses on our AFS debt securities:
December 31, 2020
Other
government
Corporate Residential mortgage-backed Commercial
mortgage
backed
Asset-backed Total
Allowance for credit losses, beginning of year $ —  $ —  $ —  $ —  $ —  $ — 
Cumulative effect of change in accounting principle (22) (2,987) —  (50) —  (3,059)
Allowances for credit losses on securities for which credit losses were not previously recorded —  (10,748) (2) (675) (142) (11,567)
Additions to the allowance for credit losses arising from purchases of securities accounted for as PCD assets —  —  —  —  —  — 
Reductions for securities sold during the year 22  2,545  —  —  —  2,567 
Reductions in the allowance for credit losses on securities we either intend to sell or more likely than not, we will be required to sell before the recovery of their amortized cost basis —  —  —  —  —  — 
(Increase) decrease to the allowance for credit losses on securities that had an allowance recorded in the previous period —  11,009  592  134  11,737 
Allowance for credit losses, end of year $ —  $ (181) $ —  $ (133) $ (8) $ (322)
During the year ended December 31, 2020, we did not have any write-offs charged against the allowance for credit losses or any recoveries of amounts previously written-off.
Other-Than-Temporary Impairment on AFS Short-term and Fixed Maturity Investments
For the years ended December 31, 2019 and 2018, we did not recognize any OTTI losses on our AFS securities. We determined that no other-than-temporary credit losses existed as of December 31, 2019. A description of our OTTI process is included in Note 2 - "Significant Accounting Policies".
As discussed in detail in Note 2 - "Significant Accounting Policies", we adopted ASU 2016-13 and the related amendments on January 1, 2020 with this new guidance replacing the OTTI model that was previously applicable to our AFS debt securities. The new approach now requires the recognition of impairments relating to credit losses through an allowance account and limits the amount of credit loss to the difference between a security’s amortized cost basis and its fair value.
Equity Investments
The following table summarizes our equity investments classified as trading as of December 31, 2020 and 2019:
2020 2019
Publicly traded equity investments in common and preferred stocks $ 260,767  $ 327,875 
Exchange-traded funds 311,287  133,047 
Privately held equity investments in common and preferred stocks 274,741  265,799 
$ 846,795  $ 726,721 
Equity investments include publicly traded common and preferred stocks, exchange-traded funds and privately held common and preferred stocks. Our publicly traded equity investments in common and preferred stocks predominantly trade on major exchanges and are managed by our external advisors. Our investments in exchange-traded funds also trade on major exchanges.
Our privately held equity investments in common and preferred stocks are direct investments in companies that we believe offer attractive risk adjusted returns and/or offer other strategic advantages. Each investment may have its own unique terms and conditions and there may be restrictions on disposals. There is no active market for these investments. Included within the above balance as of December 31, 2020 and 2019 is an investment in the parent company of AmTrust Financial Services, Inc. ("AmTrust"), with a fair value of $230.3 million and $240.1 million, respectively. Refer to Note 21 - "Related Party Transactions" for further information.
111

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Other Investments, at fair value
The following table summarizes our other investments carried at fair value as of December 31, 2020 and 2019:
2020 2019
Hedge funds $ 2,638,339  $ 1,121,904 
Fixed income funds 552,541  481,039 
Private equity funds 363,103  323,496 
Private credit funds 192,319  — 
Equity funds 190,767  410,149 
CLO equity funds 166,523  87,509 
CLO equities 128,083  87,555 
Others 12,359  6,379 
$ 4,244,034  $ 2,518,031 
The valuation of our other investments is described in Note 12 - "Fair Value Measurements". Due to a lag in the valuations of certain funds reported by the managers, we may record changes in valuation with up to a three-month lag. We regularly review and discuss fund performance with the fund managers to corroborate the reasonableness of the reported net asset values and to assess whether any events have occurred within the lag period that would affect the valuation of the investments. The following is a description of the nature of each of these investment categories:
Hedge funds may invest in a wide range of instruments, including debt and equity securities, and utilize various sophisticated strategies, including derivatives, to achieve their objectives. We invest in fixed income, equity and multi-strategy hedge funds.
Fixed income funds comprise a number of positions in diversified fixed income funds that are managed by third-party managers. Underlying investments vary from high-grade corporate bonds to non-investment grade senior secured loans and bonds, in both liquid and illiquid markets. The liquid fixed income funds have regularly published prices.
Private equity funds invest primarily in the financial services industry.
Private credit funds invest in direct senior or collateralized loans.
Equity funds invest in a diversified portfolio of U.S. and international publicly-traded equity securities.
CLO equity funds invest primarily in the equity tranches of term-financed securitizations of diversified pools of corporate bank loans.
CLO equities comprise investments in the equity tranches of term-financed securitizations of diversified pools of corporate bank loans.
Others primarily comprise of a real estate debt fund that invests primarily in European commercial real estate equity.
The increase in our other investments carried at fair value between December 31, 2020 and December 31, 2019 was primarily attributable to unrealized gains of $1.3 billion and net additional subscriptions of $380.3 million to hedge funds, fixed income funds, private credit funds, CLO equities and CLO equity funds.
As of December 31, 2020, we had unfunded commitments of $975.5 million to other investments.
Certain of our other investments are subject to restrictions on redemptions and sales that are determined by the governing documents, which limits our ability to liquidate those investments. These restrictions may include lock-ups, redemption gates, restricted share classes or side pockets, restrictions on the frequency of redemption and notice periods. A gate is the ability to deny or delay a redemption request, whereas a side-pocket is a designated account for which the investor loses its redemption rights. Certain other investments may not have any restrictions governing their sale, but there is no active market and no guarantee that we will be able to execute a sale in a timely manner. In addition, even if certain other investments are not eligible for redemption or sales are restricted, we may still receive income distributions from those other investments. The table below details the estimated date by which proceeds would be received if we had provided notice of our intent to redeem or initiated a
112

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
sales process as of December 31, 2020:
Less than 1 Year 1-2 years 2-3 years More than 3 years Not Eligible/ Restricted Total Redemption Frequency
Hedge funds $ 2,590,164  $ —  $ —  $ —  $ 48,175  $ 2,638,339  Monthly to Bi-annually
Fixed income funds 537,055  —  —  —  15,486  552,541  Daily to Quarterly
Equity funds 190,767  —  —  —  —  190,767  Daily to Quarterly
Private equity funds —  —  —  —  363,103  363,103  N/A
CLO equity funds 94,313  61,741  10,469  —  —  166,523  Quarterly to Bi-annually
CLO equities 128,083  —  —  —  —  128,083  Daily to Quarterly
Private credit funds —  9,250  —  183,069  192,319  N/A
Other 12,359  12,359  N/A
$ 3,540,382  $ 70,991  $ 10,469  $ —  $ 622,192  $ 4,244,034 
As of December 31, 2020 and 2019, we had $48.2 million and $51.8 million, respectively, of hedge funds subject to gates or side-pockets.
Equity Method Investments
The table below shows our equity method investments as of December 31, 2020 and 2019:
2020 2019
Ownership % Carrying Value Ownership % Carrying Value
Enhanzed Re 47.4  % $ 330,289  47.4  % $ 182,856 
Citco (1)
31.9  % 53,022  31.9  % 51,742 
Monument Re (2)
20.0  % 193,716  20.0  % 60,598 
Clear Spring —  % —  20.0  % 10,645 
Core Specialty 25.2  % 235,000  —  % — 
Other
27%
20,268 
30%
20,436 
$ 832,295  $ 326,277 
(1) We own 31.9% of the common shares in HH CTCO Holdings Limited which in turn owns 15.4% of the convertible preferred shares, amounting to a 6.2% interest in the total equity of Citco III Limited ("Citco").
(2) We own 20.0% of the common shares in Monument Re as well as different classes of preferred shares which have fixed dividend yields and whose balances are included in the Investment amount.
Refer to Note 21 - "Related Party Transactions" for further information regarding the investments above. As of December 31, 2020, we had unfunded commitments of $68.7 million related to equity method investments.
Funds Held
Under funds held arrangements, the reinsured company has retained funds that would otherwise have been remitted to our reinsurance subsidiaries. We either have (i) funds held by reinsured companies, which are carried at amortized cost and on which we receive a fixed crediting rate, or (ii) funds held - directly managed, which are carried at fair value and on which we receive the underlying return on the portfolio. The investment returns on funds held by reinsured companies are recognized in net investment income and the investment returns on funds held - directly managed are recognized in net investment income and net realized and unrealized gains (losses). The funds held balance is credited with investment income and losses payable are deducted.
Funds Held - Directly Managed
Funds held - directly managed, where we receive the underlying return on the investment portfolio, are carried at fair value, either because we elected the fair value option at the inception of the reinsurance contract, or because it represents the aggregate of funds held at amortized cost and the fair value of an embedded derivative. The embedded derivative relates to our contractual right to receive the return on the underlying investment portfolio
113

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
supporting the reinsurance contract. We include the estimated fair value of these embedded derivatives in the consolidated balance sheets with the host contract in order to reflect the expected settlement of these features with the host contract. The change in the fair value of the embedded derivative is included in net unrealized gains (losses). The following table summarizes the components of the funds held - directly managed as of December 31, 2020 and 2019:
2020 2019
Fixed maturity investments, trading $ 1,060,263  $ 1,173,345 
Cash and cash equivalents 9,067  10,296 
Other assets 5,560  3,911 
$ 1,074,890  $ 1,187,552 
The following table summarizes the short-term and fixed maturity investment components of funds held - directly managed as of December 31, 2020 and 2019:
2020 2019
Funds held - Directly Managed - Fair Value Option Funds held - Directly Managed - Variable Return Total Funds held - Directly Managed - Fair Value Option Funds held - Directly Managed - Variable Return Total
Short-term and fixed maturity investments, at amortized cost $ 106,938  $ 859,403  $ 966,341  $ 185,859  $ 940,194  $ 1,126,053 
Net unrealized gains (losses):
Change in fair value - fair value option accounting 9,693  —  9,693  5,438  —  5,438 
Change in fair value - embedded derivative accounting —  84,229  84,229  —  41,854  41,854 
Short-term and fixed maturity investments within funds held - directly managed, at fair value $ 116,631  $ 943,632  $ 1,060,263  $ 191,297  $ 982,048  $ 1,173,345 
Refer to the sections above for details of the short-term and fixed maturity investments within our funds held - directly managed portfolios.
Funds Held by Reinsured Companies
Funds held by reinsured companies, where we received a fixed crediting rate, are carried at cost on our consolidated balance sheets. As of December 31, 2020 and 2019, we had funds held by reinsured companies of $635.8 million and $475.7 million, respectively. The increase related to $204.2 million of additional funds held balances related to the AXA Group transaction.
114

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Net Investment Income
Major categories of net investment income for the years ended December 31, 2020, 2019 and 2018 are summarized as follows: 
2020 2019 2018
Fixed maturity investments $ 198,988  $ 217,886  $ 178,213 
Short-term investments and cash and cash equivalents 4,843  15,609  11,692 
Funds held 33,920  22,580  11,640 
Funds held – directly managed 34,563  38,173  37,623 
Investment income from fixed maturities and cash and cash equivalents 272,314  294,248  239,168 
Equity investments 19,240  16,671  5,397 
Other investments 27,153  11,792  26,214 
Investment income from equities and other investments 46,393  28,463  31,611 
Gross investment income 318,707  322,711  270,779 
Investment expenses (15,890) (14,440) (9,081)
Net investment income $ 302,817  $ 308,271  $ 261,698 
Net Realized and Unrealized Gains (Losses)
Components of net realized and unrealized gains (losses) for the years ended December 31, 2020, 2019 and 2018 were as follows:
2020 2019 2018
Net realized gains (losses) on sale:
Gross realized gains on fixed maturity securities, AFS $ 26,313  $ 4,844  $ 27 
Gross realized losses on fixed maturity securities, AFS (7,801) (905) (90)
Decrease in allowance for expected credit losses on fixed maturity securities, AFS 170  —  — 
Net realized gains (losses) on fixed maturity securities, trading 126,945  81,011  (27,408)
Net realized gains (losses) on fixed maturity securities in funds held - directly managed 8,798  1,495  (3,940)
Net realized gains (losses) on equity investments 24,282  (374) 4,016 
Net realized investment gains on investment derivatives 144 —  — 
Total net realized gains (losses) on sale 178,851  86,071  (27,395)
Net unrealized gains (losses):
Fixed maturity securities, trading 101,022  341,130  (159,594)
Fixed maturity securities in funds held - directly managed 50,837  88,053  (46,257)
Equity investments (25,752) 55,359  (9,831)
Other investments 1,336,343  441,702  (164,455)
Investment derivatives 718  (349) — 
Total net unrealized gains (losses) 1,463,168  925,895  (380,137)
Net realized and unrealized gains (losses) $ 1,642,019  $ 1,011,966  $ (407,532)

The gross realized gains and losses on AFS investments included in the table above resulted from sales of $2.0 billion, $302.9 million and $11.4 million for the years ended December 31, 2020, 2019 and 2018, respectively.
The unrealized gains for 2020 primarily comprised unrealized gains of $1.2 billion in the hedge fund managed by AnglePoint. These unrealized gains were driven by strong performance in equity markets across multiple sectors, including consumer discretionary, communication services, information technology and consumer staples.
115

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Reconciliation to the Consolidated Statements of Comprehensive Income
The following table provides a reconciliation of the gross realized gains and losses and credit recoveries (losses) on our AFS fixed maturity debt securities that arose during the years ended December 31, 2020, 2019 and 2018 within our continuing and discontinued operations and the offsetting reclassification adjustments included within our consolidated statements of comprehensive income:
2020 2019 2018
Included within continuing operations:
Gross realized gains on fixed maturity securities, AFS $ 26,313  $ 4,844  $ 27 
Gross realized losses on fixed maturity securities, AFS (7,801) (905) (90)
Tax effect (1,623) —  — 
Included within discontinued operations:
Gross realized gains on fixed maturity securities, AFS 1,374  12  — 
Gross realized losses on fixed maturity securities, AFS (120) (57) — 
Tax effect (110) —  — 
Total reclassification adjustment for net realized gains (losses) included in net earnings $ 18,033  $ 3,894  $ (63)
Included within continuing operations:
Credit recoveries (losses) on fixed maturity securities, AFS $ 170  $ —  $ — 
Tax effect —  — 
Included within discontinued operations:
Credit recoveries (losses) on fixed maturity securities, AFS 329  —  — 
Tax effect —  — 
Total reclassification adjustment for change in allowance for credit losses recognized in net earnings $ 509  $ —  $ — 
Restricted Assets
We utilize trust accounts to collateralize business with our (re)insurance counterparties. We are also required to maintain investments and cash and cash equivalents on deposit with regulatory authorities and Lloyd's to support our (re)insurance operations. The investments and cash and cash equivalents on deposit are available to settle (re)insurance liabilities. Collateral generally takes the form of assets held in trust, letters of credit or funds held. The assets used as collateral are primarily highly rated fixed maturity securities. The carrying value of our restricted assets, including restricted cash of $472.0 million and $346.9 million, as of December 31, 2020 and 2019, respectively, was as follows: 
2020 2019
Collateral in trust for third party agreements $ 4,924,866  $ 4,103,847 
Assets on deposit with regulatory authorities 131,283  309,659 
Collateral for secured letter of credit facilities 104,627  132,670 
Funds at Lloyd's (1)
260,914  639,316 
$ 5,421,690  $ 5,185,492 
(1) Our businesses include three Lloyd's syndicates as at December 31, 2020. Lloyd's determines the required capital principally through the annual business plan of each syndicate. This capital is referred to as "Funds at Lloyd's" and will be drawn upon in the event that a syndicate has a loss that cannot be funded from other sources. We also utilize unsecured letters of credit for Funds at Lloyd's, as described in Note 15 - "Debt Obligations and Credit Facilities".
7. DERIVATIVES AND HEDGING INSTRUMENTS
Foreign Currency Hedging of Net Investments in Foreign Operations
We use foreign currency forward exchange rate contracts in qualifying hedging relationships to hedge the foreign currency exchange rate risk associated with certain of our net investments in foreign operations. As of December 31, 2020 and 2019, we had foreign currency forward exchange rate contracts in place which we had designated as hedges of our net investments in foreign operations.
116

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The following table presents the gross notional amounts and estimated fair values recorded within other assets and liabilities related to our qualifying foreign currency forward exchange rate contracts as of December 31, 2020 and 2019:
2020 2019
Fair Value Fair Value
Gross Notional Amount Assets Liabilities Gross Notional Amount Assets Liabilities
Foreign currency forward - AUD $ 73,852  $ 13  $ 5,060  $ 64,620  $ 52  $ 2,033 
Foreign currency forward - EUR 217,168  205  8,889  112,284  246  1,635 
Foreign currency forward - GBP 312,671  951  14,998  318,387  344  7,784 
Total qualifying hedges $ 603,691  $ 1,169  $ 28,947  $ 495,291  $ 642  $ 11,452 

The following table presents the net gains and losses deferred in the cumulative translation adjustment ("CTA") account, which is a component of AOCI, in shareholders' equity, relating to our foreign currency forward exchange rate contracts for the years ended December 31, 2020, 2019 and 2018:
Amount of Gains (Losses) Deferred in AOCI
2020 2019 2018
Foreign currency forward - AUD $ (6,792) $ (722) $ 3,438 
Foreign currency forward - EUR (15,026) 1,817  1,000 
Foreign currency forward - GBP (8,457) (16,423) — 
Total qualifying hedges $ (30,275) $ (15,328) $ 4,438 
Non-derivative Hedging Instruments of Net Investments in Foreign Operations
From time to time, we may also use non-derivative instruments such as foreign currency denominated borrowings under our credit facilities to hedge certain of our net investments in foreign operations in designated qualifying non-derivative hedging arrangements. While there were no outstanding foreign currency denominated borrowings under our credit facilities as of December 31, 2020 and 2019, there was a net gain of $3.1 million deferred in the CTA account in AOCI relating to qualifying non-derivative hedging instruments for the year ended December 31, 2018.
Derivatives Not Designated or Not Qualifying as Net Investments in Hedging Instruments
From time to time, we may also utilize foreign currency forward contracts as part of our overall foreign currency risk management strategy or to obtain exposure to a particular financial market, as well as for yield enhancement in non-qualifying hedging relationships. We may also utilize equity call option instruments or other derivatives either to obtain exposure to a particular equity instrument or for yield enhancement in non-qualifying hedging relationships.
Foreign Currency Forward Contracts
The following tables present the gross notional amounts and estimated fair values recorded within other assets and other liabilities related to our non-qualifying foreign currency forward exchange rate hedging relationships as of December 31, 2020 and 2019:
December 31, 2020 December 31, 2019
Fair Value Fair Value
Gross Notional Amount Assets Liabilities Gross Notional Amount Assets Liabilities
Foreign currency forward - AUD $ 28,848  $ 882  $ 2,847  $ 913  $ 839  $ 892 
Foreign currency forward - CAD 64,224  10  1,764  66,266  10  1,482 
Foreign currency forward - EUR 43,531  1,782  41  74,444  507  1,440 
Foreign currency forward - GBP 2,731  161  404  11,940  13  292 
Total non-qualifying hedges $ 139,334  $ 2,835  $ 5,056  $ 153,563  $ 1,369  $ 4,106 
117

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The following table presents the amounts of the net gains and losses included in earnings related to our non-qualifying foreign currency forward exchange rate contracts during the years ended December 31, 2020, 2019, and 2018:
Gains (losses) on non-qualifying hedges charged to earnings
2020 2019 2018
Foreign currency forward - AUD $ (2,388) $ 1,523  $ 4,958 
Foreign currency forward - CAD (879) (2,079) 9,311 
Foreign currency forward - EUR 1,871  1,759  2,296 
Foreign currency forward - GBP (1,558) 12,004  15,078 
Net gains (losses) on non-qualifying hedges $ (2,954) $ 13,207  $ 31,643 
Investments in Call Options on Equities
During the years ended December 31, 2020, 2019, and 2018, we recorded unrealized gains (losses) of less than $(0.1) million, $0.5 million and $(9.4) million, respectively, in net earnings on the call options on equities that we had purchased in 2018 at a cost of $10.0 million. These call options on equities had a fair value of less than $0.1 million as of December 31, 2019 and expired without being exercised during the year ended December 31, 2020.
Forward Interest Rate Swaps
In 2019, we entered into a forward interest rate swap, with a notional amount of AUD$120.0 million, to partially mitigate the risk associated with declining interest rates until the completion of the Munich Re transaction which closed on July 1, 2020, as described in Note 4 - "Significant New Business".
During the year ended December 31, 2020, we recorded unrealized gains included within net earnings of $0.8 million on the forward interest rate swap. This forward interest rate swap was terminated on April 7, 2020, for an inception-to-date net realized gain of $0.5 million. The carrying value of the forward interest rate swap, recorded in other liabilities as of December 31, 2019, was $0.3 million.
Credit Default Swaps, Futures and Currency Forward Contracts
From time to time we may also utilize (i) credit default swaps to both hedge and replicate credit exposure, (ii) government bond futures contracts for interest rate management, and (iii) foreign currency forward contracts for currency hedging, to collectively manage credit and duration risk, as well as for yield enhancement on some of our fixed income portfolios.
The following table presents the gross notional amounts and estimated fair values recorded within other assets and other liabilities related to our credit default swaps, government bond futures contracts and currency forward contracts:
December 31, 2020
Fair Value
Gross Notional Amount Assets Liabilities
Futures contracts - long positions $ 34,502  $ 32  $
Futures contracts - short positions (32,316) 121 
Currency forward contracts - long positions - USD 1,428  —  13 
Currency forward contracts - short positions - USD (3,233) 60  — 
Currency forward contracts - long positions - GBP 1,278  19  — 
Currency forward contracts - short positions - GBP (4,418) 12  — 
Total $ (2,759) $ 129  $ 139 
The following table presents the amounts of the net gains included in earnings related to our credit default swaps, government bond futures contracts and currency forward contracts:
2020
Credit default swaps
$ 181 
Futures contracts
(127)
Currency forward contracts
572 
Total net gains
$ 626 
118

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
We did not utilize any credit default swaps, government bond futures contracts and currency forward contracts during the years ended December 31, 2019 and 2018.

8. REINSURANCE BALANCES RECOVERABLE ON PAID AND UNPAID LOSSES
The following tables provide the total reinsurance balances recoverable on paid and unpaid losses.
  December 31, 2020
  Run-off Legacy Underwriting Corporate & Other Total
Recoverable from reinsurers on unpaid:
Outstanding losses $ 938,231  $ 263,638  $ —  $ 1,201,869 
IBNR 508,082  139,761  —  647,843 
ULAE 16,688  —  —  16,688 
Fair value adjustments - acquired companies —  —  (15,353) (15,353)
Fair value adjustments - fair value option —  —  (21,427) (21,427)
Total reinsurance reserves recoverable 1,463,001  403,399  (36,780) 1,829,620 
Paid losses recoverable 172,309  87,234  —  259,543 
Total $ 1,635,310  $ 490,633  $ (36,780) $ 2,089,163 
Reconciliation to Consolidated Balance Sheet:
Reinsurance balances recoverable on paid and unpaid losses $ 1,093,053  $ 490,633  $ (15,353) $ 1,568,333 
Reinsurance balances recoverable on paid and unpaid losses - fair value option 542,257  —  (21,427) 520,830 
Total $ 1,635,310  $ 490,633  $ (36,780) $ 2,089,163 
  December 31, 2019
  Run-off Legacy Underwriting Corporate & Other Total
Recoverable from reinsurers on unpaid:
Outstanding losses $ 972,293  $ 273,142  $ —  $ 1,245,435 
IBNR 673,059  112,471  —  785,530 
Fair value adjustments - acquired companies —  —  (15,255) (15,255)
Fair value adjustments - fair value option —  —  (88,086) (88,086)
Total reinsurance reserves recoverable 1,645,352  385,613  (103,341) 1,927,624 
Paid losses recoverable 181,375  72,135  —  253,510 
Total $ 1,826,727  $ 457,748  $ (103,341) $ 2,181,134 
Reconciliation to Consolidated Balance Sheet:
Reinsurance balances recoverable on paid and unpaid losses $ 1,043,123  $ 457,748  $ (15,255) $ 1,485,616 
Reinsurance balances recoverable on paid and unpaid losses - fair value option 783,604  —  (88,086) 695,518 
Total $ 1,826,727  $ 457,748  $ (103,341) $ 2,181,134 
Our (re)insurance Run-off subsidiaries and assumed portfolios, prior to acquisition, used retrocessional agreements to reduce the exposure to the risk of (re)insurance assumed. On an annual basis, included within the Legacy Underwriting segment, both Atrium (classified as held-for-sale as of December 31, 2020) and StarStone purchased a tailored outwards reinsurance program designed to manage their risk profiles. The majority of Atrium’s and StarStone's third-party reinsurance is with highly rated reinsurers or is collateralized by pledged assets or letters of credit.
The fair value adjustments, determined on acquisition of (re)insurance subsidiaries, are based on the estimated timing of loss and LAE recoveries and an assumed interest rate equivalent to a risk free rate for securities with similar duration to the acquired reinsurance balances recoverable on paid and unpaid losses plus a spread for credit risk, and are amortized over the estimated recovery period, as adjusted for accelerations in timing of
119

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
payments as a result of commutation settlements. The determination of the fair value adjustments on the retroactive reinsurance contracts for which we have elected the fair value option is described in Note 12 - "Fair Value Measurements".
As of December 31, 2020 and 2019, we had reinsurance balances recoverable on paid and unpaid losses of $2.1 billion and $2.2 billion, respectively. The decrease of $92.0 million was primarily due to the Hannover Re transaction, cash collections and the classification of Atrium as held-for-sale at December 31, 2020, partially offset by increases due to the retrocession to Enhanzed Re as discussed in Note 21 - "Related Party Transactions"
Top Ten Reinsurers
  December 31, 2020
  Run-Off Legacy Underwriting Corporate & Other Total % of
Total
Top 10 reinsurers $ 1,036,676  $ 327,917  $ —  $ 1,364,593  65.3  %
Other reinsurers > $1 million 574,869  159,513  (36,780) 697,602  33.4  %
Other reinsurers < $1 million 23,765  3,203  —  26,968  1.3  %
Total $ 1,635,310  $ 490,633  $ (36,780) $ 2,089,163  100.0  %
December 31, 2019
Run-Off Legacy Underwriting Corporate & Other Total % of Total
Top 10 reinsurers $ 1,154,110  $ 317,494  $ —  $ 1,471,604  67.4  %
Other reinsurers > $1 million 653,374  138,699  (103,341) 688,732  31.6  %
Other reinsurers < $1 million 19,243  1,555  —  20,798  1.0  %
Total $ 1,826,727  $ 457,748  $ (103,341) $ 2,181,134  100.0  %
December 31, 2020 December 31, 2019
Information regarding top ten reinsurers:
Number of top 10 reinsurers rated A- or better
Number of top 10 non-rated reinsurers (1)
Reinsurers rated A- or better in top 10 $ 863,819  $ 1,199,479 
Non-rated reinsurers in top 10 (1)
500,774  272,125 
Total top 10 reinsurance recoverables $ 1,364,593  $ 1,471,604 
Single reinsurers that represent 10% or more of total reinsurance balance recoverables as of December 31, 2020 and 2019:
Hannover Ruck SE (2)
$ —  $ 259,077 
Lloyd's Syndicates (3)
$ 331,118  $ 396,246 
Michigan Catastrophic Claims Association(4)
$ 229,374  $ — 
(1) The reinsurance balances recoverable from the three and two non-rated top 10 reinsurers as of December 31, 2020 and 2019, respectively, was comprised of:
$229.4 million and $190.8 million as of December 31, 2020 and December 31, 2019 respectively, due from a U.S. state backed reinsurer that is supported by assessments on active auto writers operating within the state;
$73.8 million and $81.4 million as of December 31, 2020 and December 31, 2019 respectively, due from a reinsurer who has provided us with security in the form of pledged assets in trust for the full amount of the recoverable balance; and
$208.4 million as of December 31, 2020 due from Enhanzed Re, an equity method investee to whom some of our subsidiaries have retroceded their exposures through quota share reinsurance agreements as discussed in Note 21 - "Related Party Transactions". These quota share reinsurance agreements are written on a funds withheld basis with our subsidiaries retaining the retrocession premium consideration, to secure the full amount of the recoverable balances due from Enhanzed Re.
(2) Hannover Ruck SE is rated AA- by Standard & Poor’s and A+ by A.M. Best. The transaction described in Note 4 - "Significant New Business" had the effect of reducing the balances due from this reinsurer to below 10% of the total reinsurance balances recoverable as of December 31, 2020.
(3) Lloyd's Syndicates are rated A+ by Standard & Poor's and A by A.M. Best.
(4) U.S. state backed reinsurer that is supported by assessments on active auto writers operating within the state.
120

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)

 Allowance for Estimated Uncollectible Reinsurance Balances Recoverable on Paid and Unpaid Losses
We evaluate and monitor the credit risk related to our reinsurers, and an allowance for estimated uncollectible reinsurance balances recoverable on paid and unpaid losses ("allowance for estimated uncollectible reinsurance") is established for amounts considered potentially uncollectible.
With respect to our process for determining the allowances for estimated uncollectible reinsurance, we adopted ASU 2016-13 and the related amendments on January 1, 2020 and recorded a cumulative effect adjustment of $0.2 million to increase the opening retained earnings on the initial adoption of the guidance. Our allowance for estimated uncollectible reinsurance is derived based on various data sources, multiple key inputs and forecast scenarios. These include the duration of the collection period, credit quality, changes in reinsurer credit standing, default rates specific to the individual reinsurer, the geographical location of the reinsurer, contractual disputes with reinsurers over individual contentious claims, contract language or coverage issues, industry analyst reports and consensus economic forecasts.
To determine the allowance for estimated uncollectible reinsurance, we use the PD and LGD methodology whereby each reinsurer is allocated an appropriate PD percentage based on the expected payout duration by portfolio. This PD percentage is then multiplied by an appropriate LGD percentage to arrive at an overall credit allowance percentage which is then applied to the reinsurance balance recoverable for each reinsurer, net of any specific bad debt provisions, collateral or other contract related offsets, to arrive at the overall allowance for estimated uncollectible reinsurance by reinsurer.
The following tables show our gross and net balances recoverable from our reinsurers as well as the related allowance for estimated uncollectible reinsurance broken down by the credit ratings of our reinsurers. The majority of the allowance for estimated uncollectible reinsurance relates to the Run-off segment.
December 31, 2020
Gross Allowance for estimated uncollectible reinsurance Net Provisions as a
% of Gross
Reinsurers rated A- or above $ 1,464,529  $ 60,801  $ 1,403,728  4.2  %
Reinsurers rated below A-, secured 608,999  —  608,999  —  %
Reinsurers rated below A-, unsecured 152,757  76,321  76,436  50.0  %
Total $ 2,226,285  $ 137,122  $ 2,089,163  6.2  %
December 31, 2019
Gross Allowance for estimated uncollectible reinsurance Net Provisions as a
% of Gross
Reinsurers rated A- or above $ 1,731,270  $ 43,427  $ 1,687,843  2.5  %
Reinsurers rated below A-, secured 463,840  —  463,840  —  %
Reinsurers rated below A-, unsecured 133,663  104,212  29,451  78.0  %
Total $ 2,328,773  $ 147,639  $ 2,181,134  6.3  %

121

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The table below provides a reconciliation of the beginning and ending allowance for estimated uncollectible reinsurance balances for the years ended December 31, 2020 and 2019:
2020 2019
Allowance for estimated uncollectible reinsurance, beginning of year $ 147,639  $ 156,732 
Cumulative effect of change in accounting principle (195) — 
Effect of exchange rate movement 700  (887)
Current period change in the allowance (381) 2,077 
Write-offs charged against the allowance (9,625) (9,871)
Recoveries collected (1,016) (412)
Allowance for estimated uncollectible reinsurance, end of year $ 137,122  $ 147,639 

We consider a reinsurance recoverable asset to be past due when it is 90 days past due and record a credit allowance when there is reasonable uncertainty about the collectability of a disputed amount during the reporting period. We did not have significant past due balances older than one year for any of the periods presented.
9. DEFERRED CHARGE ASSETS AND DEFERRED GAIN LIABILITIES
Deferred charge assets and deferred gain liabilities relate to retroactive reinsurance policies providing indemnification of losses and LAE with respect to past loss events and are included within corporate and other activities. For (re)insurance contracts for which we do not elect the fair value option, a deferred charge asset is recorded for the excess, if any, of the estimated ultimate losses payable over the premiums received at the initial measurement; whereas, a deferred gain liability is recorded for the excess, if any, of the premiums received over the estimated ultimate losses payable at the initial measurement. In addition, for retrocessions of losses and LAE reserves that we have assumed through retroactive reinsurance contracts where the retroceded liabilities exceed the retrocession premiums paid, we record the excess as a deferred gain liability which is amortized to earnings over the estimated period during which the losses paid on the assumed retroceded liabilities are recovered from the retrocessionaire. For further information on our deferred charge assets and deferred gain liabilities, refer to Note 2 - "Significant Accounting Policies."
Deferred Charge Assets
Deferred charge assets are included in other assets on our consolidated balance sheets. The following table presents a reconciliation of the deferred charge assets for the years ended December 31, 2020, 2019 and 2018:
2020 2019 2018
Beginning carrying value $ 272,462  $ 86,585  $ 80,192 
Recorded during the year 11,746  224,504  20,174 
Amortization (45,606) (38,627) (13,781)
Ending carrying value $ 238,602  $ 272,462  $ 86,585 
Deferred charge assets are assessed at each reporting period for impairment. If the asset is determined to be impaired, it is written down in the period in which the determination is made. For the year ended December 31, 2020, we completed our assessment for impairment of deferred charge assets and concluded that there had been no impairment of our carried deferred charge asset balances.
Further information on deferred charges recorded during the years ended December 31, 2020, 2019 and 2018 is included in Note 4 - "Significant New Business."
122

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Deferred Gain Liabilities
Deferred gain liabilities are included in other liabilities on our consolidated balance sheets. The following table presents a reconciliation of the deferred gain liabilities for the years ended December 31, 2020 and 2019:
2020 2019
Beginning carrying value $ 12,875  $ — 
Recorded during the year 9,365  13,758 
Amortization (2,360) (883)
Ending carrying value $ 19,880  $ 12,875 

10. LOSSES AND LOSS ADJUSTMENT EXPENSES
The liability for losses and loss adjustment expenses ("LAE"), also referred to as loss reserves, represents our gross estimates before reinsurance for unpaid reported losses and includes losses that have been incurred but not reported ("IBNR") using a variety of actuarial methods. We recognize an asset for the portion of the liability that we expect to recover from reinsurers. LAE reserves include allocated loss adjustment expenses ("ALAE"), and unallocated loss adjustment expenses ("ULAE"). ALAE are linked to the settlement of an individual claim or loss, whereas ULAE are based on our estimates of future costs to administer the claims. IBNR represents reserves for loss and LAE that have been incurred but not yet reported to us. This includes amounts for unreported claims, development on known claims and reopened claims.
Our loss reserves cover multiple lines of business, including asbestos, environmental, general casualty, workers' compensation/personal accident, marine, aviation and transit, construction defect, professional indemnity/directors and officers, motor, property and other non-life lines of business.

The following tables summarize the liability for losses and LAE by segment and for our other activities.
  2020
  Run-off Legacy Underwriting Corporate & Other Total
Outstanding losses $ 4,440,425  $ 687,424  $ —  $ 5,127,849 
IBNR 4,641,500  636,003  —  5,277,503 
ULAE 350,600  35,102  —  385,702 
Fair value adjustments - acquired companies —  —  (143,183) (143,183)
Fair value adjustments - fair value option —  —  (54,589) (54,589)
Total $ 9,432,525  $ 1,358,529  $ (197,772) $ 10,593,282 
Reconciliation to Consolidated Balance Sheet:
Loss and loss adjustment expenses $ 6,925,016  $ 1,358,529  $ (143,183) $ 8,140,362 
Loss and loss adjustment expenses, at fair value 2,507,509  —  (54,589) 2,452,920 
Total $ 9,432,525  $ 1,358,529  $ (197,772) $ 10,593,282 
123

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
2019
Run-off Legacy Underwriting Corporate & Other Total
Outstanding losses $ 4,407,082  $ 842,483  $ —  $ 5,249,565 
IBNR 3,945,407  706,242  —  4,651,649 
ULAE 331,494  21,140  —  352,634 
Fair value adjustments- acquired companies —  —  (167,511) (167,511)
Fair value adjustments - fair value option —  —  (217,933) (217,933)
Total $ 8,683,983  $ 1,569,865  $ (385,444) $ 9,868,404 
Reconciliation to Consolidated Balance Sheet:
Loss and loss adjustment expenses $ 5,844,928  $ 1,569,865  $ (167,511) $ 7,247,282 
Loss and loss adjustment expenses, at fair value 2,839,055  —  (217,933) 2,621,122 
Total $ 8,683,983  $ 1,569,865  $ (385,444) $ 9,868,404 
The overall increase in the liability for losses and LAE between December 31, 2019 and December 31, 2020 was primarily attributable to the reinsurance transactions completed in 2020, as described in Note 4 - "Significant New Business," net incurred losses and LAE and foreign exchange losses in the year, partially offset by losses paid in the year.
The table below provides a consolidated reconciliation of the beginning and ending liability for losses and LAE.
2020 2019 2018
Balance as of January 1 $ 9,868,404  $ 9,048,796  $ 7,100,488 
Less: reinsurance reserves recoverable 1,927,624  1,708,272  1,693,028 
Less: net deferred charge assets and gain liabilities on retroactive reinsurance 259,587  86,585  80,192 
Less: cumulative effect of change in accounting principle on the determination of the allowance for estimated uncollectible reinsurance balances (1)
643  —  — 
Net balance as of January 1 7,680,550  7,253,939  5,327,268 
Net incurred losses and LAE:
  Current period 405,178  580,074  533,081 
  Prior periods 10,748  34,105  (209,359)
  Total net incurred losses and LAE 415,926  614,179  323,722 
Net paid losses:
  Current period (71,989) (179,461) (176,172)
  Prior periods (1,413,500) (1,609,009) (1,158,614)
  Total net paid losses (1,485,489) (1,788,470) (1,334,786)
Effect of exchange rate movement 119,663  47,812  (145,243)
Acquired on purchase of subsidiaries 686  1,310,874 
Assumed business 2,186,024 1,586,307  1,772,104 
Ceded business (154,926) (33,260) — 
Reclassification to assets and liabilities held-for-sale (216,808) —  — 
Net balance as of December 31 8,544,940  7,681,193  7,253,939 
Plus: reinsurance reserves recoverable (2)
1,829,620  1,927,624  1,708,272 
Plus: net deferred charge assets and gain liabilities on retroactive reinsurance 218,722  259,587  86,585 
Balance as of December 31 $ 10,593,282  $ 9,868,404  $ 9,048,796 
(1) The Company adopted ASU 2016-13 and the related amendments on January 1, 2020. Refer to Note 2 - "Significant Accounting Policies" for further details. This amount excludes $0.4 million related to the adoption impact of ASU 2016-13 on StarStone U.S., which has been classified as a discontinued operation with the related assets and liabilities disclosed as held-for-sale on our consolidated balance sheets.
124

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
(2) Net of allowance for estimated uncollectible reinsurance.

The tables below provide the components of net incurred losses and LAE by segment and for our other activities.
  2020
  Run-off Legacy Underwriting Corporate & Other Total
Net losses paid $ 1,074,901  $ 410,588  $ —  $ 1,485,489 
Net change in case and LAE reserves (1)
(453,080) (87,107) —  (540,187)
Net change in IBNR reserves (2)
(718,414) 30,790  —  (687,624)
Increase (reduction) in estimates of net ultimate losses (96,593) 354,271  —  257,678 
Increase (reduction) in provisions for unallocated LAE (3)
(48,765) 17,215  —  (31,550)
Amortization of deferred charge assets and deferred gain liabilities (4)
—  —  43,246  43,246 
Amortization of fair value adjustments (5)
—  —  27,506  27,506 
Changes in fair value - fair value option (6)
—  —  119,046  119,046 
Net incurred losses and LAE $ (145,358) $ 371,486  $ 189,798  $ 415,926 
  2019
  Run-off Legacy Underwriting Corporate & Other Total
Net losses paid $ 1,247,624  $ 540,846  $ —  $ 1,788,470 
Net change in case and LAE reserves (1)
(530,891) 2,308  —  (528,583)
Net change in IBNR reserves (2)
(812,699) 17,995  —  (794,704)
Increase (reduction) in estimates of net ultimate losses (95,966) 561,149  —  465,183 
Increase (reduction) in provisions for unallocated LAE (3)
(57,404) 902  —  (56,502)
Amortization of deferred charge assets and deferred gain liabilities (4)
—  —  37,744  37,744 
Amortization of fair value adjustments (5)
—  —  50,573  50,573 
Changes in fair value - fair value option (6)
—  —  117,181  117,181 
Net incurred losses and LAE $ (153,370) $ 562,051  $ 205,498  $ 614,179 
  2018
  Run-off Legacy Underwriting Corporate & Other Total
Net losses paid $ 838,817  $ 495,969  $ —  $ 1,334,786 
Net change in case and LAE reserves (1)
(547,420) 75,000  —  (472,420)
Net change in IBNR reserves (2)
(565,385) 58,591  —  (506,794)
Increase (reduction) in estimates of net ultimate losses (273,988) 629,560  —  355,572 
Increase (reduction) in provisions for unallocated LAE (3)
(65,401) 5,613  —  (59,788)
Amortization of deferred charge assets and deferred gain liabilities (4)
—  —  13,781  13,781 
Amortization of fair value adjustments (5)
—  —  7,493  7,493 
Changes in fair value - fair value option (6)
—  —  6,664  6,664 
Net incurred losses and LAE $ (339,389) $ 635,173  $ 27,938  $ 323,722 
(1)Comprises the movement during the year in specific case reserve liabilities as a result of claims settlements or changes advised to us by our policyholders and attorneys, less changes in case reserves recoverable advised by us to our reinsurers as a result of the settlement or movement of assumed claims.
(2)Represents the gross change in our actuarial estimates of IBNR, less amounts recoverable.
(3) Represents the change in the estimate of the total future costs to administer the claims.
125

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
(4) Relates to the amortization of deferred charge assets and deferred gain liabilities on retroactive reinsurance contracts.
(5) Relates to the amortization of fair value adjustments associated with the acquisition of companies. .
(6) Represents the changes in the fair value of liabilities related to our assumed retroactive reinsurance agreements for which we have elected the fair value option.
Loss Development Information
Methodology for Establishing Reserves
The liability for losses and LAE includes an amount determined from reported claims and an amount based on historical loss experience and industry statistics for IBNR using a variety of actuarial methods. Our loss reserves cover multiple lines of business, including workers' compensation, general casualty, asbestos and environmental, marine, aviation and transit, construction defects and other non-life lines of business. Our management, through our loss reserving committees, considers the reasonableness of loss reserves recommended by our actuaries, including actual loss development during the year.
Case reserves are recognized for known claims (including the cost of related litigation) when sufficient information has been reported to us to indicate the involvement of a specific insurance policy. We use considerable judgment in estimating losses for reported claims on an individual claim basis based upon our knowledge of the circumstances surrounding the claim, the severity of the injury or damage, the jurisdiction of the occurrence, the potential for ultimate exposure, the type of loss, and our experience with the line of business and policy provisions relating to the particular type of claim. The reserves for unpaid reported losses and LAE are established by management based on reports from brokers, ceding companies and insureds and represent the estimated ultimate cost of events or conditions that have been reported to, or specifically identified, by us. We also consider facts currently known and the current state of the law and coverage litigation.
IBNR reserves are established by management based on actuarially determined estimates of ultimate losses and loss expenses. We use generally accepted actuarial methodologies to estimate ultimate losses and LAE and those estimates are reviewed by management. In addition, the routine settlement of claims, at either below or above the carried advised loss reserve, updates historical loss development information to which actuarial methodologies are applied, often resulting in revised estimates of ultimate liabilities. On an annual basis, independent actuarial firms are retained by management to provide their estimates of ultimate losses and to review the estimates developed by our actuaries.
Within the annual loss reserve studies produced by either our actuaries or independent actuaries, exposures for each subsidiary are separated into homogeneous reserving categories for the purpose of estimating IBNR. Each reserving category contains either direct insurance or assumed reinsurance reserves and groups relatively similar types of risks and exposures (for example, asbestos, environmental, casualty, property) and lines of business written (for example, marine, aviation, non-marine). Based on the exposure characteristics and the nature of available data for each individual reserving category, a number of methodologies are applied. Recorded reserves for each category are selected from the actuarial indications produced by the various methodologies after consideration of exposure characteristics, data limitations and strengths and weaknesses of each method applied. This approach to estimating IBNR has been consistently adopted in the annual loss reserve studies for each period presented.
The estimation of unpaid claim liabilities at any given point in time is subject to a high degree of uncertainty for a number of reasons. A significant amount of time can lapse between the assumption of risk, the occurrence of a loss event, the reporting of the event to an insurance or reinsurance company and the ultimate payment of the claim on the loss event. Our actuarial methodologies include amongst other methodologies industry benchmarking which, under certain actuarial methods, compares the trend of our loss development to that of the industry. To the extent that the trend of our loss development compared to the industry changes in any period, it is likely to have an impact on our estimate of ultimate liabilities. Unpaid claim liabilities for property and casualty exposures in general are impacted by changes in the legal environment, jury awards, medical cost trends and general inflation. Certain estimates for unpaid claim liabilities involve considerable uncertainty due to significant coverage litigation, and it can be unclear whether past claim experience will be representative of future claim experience. Ultimate values for such claims cannot be estimated using reserving techniques that extrapolate losses to an ultimate basis using loss development factors, and the uncertainties surrounding the estimation of unpaid claim liabilities are not likely to be resolved in the near future. In addition, reserves are established to cover loss development related to both known and unasserted claims. Consequently, our subsequent estimates of ultimate losses and LAE, and our liability for losses and LAE, may differ materially from the amounts recorded in our consolidated financial statements.
126

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
These estimates are reviewed regularly and, as experience develops and new information becomes known, the reserves are adjusted as necessary. Such adjustments (i.e. change in ultimate losses), if any, will be recorded in earnings in the period in which they become known. Prior period development arises from changes to loss estimates recognized in the current year that relate to loss reserves established in previous calendar years.
Asbestos and Environmental
In establishing the reserves for losses and LAE related to asbestos and environmental claims, management considers facts currently known and the current state of the law and coverage litigation environment. Liabilities are recognized for known claims (including the cost of related litigation) when sufficient information has been developed to indicate the involvement of a specific insurance policy, and management can reasonably estimate its liability. In addition, reserves have been established to cover additional exposures on both known and unreported claims. Estimates of the reserves are reviewed and updated continually. Developed case law and claim histories are still evolving for such claims, especially because significant uncertainty exists about the outcome of coverage litigation and whether past claim experience will be representative of future claim experience. In view of the changes in the legal and tort environment that affect the development of such claims, the uncertainties inherent in valuing asbestos and environmental claims are not likely to be resolved in the near future. Ultimate values for such claims cannot be estimated using traditional reserving techniques and there are significant uncertainties in estimating the amount of our potential losses for these claims. There can be no assurance that the reserves established by us will be adequate or will not be adversely affected by the development of other latent exposures.
The net liability for unpaid losses and LAE as of December 31, 2020 and 2019 included $1.9 billion and $2.1 billion, respectively, which represented an estimate of the net ultimate liability for asbestos and environmental claims. The gross liability for such claims as of December 31, 2020 and 2019 was $2.1 billion and $2.3 billion, respectively. For the years ended December 31, 2020 and 2019, our reserves for asbestos and environmental liabilities decreased by $178.2 million and increased by $419.9 million on a gross basis, respectively, and decreased by $227.2 million and increased by $374.7 million on a net basis, respectively. The decrease in 2020 was primarily due to net paid losses while the increase in 2019 was primarily due to acquisition activity, partially offset by net paid losses.
Disclosures of Incurred and Paid Loss Development, IBNR, Claims Counts and Payout Percentages
The loss development tables disclosed below, sets forth our historic incurred and paid loss development by accident year through December 31, 2020, net of reinsurance, as well as the cumulative number of reported claims, IBNR balances, and other supplementary information.
The loss development tables disclosed below are presented as follows:
Run-off - Loss development disclosures have been provided for the 10 latest acquisition years, in addition to disclosures for lines of business with material net losses and LAE reserve balances as of December 31, 2020, within those 10 latest acquisition years, also being provided. The disaggregated lines of business include general casualty, workers’ compensation, motor and professional indemnity and directors and officers.
Legacy Underwriting - All the lines of business related to the Legacy Underwriting segment have been included within the loss development disclosures below, namely, casualty, marine, property, aerospace and workers’ compensation. Following our sale of StarStone U.S. to Core Specialty which was completed on November 30, 2020, the loss development disclosures presented for all the individual lines of business within the Legacy Underwriting segment have been restated to exclude the historical incurred and paid loss development related to StarStone U.S.
Incurred and Paid Loss Development and IBNR Disclosures
For each acquisition year and/or line of business for which incurred losses and allocated loss adjustment expenses, net of reinsurance tables have been provided below, the disclosure approach and format adopted reflects the following:
The incurred loss development tables include both reported case reserves and IBNR liabilities, as well as cumulative paid losses;
Both the incurred and cumulative paid loss development tables include allocated LAE (i.e. claims handling costs allocated to specific individual claims) but exclude unallocated LAE (i.e. the costs associated with internal claims staff and third party administrators as well as consultants that cannot be allocated to specific individual claims);
127

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The fair value adjustments related to business acquisitions are excluded from the loss development tables, however the undiscounted incurred losses, cumulative paid losses and allocated LAE related to business acquisitions are included in the loss development tables;
The fair value adjustments related to retroactive reinsurance agreements for which we have elected the fair value option are excluded from the loss development tables, however the undiscounted incurred losses, cumulative paid losses and allocated LAE related to retroactive reinsurance agreements for which we have elected the fair value option are included in the loss development tables;
The amounts relating to the amortization of deferred charge assets and deferred gain liabilities are excluded from the loss development tables;
In the incurred loss development tables, the incurred effect of agreeing a commutation or policy buyback is included in the period in which the commutation or policy buyback is contractually agreed. We reflect the net incurred loss development arising from a commutation or policy buyback in the fiscal year in which a commutation or policy buyback is contractually agreed, and the net incurred loss development is allocated to the appropriate accident year. The claim will generally have been adjusted throughout its lifetime and the amounts recorded in prior years (which is considered supplementary information) remain unchanged in our loss development tables, such that the incurred amount that we recognize in the year in which a commutation or policy buyback is contractually agreed represents the effect of the commutation or policy buyback settlement compared to the carried net loss and LAE reserve balance in the prior year. We do not recast prior years to remove commuted or bought back claims, since this practice would eliminate any historical favorable or adverse development we may have experienced on the commuted loss and LAE reserves. Reserves that have been commuted or bought back are not adjusted in future years but the commuted or bought back value remains in our total incurred losses;
In the cumulative paid losses tables, we reflect the amount of the commutation or policy buyback settlements in the year in which they are actually paid or received, and the net payment is allocated to the appropriate accident year. The claim or recoverable may have recorded payments or receipts throughout its lifetime and amounts recorded in prior years (which is considered supplementary information) remain unchanged in our loss development tables, such that the amounts paid or received that we recognize in the year in which a commutation or policy buyback is paid or received represents the amount actually paid or received. We do not recast prior years to remove payments or receipts related to commutations or policy buybacks, since we consider commutations and policy buybacks a key component of our business and are reflective of our ability to effectively manage acquired losses and LAE liabilities. Payments relating to commutations and policy buybacks are not adjusted in future years but the payments remain in our total cumulative paid losses;
The amounts included within the loss development tables for the years ended December 31, 2011 through to December 31, 2019 (and in the case of StarStone, from April 1, 2014 its acquisition date through to December 31, 2019), as well as the historical average annual percentage payout ratios as of December 31, 2020, are presented as supplementary information and are therefore unaudited;
All data presented within the loss development tables is net of reinsurance recoveries, excluding provisions for uncollectible reinsurance recoverables;
All the incurred and paid loss activity presented within the loss development tables provided below, exclude intercompany cessions. Upon the sale of StarStone U.S. to Core Specialty on November 30, 2020, the incurred and paid loss development activity related to the cessions from StarStone U.S. to our other subsidiaries were no longer eliminated on consolidation and have been included within the loss development tables presented below;
The IBNR reserves included within each incurred loss development table by accident year, reflect the net IBNR recorded as of December 31, 2020, including expected development on reported losses;
For the Run-off segment loss development tables, all information for both acquisitions and retroactive reinsurance agreements is presented prospectively. As the loss reserves are effectively re-underwritten at the date that they are acquired or assumed, we believe that the historical loss development prior to their acquisition is not relevant with respect to our own experience managing these acquired loss reserves. In addition, the information required to prepare the loss development disclosures on a retrospective basis is not always available to us and a mixed presentation approach would result in loss development tables that are not entirely reflective of the actual loss development of the acquired loss reserves;
128

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
For the Run-off segment we have also presented the net incurred and paid losses and ALAE information by calendar year as well as IBNR and claim counts for accident years older than 10 years on a single row within the loss development tables. This presentation differs from the typical approach where only the net outstanding losses and LAE reserves are presented as a reconciling item at the bottom of the loss development tables. The additional detailed disclosures are provided on a voluntary basis and the inclusion of the disclosures is to provide additional information to the users of our financial statements and to also enable the reconciliation of our total loss reserves by acquisition year and by significant line of business;
For the Legacy Underwriting segment loss development tables, all information has been presented on a prospective basis from the date of our acquisition of StarStone, which was effective on April 1, 2014. Providing pre-acquisition incurred and paid losses by accident year for years prior to 2014 was determined to be impracticable due to significant data limitations; and
Following our sale of StarStone U.S. to Core Specialty which was completed on November 30, 2020, the loss development disclosures presented below for all the individual lines of business within the Legacy Underwriting segment have been restated to exclude the historical incurred and paid loss development related to StarStone U.S.
The historical amounts disclosed within the loss development tables for all the acquisition years and lines of business presented below are on a constant-currency basis, which is achieved by using constant foreign exchange rates between periods in the loss development tables, and translating prior period amounts denominated in currencies other than the U.S. dollar, which is our reporting currency, using the closing exchange rates as of December 31, 2020.
The impact of this exchange rate conversion is to show the change between periods exclusive of the effect of exchange rate fluctuations, which would otherwise distort the change in incurred losses and the cash flow patterns associated with those incurred losses shown within the loss development tables. The change in net incurred losses shown within the loss development tables will, however, differ from other U.S. GAAP disclosures of incurred current and prior period reserve development amounts, which include the effect of exchange rate fluctuations.
Establishing an estimate for loss reserves involves various assumptions and judgments, therefore, the information contained within the loss development disclosures only allows readers or users of our consolidated financial statements to understand, at the summary level presented in the development tables, the change over time in our reported incurred loss estimates as well as the nature and patterns of the cash flows associated with those estimates. We, therefore, believe that the information provided within the loss development tables disclosed below is of limited use for independent analysis or application of standard actuarial estimations, and any results obtained from doing so should be interpreted with caution.
Cumulative Number of Reported Claims
Reported claim counts, on a cumulative basis, are provided as supplemental information to each incurred loss development table by accident year. We measure claim frequency information on an individual claim count basis within each of our segments as follows:
Run-off - The claim frequency information for the exposures included within our Run-off lines of business includes direct and assumed open and closed claims by accident year at the claimant level. Reported claims that are closed without a payment are included within our cumulative number of reported claims because we typically incur claim adjustment expenses on them prior to their closure. The claim count numbers exclude counts related to claims within policy deductibles where the insured is responsible for the payment of losses within the deductible layer. Individual claim counts related to certain assumed reinsurance contracts such as excess-of-loss and quota share treaties are not available to us, and the losses arising from these treaties have been treated as single claims for the purposes of determining claim counts. Therefore, each treaty year within the reinsurance contract is deemed a single claim because the detailed underlying individual claim information is generally not reported to us by our cedants; and
129

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Legacy Underwriting - The claim frequency information is determined at the claimant level for the exposures within the lines of business related to these segments. Our claims system assigns a unique claim identifier to each reported claim we receive. Each unique claim identifier is deemed to be a single claim, irrespective of whether the claim remains open or has been closed with or without payment. For certain insurance facilities and business produced or managed by managing general agents, coverholders and third party administrators where the underlying claims data is reported to us in an aggregated format, the information necessary to provide cumulative claims frequency is not available. In such cases, we typically record a “block” claim in our system. This also applies to a small amount of assumed reinsurance business that we write where, similarly, the underlying claims data is reported to us in an aggregated format. In such instances, each assumed reinsurance contract is deemed a single claim.
Our reported claim frequency information is subject to the following inherent limitations when analyzing our loss experience and severity:
Claim counts are presented only on a reported and not on an ultimate basis. Therefore, reported claim counts include open claims which have outstanding reserves but exclude IBNR claims. As such the reported claims are consistent with reported losses, which can be calculated by subtracting IBNR losses from incurred losses. However, the reported claim counts are inconsistent with the losses in the incurred loss development tables, which include IBNR losses, and to losses in the paid loss development tables, which exclude outstanding reserves;
Reported claim counts have not been adjusted for ceded reinsurance, which may distort any measures of frequency or severity;
For lines of business that have a mix of primary and excess layer exposures, such as our general casualty and workers’ compensation lines of business, the reported claim counts may fluctuate from period to period between exposure layers, thereby distorting any measure of frequency and severity; and
The use of our reported claim frequency information to project ultimate loss payouts by disaggregated disclosure category or line of business may not be as meaningful as claim count information related to individual contracts at a more granular level.
130

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Payout Percentages
Run-off - The annual percentage payout disclosures for our Run-off segment are based on the payout of incurred claims by age, net of reinsurance. For our Run-off segment, claims aging reflects the number of years that have lapsed since the original acquisition of the related net liability for losses and LAE reserves to the date the claim is paid. There may be occasions where, due to our claims management strategies (including commutations and policy buy-backs) or due to the timing of claims payments relative to the associated recovery, the cash received from reinsurance recoveries is greater than the cash paid out to our claimants, (i.e. a net recovery rather than a net payout for a particular calendar year), thereby resulting in a negative annual percentage payout for that calendar year.
Legacy Underwriting - The average annual percentage payout disclosures for our Legacy Underwriting segment are based on the payout of incurred claims by age, net of reinsurance.
Run-off Segment
The table below provides a reconciliation of the beginning and ending reserves for losses and LAE for the Run-off segment.
2020 2019 2018
Balance as of January 1 $ 8,683,983  $ 8,132,941  $ 6,390,218 
Less: reinsurance reserves recoverable 1,645,352  1,511,206  1,522,438 
Plus: cumulative effect of change in accounting principal on allowance for estimated uncollectible reinsurance (1)
703  —  — 
Net balance as of January 1 7,039,334  6,621,735  4,867,780 
Net incurred losses and LAE:
  Current period 30,165  123,559  12,451 
  Prior periods (175,523) (276,929) (351,840)
  Total net incurred losses and LAE (145,358) (153,370) (339,389)
Net paid losses:
  Current period (9,990) (64,820) (5)
  Prior periods (1,064,911) (1,182,804) (838,812)
  Total net paid losses (1,074,901) (1,247,624) (838,817)
Effect of exchange rate movement 89,755  53,411  (143,765)
Acquired on purchase of subsidiaries —  686  1,214,871 
Assumed business 2,215,620  1,797,053  1,861,055 
Ceded business (154,926) (33,260) — 
Net balance as of December 31 7,969,524  7,038,631  6,621,735 
Plus: reinsurance reserves recoverable(2)
1,463,001  1,645,352  1,511,206 
Balance as of December 31 $ 9,432,525  $ 8,683,983  $ 8,132,941 
(1) The Company adopted ASU 2016-13 and the related amendments on January 1, 2020. Refer to Note 2 - "Significant Accounting Policies" for further details.
(2) Net of allowance for estimated uncollectible reinsurance.

131

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Net incurred losses and LAE in the Run-off segment were as follows:
  2020 2019 2018
  Prior
Period
Current
Period
Total Prior
Period
Current
Period
Total Prior
Period
Current
Period
Total
Net losses paid $ 1,064,911  $ 9,990  $ 1,074,901  $ 1,182,804  $ 64,820  $ 1,247,624  $ 838,812  $ $ 838,817 
Net change in case and LAE reserves (1)
(449,610) (3,470) (453,080) (553,996) 23,105  (530,891) (552,124) 4,704  (547,420)
Net change in IBNR reserves (2)
(742,417) 24,003  (718,414) (847,893) 35,194  (812,699) (573,127) 7,742  (565,385)
Increase (reduction) in estimates of net ultimate losses (127,116) 30,523  (96,593) (219,085) 123,119  (95,966) (286,439) 12,451  (273,988)
Increase (reduction) in provisions for unallocated LAE (3)
(48,407) (358) (48,765) (57,844) 440  (57,404) (65,401) —  (65,401)
Net incurred losses and LAE $ (175,523) $ 30,165  $ (145,358) $ (276,929) $ 123,559  $ (153,370) $ (351,840) $ 12,451  $ (339,389)
(1)Comprises the movement during the year in specific case reserve liabilities as a result of claims settlements or changes advised to us by our policyholders and attorneys, less changes in case reserves recoverable advised by us to our reinsurers as a result of the settlement or movement of assumed claims.
(2)Represents the gross change in our actuarial estimates of IBNR, less amounts recoverable.
(3) Represents the change in the estimate of the total future costs to administer the claims.

Year Ended December 31, 2020
The following table shows the components of the 2020 reduction in estimates of net ultimate losses related to prior periods by line of business for the Run-off segment.
2020
Net losses paid Net change in case and LAE reserves Net change in IBNR reserves Increase (reduction) in estimates of net ultimate losses
Asbestos $ 132,853  $ (1,300) $ (150,054) $ (18,501)
Environmental 23,866  (266) (36,362) (12,762)
General Casualty 170,502  (68,744) (127,421) (25,663)
Workers' Compensation 142,790  (176,927) (149,198) (183,335)
Marine, aviation and transit 33,927  (14,458) (50,558) (31,089)
Construction defect 27,476  (6,092) (13,382) 8,002 
Professional indemnity/ Directors & Officers 63,878  3,698  (79,181) (11,605)
Motor 349,366  (106,561) (95,040) 147,765 
Property 71,422  (24,356) (64,331) (17,265)
All Other 48,831  (54,604) 23,110  17,337 
Total $ 1,064,911  $ (449,610) $ (742,417) $ (127,116)

The significant drivers of the 2020 reduction in estimates of net ultimate losses are explained below.
Workers' Compensation - The workers’ compensation line of business experienced a $183.3 million reduction in estimates of net ultimate losses as a result of favorable actual development versus expected development across nearly all our acquired companies and assumed portfolios. We continue to drive favorable loss experience by proactively settling claims for less than the current case reserves. During 2020, we paid net losses of $142.8 million and released case and LAE reserves of $176.9 million. This represents a decline in reported losses of $34.1 million for the year. As a result of the favorable development in our data, our actuarial analyses indicated and resulted in a release of $149.2 million of IBNR reserves, primarily attributed to a settlement of an outwards reinsurance agreement resulting in the reduction in gross ultimate losses inuring to our benefit.
We also continue to actively seek to commute policies in our workers' compensation line of business when possible, and where the commutation of the policy is settled at a level below the carried value of the loss reserves,
132

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
we record a reduction in our estimates of net ultimate losses. Included in the net paid losses and released case and LAE reserves were 10 commutations that resulted in a net reduction of ultimate losses of $10.8 million.
Marine, aviation and transit - We experienced $31.1 million of favorable development in our marine, aviation and transit line of business. The reduction in net ultimate loss reserves was driven by a number of favorable outcomes on certain large claims from our London based portfolios and better actual than expected experience of reported losses across most reserve segments which led to releases of IBNR reserves as a result of our annual actuarial analyses.
General casualty - Our general casualty line of business experienced $25.7 million in favorable loss development which was the result of better actual than expected claim emergence across several portfolios including a new portfolio acquired in 2020 that underwent its first actuarial analysis by our outside actuarial consultant. To date, we have not experienced adverse social inflation in our general casualty line of business since we are generally proactive in settling claims early for fair value which reduces legal costs for both the defendant and plaintiff.
Motor - The experience in the motor line was adverse by $147.8 million due to higher than expected severity related to a recent assumed loss portfolio transfer transaction. The case reserves were significantly strengthened when we transferred the claim handling to a new third-party administrator with specialist experience in commercial automobile exposures. Along with the new third-party administrator, we have implemented several claim initiatives aimed at reducing defense costs, settling claims earlier, lowering claims severity and increased governance and technical oversight.
Other significant components of the 2020 net incurred losses and LAE include losses related to 2020 net earned premium of $30.2 million and 15 commutations in lines other than workers’ compensation resulting in a decrease of $12.3 million.

Year Ended December 31, 2019
The following table shows the components of the 2019 reduction in estimates of net ultimate losses related to prior periods by line of business for the Run-off segment.
2019
Net losses paid Net change in case and LAE reserves Net change in IBNR reserves Increase (reduction) in estimates of net ultimate losses
Asbestos $ 118,557  $ 35,003  $ (146,749) $ 6,811 
Environmental 16,899  13,796  (15,707) 14,988 
General Casualty 175,044  (89,968) (91,818) (6,742)
Workers' Compensation 208,961  (156,435) (188,944) (136,418)
Marine, aviation and transit 82,058  (77,958) (24,508) (20,408)
Construction defect 32,078  (8,313) (25,025) (1,260)
Professional indemnity/ Directors & Officers 103,413  (36,986) (104,984) (38,557)
Motor 276,563  (134,127) (179,887) (37,451)
Property 94,093  (73,259) (7,358) 13,476 
All Other 75,138  (25,749) (62,913) (13,524)
Total $ 1,182,804  $ (553,996) $ (847,893) $ (219,085)

The significant drivers of the 2019 reduction in estimates of net ultimate losses are explained below.
133

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Workers' Compensation - A $136.4 million reduction in estimates of net ultimate losses in our workers' compensation line of business arose across multiple portfolios, where reported loss development was generally significantly less than expected development. The lower than expected actual development was driven by significant proactive settlement activity on individual claimants where we were able to settle claims lower than the case reserve estimates. For example, in two of our portfolios we observed favorable reported loss development, where we paid $39.3 million in loss payments to release a corresponding $53.6 million of associated case reserves for $14.3 million in favorable reported loss development. These settlement activities and the favorable actual loss development versus expected loss development, led to a change in the actuarial assumptions in the annual reserve study that reflect this favorable loss development.
We also continue to actively seek to commute policies in our workers' compensation line of business when possible, and where the commutation of the policy is settled at a level below the carried value of the loss reserves, we record a reduction in our estimates of net ultimate losses. During 2019, we completed 6 commutations across several workers' compensation portfolios that contributed to a $6.1 million reduction in estimates of net ultimate losses.
Professional Indemnity/Directors & Officers - A $38.6 million reduction in estimates of net ultimate losses in our professional indemnity/directors’ & officers’ line of business arose based on the annual actuarial analysis which reflected the better than expected loss development during 2019. As part of the reserve analysis, an in-depth review of recently acquired portfolios’ ceded reinsurance programs led to an increase in the ceded reinsurance asset of $13.5 million, which is a reduction in net ultimate losses.
Asbestos - A $6.8 million increase in estimates of net ultimate losses in our asbestos line of business arose primarily due to changes in our actuarial assumptions related to dismissal rates. During 2019, the number of new defendants and filed claims was less than expected, but this was offset by a lowering of the dismissal rate. In asbestos, the dismissal rates are extremely high as many of the claims do not have merit against the insured. However, we have seen a trend in both US and UK exposure of the dismissal rate decreasing in the range of 2 to 3 percentage points.
Similar to workers’ compensation business, during 2019, we completed 6 commutations across several portfolios that contributed to a $9.8 million reduction in estimates of net ultimate losses.
Other - All other line of business changes in estimates of net ultimate losses were primarily due to the application of our reserving methodologies, favorable actual versus expected loss development and proactive claim management.
Other significant components of the 2019 net incurred losses and LAE include losses related to 2019 net earned premium of $123.6 million.

Year Ended December 31, 2018
The following table shows the components of the 2018 reduction in estimates of net ultimate losses related to prior periods by line of business for the Run-off segment.
134

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
2018
Net losses paid Net change in case and LAE reserves Net change in IBNR reserves Increase (reduction) in estimates of net ultimate losses
Asbestos $ 108,248  $ (21,535) $ (151,662) $ (64,949)
Environmental 21,273  479  (7,599) 14,153 
General Casualty 141,624  (115,240) (60,828) (34,444)
Workers' Compensation 139,226  (178,138) (115,648) (154,560)
Marine, aviation and transit 67,831  (44,200) (21,188) 2,443 
Construction defect 22,182  (7,257) (33,146) (18,221)
Professional indemnity/ Directors & Officers 161,797  (11,159) (130,957) 19,681 
Motor 104,182  (109,962) (34,215) (39,995)
Property 22,178  (24,271) (11,497) (13,590)
All Other 50,271  (40,841) (6,387) 3,043 
Total $ 838,812  $ (552,124) $ (573,127) $ (286,439)

The significant drivers of the 2018 reduction in estimates of net ultimate losses are explained below.
Workers' Compensation - The $154.6 million reduction in estimates of net ultimate losses in our workers' compensation line of business arose across multiple portfolios, where reported incurred loss development was generally significantly less than expected. When actual development is less than expected for a sustained period of time across a significant volume of exposures, an updated actuarial analysis tends to indicate reductions in IBNR reserves. Updates to actuarial analysis, factoring in the less-than-expected reported incurred loss development for the year, is the primary driver of the reduction to our Workers' Compensation net ultimate loss estimates.
For certain of our portfolios, the lower than expected actual development was driven by significant proactive settlement activity on individual claimants where we were able to close open claims earlier than was indicated by our original payout patterns, and in other portfolios, based on the review of recent loss development activity we revised our actuarial development "tail factor" assumption, which led to a reduction in net ultimate losses. For example, in one portfolio we observed favorable incurred loss development, primarily relating to accident years 1995 through 2005 where we paid $22.7 million in loss payments to release a corresponding $37.0 million of associated case reserves for $14.3 million in favorable incurred loss development.
For acquired portfolios of workers' compensation business, we have utilized our subsidiary, Paladin Managed Care Services ("Paladin"), to assist us in reviewing claims. Paladin generally produces savings related to medical expense liabilities over and above savings achieved by prior vendors of such services, and the savings lead to actual development that is less than expected, thereby driving reductions to the estimates of net ultimate losses. In one particular program, our claims personnel pursued a proactive strategy of settling with numerous workers' compensation claimants whose injuries arose in recent accident years. For this portfolio, the claims team reduced the open inventory of claims by 78% during 2018. This reduction in exposure, when incorporated into an updated actuarial analysis, led to a reduction in our estimate of ultimate net losses of $30.2 million, primarily relating to accident years 2010 through 2014.
We also continue to actively seek commutations on policies when possible, and where the commutation of the policy is settled at a level below the carried value of the loss reserves, we record a reduction in our estimates of net ultimate losses. During 2018, we completed 7 commutations across several portfolios that contributed to an $11.2 million the reduction in estimates of net ultimate losses.
135

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Asbestos - The $64.9 million reduction in estimates of net ultimate losses in our asbestos line of business arose primarily due to one asbestos portfolio where lower than expected volume of claims reported and a lower than expected severity on claims settled in the period, when projected to net ultimate losses through actuarial methodologies, resulted in a significant reduction in estimates of net ultimate losses. The volume of claims reported was 3% less than expected and the average cost per claim was 5% less than expected. Across our other asbestos portfolios, we completed 8 commutations and 2 policy buy-backs contributing to a $9.5 million reduction in estimates of net ultimate losses.
Other - All other line of business changes in estimates of net ultimate losses were primarily due to the application of our reserving methodologies, favorable actual versus expected loss development, claim management and commutations.
Disclosures of Incurred and Paid Loss Development, IBNR, Claims Counts and Payout Percentages
The following tables provide a breakdown of gross and net losses and LAE reserves, consisting of Outstanding Loss Reserve ("OLR") and IBNR by line of business and adjustments for ULAE, as of December 31, 2020 and 2019:
  2020
Gross Net
  OLR IBNR Total OLR IBNR Total
  (in thousands of U.S. dollars)
Asbestos $ 544,438  $ 1,234,101  $ 1,778,539  $ 464,102  $ 1,122,021  $ 1,586,123 
Environmental 184,783  118,111  302,894  164,709  100,339  265,048 
General casualty 610,437  1,279,991  1,890,428  492,039  1,247,662  1,739,701 
Workers' compensation/personal accident 1,087,324  918,238  2,005,562  912,068  776,941  1,689,009 
Marine, aviation and transit 271,469  73,081  344,550  229,464  56,414  285,878 
Construction defect 23,380  85,578  108,958  23,109  83,039  106,148 
Professional indemnity/Directors & Officers 764,768  336,705  1,101,473  526,333  307,349  833,682 
Motor 619,682  355,044  974,726  451,097  283,576  734,673 
Property 116,398  35,832  152,230  97,826  34,182  132,008 
Other 217,746  204,819  422,565  141,448  121,893  263,341 
$ 4,440,425  $ 4,641,500  $ 9,081,925  $ 3,502,195  $ 4,133,416  $ 7,635,611 
ULAE 350,600  333,913 
Total $ 9,432,525  $ 7,969,524 
  2019
Gross Net
  OLR IBNR Total OLR IBNR Total
  (in thousands of U.S. dollars)
Asbestos $ 542,681  $ 1,373,678  $ 1,916,359  $ 490,117  $ 1,271,982  $ 1,762,099 
Environmental 187,165  156,121  343,286  173,878  142,351  316,229 
General casualty 501,863  489,129  990,992  399,396  421,426  820,822 
Workers' compensation/personal accident 1,270,530  977,808  2,248,338  963,578  751,074  1,714,652 
Marine, aviation and transit 290,067  121,577  411,644  244,611  100,135  344,746 
Construction defect 29,772  98,312  128,084  29,245  94,888  124,133 
Professional indemnity/Directors & Officers 693,760  265,490  959,250  485,478  170,926  656,404 
Motor 480,668  233,806  714,474  317,829  165,543  483,372 
Property 140,620  63,604  204,224  122,010  56,450  178,460 
Other 269,956  165,882  435,838  208,647  97,573  306,220 
$ 4,407,082  $ 3,945,407  $ 8,352,489  $ 3,434,789  $ 3,272,348  $ 6,707,137 
ULAE 331,494  331,494 
Total $ 8,683,983  $ 7,038,631 

In addition to the breakdown of our Run-off reserves by line of business we also monitor our reserves by acquisition year. The acquisition year is the year in which the net reserves were acquired via a business acquisition or assumed via a retroactive reinsurance agreement. By analyzing the loss development tables by acquisition year on a prospective basis, the impact of the take-on positions from year to year does not distort the loss development tables.
136

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The following table provides a summary of our net loss reserves, prior to provisions for bad debt and ULAE as of December 31, 2020, by year of acquisition and by significant line of business:
Acquisition Year
2010 and Prior
2011 2012 2013 2014 2015 2016 2017 2018 2019 2020 Total
Asbestos $ 142,028  $ —  $ —  $ 7,767  $ —  $ —  $ 407,958  $ 726,901  $ 1,105  $ 277,947  $ —  $ 1,563,706 
Environmental 42,356  —  —  —  —  —  89,865  22,891  11,203  95,072  —  261,387 
General casualty 52,582  13,270  9,983  16,696  31,610  34,704  3,727  44,551  228,419  218,995  1,077,908  1,732,445 
Workers' compensation/personal accident 42,908  125,649  —  48,207  —  287,653  219,157  53,659  322,737  387,438  199,864  1,687,272 
Marine, aviation and transit 8,760  2,747  —  (188) 10,592  1,616  32  77,321  106,431  56,709  19,848  283,868 
Construction defect 43  —  —  —  —  36,258  14,289  18,836  —  36,709  —  106,135 
Professional indemnity/Directors & Officers 7,539  9,564  23,210  —  20,942  —  76,314  —  331,676  130,906  232,934  833,085 
Motor 12,452  201  276  —  1,465  13,147  —  3,710  260,797  17,899  422,321  732,268 
Property 3,301  161  7,008  —  18,165  3,880  465  (114) 47,270  39,286  10,887  130,309 
All Other 17,473  854  2,696  4,260  9,676  6,959  23,582  94,499  18,222  78,474  —  256,695 
Total $ 329,442  $ 152,446  $ 43,173  $ 76,742  $ 92,450  $ 384,217  $ 835,389  $ 1,042,254  $ 1,327,860  $ 1,339,435  $ 1,963,762  $ 7,587,170 
The table below reconciles the net loss reserves, prior to provisions for bad debt and ULAE as of December 31, 2020, by significant line of business to the line of business table presented above:
2020
Total Net Reserves per all Acquisition Years Provision for Bad Debt Total Net Reserves
Asbestos $ 1,563,706  $ 22,417  $ 1,586,123 
Environmental 261,387  3,661  265,048 
General casualty 1,732,445  7,256  1,739,701 
Workers' compensation/personal accident 1,687,272  1,737  1,689,009 
Marine, aviation and transit 283,868  2,010  285,878 
Construction defect 106,135  13  106,148 
Professional indemnity/Directors & Officers 833,085  597  833,682 
Motor 732,268  2,405  734,673 
Property 130,309  1,699  132,008 
All Other 256,695  6,646  263,341 
Total $ 7,587,170  $ 48,441  $ 7,635,611 

Loss development tables have been provided for acquisition years 2011 through 2020. In addition, for the acquisition years presented, we have also provided additional loss development tables for lines of business within those acquisition years which had net loss reserve balances that were deemed to be significant as of December 31, 2020 as follows:
General casualty - 2018, 2019 and 2020 acquisition years;
Workers' compensation - 2015, 2016, 2018 and 2019 acquisition years;
Motor - 2018 and 2020 acquisition years; and
Professional indemnity and directors and officers - 2018 and 2020 acquisition years.
137

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Our Run-off segment is unique within the insurance industry in that legacy reserves are continuously being acquired and added to this segment through business acquisitions or through retroactive reinsurance agreements. Accordingly, it would not be appropriate to extrapolate redundancies or deficiencies into the future from the loss development tables provided below. Acquired and assumed reserves arising from business acquisitions and retroactive reinsurance agreements are presented on a full prospective basis.
The following tables set forth information about incurred and paid loss development, total IBNR reserves and cumulative loss frequency related to our 2011 through 2020 acquisition years within the Run-off segment as of December 31, 2020. In addition, we have also presented loss development tables for the significant lines of business within certain acquisition years. The information related to incurred and paid loss development for the years ended December 31, 2011 through 2019 is presented as supplementary information and is therefore unaudited.

Business Acquired and Contracts Incepting in the Year Ended December 31, 2011
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Years Ended December 31,
Accident Year Total Net Reserves Acquired 2011 (unaudited) 2012 (unaudited) 2013 (unaudited) 2014 (unaudited) 2015 (unaudited) 2016 (unaudited) 2017 (unaudited) 2018 (unaudited) 2019 (unaudited) 2020 IBNR Cumulative Number of Claims
2010 and Prior $ 597,263  $ 621,819  $ 589,004  $ 489,877  $ 426,777  $ 375,227  $ 319,423  $ 274,136  $ 261,234  $ 240,808  $ 229,458  $ 17,493  112,837 
2011 —  102  36  45  54  61  71  79  86  93  100  —  19 
2012 —  122  11  10  10  10  17  18  17  17  — 
2013 —  23  43  15  15  15  15  15  15  —  16 
2014 —  18  15  14  14 
2015 —  —  (2) (2) 32  24  19  — 
2016 —  (139) (111) (99) (88)
2017 —  —  21  15  17 
2018 — 
2019 —  — 
2020 — 
$ 597,263  $ 229,564  $ 17,506  112,901 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For The Years Ended December 31,
Accident Year 2011 (unaudited) 2012 (unaudited) 2013 (unaudited) 2014 (unaudited) 2015 (unaudited) 2016 (unaudited) 2017 (unaudited) 2018 (unaudited) 2019 (unaudited) 2020
2010 and Prior $ 58,934  $ 98,969  $ 90,711  $ 24,238  $ 19,370  $ 27,563  $ 19,697  $ 31,108  $ 56,741  $ 77,051 
2011 27  36  46  54  61  71  79  86  93  100 
2012 10  10  10  10  17  17  17  17 
2013 11  15  15  15  15  15  15 
2014
2015 (1) (2) (2) 11  18 
2016 (153) (125) (114) (105)
2017 —  10 
2018
2019 —  — 
2020 — 
$ 77,118 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 152,446 
138

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2012
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Years Ended December 31,
Accident Year Total Net Reserves Acquired 2012 (unaudited) 2013 (unaudited) 2014 (unaudited) 2015 (unaudited) 2016 (unaudited) 2017 (unaudited) 2018 (unaudited) 2019 (unaudited) 2020 IBNR Cumulative Number of Claims
2010 and Prior $ 326,229  $ 328,419  $ 321,295  $ 312,510  $ 297,081  $ 286,660  $ 277,778  $ 269,004  $ 263,472  $ 252,318  $ 10,889  47,773 
2011 1,487  1,466  1,336  1,182  1,095  1,072  1,049  1,032  1,032  1,032  — 
2012 55  81  49  363  344  406  397  167  167  167  — 
2013 —  946  119  427  433  421  136  136  136  — 
2014 (60) 2,991  3,108  1,552  1,300  1,195  1,146  1,068 
2015 —  729  1,517  739  739  739  739  — 
2016 (485) 67  1,266  1,113  1,059  445  37 
2017 —  75  167  100  100  — 
2018 (59) —  154  74 
2019 (123) 274  145  11 
2020 —  164  — 
$ 327,044  $ 256,388  $ 10,942  47,815 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For The Years Ended December 31,
Accident Year 2012 (unaudited) 2013 (unaudited) 2014 (unaudited) 2015 (unaudited) 2016 (unaudited) 2017 (unaudited) 2018 (unaudited) 2019 (unaudited) 2020
2010 and Prior $ 3,194  $ 70,440  $ 112,966  $ 144,553  $ 169,781  $ 180,270  $ 194,011  $ 204,482  $ 209,656 
2011 120  496  742  866  928  990  1,032  1,032  1,032 
2012 31  49  49  52  167  167  167  167  167 
2013 109  119  136  136  136  136  136  136 
2014 67  224  459  675  864  989  1,053 
2015 112  117  739  739  739  739 
2016 56  98  98  98 
2017 13  43  100  100 
2018 —  30  34 
2019 18  36 
2020 164 
$ 213,215 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 43,173 
139

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2013
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Years Ended December 31,
Accident Year Total Net Reserves Acquired 2013 (unaudited) 2014 (unaudited) 2015 (unaudited) 2016 (unaudited) 2017 (unaudited) 2018 (unaudited) 2019 (unaudited) 2020 IBNR Cumulative Number of Claims
2010 and Prior $ 320,974  $ 349,297  $ 354,585  $ 361,812  $ 356,522  $ 340,248  $ 326,851  $ 313,347  $ 314,497  $ 16,353  56,441 
2011 96,929  102,288  100,482  100,243  95,848  87,913  86,403  85,919  81,616  2,700  11,185 
2012 131,119  127,323  121,364  118,085  114,772  110,045  107,853  108,025  105,564  1,831  10,423 
2013 13,062  90,739  91,634  88,920  85,791  81,732  80,036  80,091  79,174  1,073  5,656 
2014 —  4,514  3,714  3,425  16,800  16,225  16,304  16,269  55  174 
2015 —  265  280  982  329  250  237  42 
2016 —  103  71  70  69  69 
2017 —  30  13  13  13  — 
2018 —  22  17  18  — 
2019 —  13  15  — 
2020 —  61 
$ 562,084  $ 597,533  $ 22,059  83,886 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For The Years Ended December 31,
Accident Year 2013 (unaudited) 2014 (unaudited) 2015 (unaudited) 2016 (unaudited) 2017 (unaudited) 2018 (unaudited) 2019 (unaudited) 2020
2010 and Prior $ 74,418  $ 134,409  $ 186,762  $ 222,891  $ 229,942  $ 243,755  $ 249,023  $ 258,436 
2011 30,323  52,455  63,952  70,498  75,055  77,290  79,112  73,282 
2012 33,361  59,095  74,663  86,916  92,445  96,780  99,781  98,096 
2013 17,022  37,653  52,638  62,876  68,866  71,487  74,556  74,472 
2014 993  1,747  2,256  15,804  15,959  16,123  16,164 
2015 43  102  112  165  190  191 
2016 34  64  65  66  67 
2017 13  13  13 
2018 13  17  18 
2019 15 
2020 37 
$ 520,791 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 76,742 
140

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2014
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Years Ended December 31,
Accident Year Total Net Reserves Acquired 2014 (unaudited) 2015 (unaudited) 2016 (unaudited) 2017 (unaudited) 2018 (unaudited) 2019 (unaudited) 2020 IBNR Cumulative Number of Claims
2010 and Prior $ 142,341  $ 133,678  $ 123,973  $ 155,274  $ 142,256  $ 141,058  $ 145,889  $ 144,874  $ 6,454  12,014 
2011 74,248  129,149  154,394  134,137  136,257  137,806  139,997  135,181  10,057  6,228 
2012 141,597  147,347  178,577  187,062  179,745  165,821  162,740  160,769  10,449  6,393 
2013 86,920  76,313  95,125  83,564  88,189  90,387  88,391  90,951  8,947  3,173 
2014 —  13,802  9,554  14,506  7,438  6,590  6,954  7,098  1,708  1,112 
2015 —  33,549  15,553  20,741  18,929  17,206  17,090  72  183 
2016 —  330  1,108  4,594  771  724  89  45 
2017 —  5,078  3,893  8,200  8,463  24  37 
2018 —  82  —  19 
2019 —  —  —  —  10 
2020 —  —  — 
$ 445,106  $ 565,232  $ 37,800  29,220 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For The Years Ended December 31,
Accident Year 2014 (unaudited) 2015 (unaudited) 2016 (unaudited) 2017 (unaudited) 2018 (unaudited) 2019 (unaudited) 2020
2010 and Prior $ 36,509  $ 82,699  $ 103,197  $ 118,857  $ 120,309  $ 121,847  $ 127,622 
2011 84,031  109,675  110,575  113,701  120,155  123,335  123,364 
2012 47,495  90,307  120,910  130,001  130,105  133,900  133,026 
2013 21,752  40,817  48,223  56,941  65,073  65,625  66,225 
2014 1,462  2,504  3,293  3,989  6,147  6,660  6,654 
2015 1,741  4,308  11,566  13,371  13,417  13,473 
2016 20  556  558  561  559 
2017 537  1,541  1,238  1,778 
2018 81 
2019 —  — 
2020 — 
$ 472,782 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 92,450 
141

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2015
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Years Ended December 31,
Accident Year Total Net Reserves Acquired 2015 (unaudited) 2016 (unaudited) 2017 (unaudited) 2018 (unaudited) 2019 (unaudited) 2020 IBNR Cumulative Number of Claims
2010 and Prior $ 1,003,949  $ 933,328  $ 640,324  $ 594,466  $ 564,502  $ 521,598  $ 505,379  $ 49,461  13,557 
2011 124,727  137,429  131,303  129,657  128,155  128,672  126,764  14,306  5,587 
2012 179,136  187,488  197,895  201,017  194,277  193,553  192,426  18,110  4,885 
2013 229,590  189,838  196,582  199,983  189,737  185,101  184,590  13,855  4,699 
2014 144,392  143,193  137,668  142,937  137,541  152,478  147,567  7,413  7,783 
2015 23,750  70,276  69,322  66,152  64,974  69,465  73,256  6,959  10,997 
2016 —  14,872  13,141  13,440  14,576  12,868  2,178  14,283 
2017 —  4,095  4,527  5,277  6,860  345  3,534 
2018 —  3,055  1,889  1,805  985  400 
2019 —  1,838  1,873  1,831  51 
2020 —  1,951  1,962 
$ 1,705,544  $ 1,255,339  $ 117,405  65,779 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For The Years Ended December 31,
Accident Year 2015 (unaudited) 2016 (unaudited) 2017 (unaudited) 2018 (unaudited) 2019 (unaudited) 2020
2010 and Prior $ 32,819  $ 83,350  $ 134,737  $ 166,983  $ 195,205  $ 220,984 
2011 33,827  55,115  71,023  86,397  98,000  105,178 
2012 52,728  94,831  119,520  142,358  158,620  168,213 
2013 46,761  89,930  120,509  145,788  159,767  164,215 
2014 30,747  64,475  91,016  109,451  125,619  133,094 
2015 20,653  38,709  46,668  51,994  59,963  63,181 
2016 5,603  7,371  8,687  9,861  10,321 
2017 2,321  3,925  4,767  5,047 
2018 567  862  820 
2019 45  65 
2020
$ 871,122 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 384,217 
142

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2015 - Workers' Compensation
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Years Ended December 31,
Accident Year Total Net Reserves Acquired 2015 (unaudited) 2016 (unaudited) 2017 (unaudited) 2018 (unaudited) 2019 (unaudited) 2020 IBNR Cumulative Number of Claims
2010 and Prior $ 953,178  $ 868,509  $ 569,692  $ 518,764  $ 490,534  $ 449,380  $ 434,422  $ 40,504  8,605 
2011 76,789  73,723  69,009  68,013  66,781  67,741  65,825  3,685  1,241 
2012 120,298  110,007  108,251  106,625  100,187  99,212  98,733  4,613  1,809 
2013 146,237  124,726  122,238  121,010  113,056  112,677  113,414  5,595  2,386 
2014 82,141  86,852  82,038  83,095  78,389  78,948  80,307  1,513  3,686 
2015 4,089  18,647  12,623  13,488  12,295  11,309  11,337  557  2,900 
2016 —  873  955  583  536  514  52  38 
2017 —  358  61  41  33  13  10 
2018 —  —  — 
2019 — 
2020 —  —  —  — 
$ 1,382,732  $ 804,591  $ 56,533  20,677 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For The Years Ended December 31,
Accident Year 2015 (unaudited) 2016 (unaudited) 2017 (unaudited) 2018 (unaudited) 2019 (unaudited) 2020
2010 and Prior $ 20,630  $ 65,008  $ 107,906  $ 132,025  $ 155,329  $ 177,205 
2011 16,032  30,462  39,635  50,470  55,595  58,420 
2012 25,103  52,851  66,092  79,367  88,369  91,332 
2013 27,737  55,675  75,065  91,559  100,890  104,265 
2014 17,824  38,051  53,308  65,561  72,696  75,781 
2015 3,034  5,672  7,917  9,169  9,248  9,461 
2016 134  363  417  447  452 
2017 10  18  19 
2018 — 
2019 — 
2020 — 
$ 516,938 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 287,653 
143

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2016
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Years Ended December 31,
Accident Year Total Net Reserves Acquired 2016 (unaudited) 2017 (unaudited) 2018 (unaudited) 2019 (unaudited) 2020 IBNR Cumulative Number of Claims
2010 and Prior $ 1,304,938  $ 1,316,544  $ 1,346,575  $ 1,321,289  $ 1,322,161  $ 1,361,353  $ 305,042  24,449 
2011 17,291  17,291  19,920  19,754  18,829  18,609  2,266  861 
2012 13,717  13,717  17,020  14,765  12,717  13,037  1,829  809 
2013 373  373  1,312  1,237  1,120  914  603  127 
2014 391  391  1,380  1,056  869  817  310  57 
2015 —  —  —  —  —  —  —  — 
2016 —  —  —  —  —  —  —  — 
2017 —  —  —  —  —  —  — 
2018 —  —  —  —  —  — 
2019 —  —  —  —  — 
2020 —  —  —  — 
$ 1,336,710  $ 1,394,730  $ 310,050  26,303 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For the Years Ended December 31,
Accident Year 2016 (unaudited) 2017 (unaudited) 2018 (unaudited) 2019 (unaudited) 2020
2010 and Prior $ 101,098  $ 222,703  $ 331,218  $ 445,770  $ 536,987 
2011 2,758  6,647  8,218  9,691  13,098 
2012 2,734  5,206  6,461  7,587  8,492 
2013 145  191  278  285  301 
2014 178  207  284  366  463 
2015 —  —  —  —  — 
2016 —  —  —  —  — 
2017 —  —  —  — 
2018 —  —  — 
2019 —  — 
2020 — 
$ 559,341 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 835,389 
144

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2016 - Workers' Compensation
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Years Ended December 31,
Accident Year Total Net Reserves Acquired 2016 (unaudited) 2017 (unaudited) 2018 (unaudited) 2019 (unaudited) 2020 IBNR Cumulative Number of Claims
2010 and Prior $ 437,457  $ 437,805  $ 403,319  $ 391,476  $ 382,446  $ 367,109  $ 19,015  9,452 
2011 15,376  15,376  16,399  16,501  16,327  16,472  1,374  469 
2012 13,074  13,074  15,465  13,276  11,379  11,256  1,020  612 
2013 —  —  —  —  —  —  —  — 
2014 —  —  —  —  —  —  —  — 
2015 —  —  —  —  —  —  —  — 
2016 —  —  —  —  —  —  —  — 
2017 —  —  —  —  —  —  — 
2018 —  —  —  —  —  — 
2019 —  —  —  —  — 
2020 —  —  —  — 
$ 465,907  $ 394,837  $ 21,409  10,533 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For the Years Ended December 31,
Accident Year 2016 (unaudited) 2017 (unaudited) 2018 (unaudited) 2019 (unaudited) 2020
2010 and Prior $ 35,518  $ 65,264  $ 90,599  $ 127,081  $ 155,433 
2011 2,631  5,871  7,305  8,756  12,130 
2012 2,638  5,028  6,247  7,382  8,117 
2013 —  —  —  —  — 
2014 —  —  —  —  — 
2015 —  —  —  —  — 
2016 —  —  —  —  — 
2017 —  —  —  — 
2018 —  —  — 
2019 —  — 
2020 — 
$ 175,680 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 219,157 
145

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2017
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Years Ended December 31,
Accident Year Total Net Reserves Acquired 2017 (unaudited) 2018 (unaudited) 2019 (unaudited) 2020 IBNR Cumulative Number of Claims
2010 and Prior $ 1,507,609  $ 1,433,301  $ 1,351,451  $ 1,364,113  $ 1,349,226  $ 749,197  31,566 
2011 40,743  29,274  25,389  27,316  26,942  5,834 
2012 43,653  35,470  31,238  29,456  28,485  3,744  10 
2013 35,671  30,338  28,139  24,707  29,829  1,860  11 
2014 32,858  20,315  16,984  15,996  16,342  2,287  20 
2015 8,808  6,494  7,002  6,295  6,043  234 
2016 362  (4) 126  919  1,074  394 
2017 —  174  —  —  —  — 
2018 —  —  —  —  —  — 
2019 —  —  —  —  — 
2020 —  —  —  — 
$ 1,669,704  $ 1,457,941  $ 763,550  31,627 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For the Years Ended December 31,
Accident Year 2017 (unaudited) 2018 (unaudited) 2019 (unaudited) 2020
2010 and Prior $ 85,514  $ 175,630  $ 257,071  $ 334,586 
2011 4,125  9,257  12,971  15,407 
2012 10,348  15,372  18,605  21,076 
2013 9,509  15,714  21,280  25,832 
2014 6,482  8,986  11,559  12,668 
2015 1,361  3,720  4,687  5,582 
2016 (56) 66  434  536 
2017 —  —  — 
2018 —  —  — 
2019 —  — 
2020 — 
$ 415,687 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 1,042,254 
146

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2018
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Year Ended December 31,
Accident Year Total Net Reserves Acquired 2018 (unaudited) 2019
(unaudited)
2020 IBNR Cumulative Number of Claims
2010 and Prior $ 662,009  $ 497,101  $ 476,164  $ 409,505  $ 50,970  223,572 
2011 164,556  150,408  150,388  147,796  16,240  14,072 
2012 232,116  224,955  224,959  225,528  29,903  14,382 
2013 272,732  274,377  268,237  250,013  35,175  16,126 
2014 419,593  462,858  439,396  415,829  38,688  19,463 
2015 365,429  483,489  480,093  496,187  62,476  24,768 
2016 173,309  175,428  178,061  169,872  36,090  2,026 
2017 207,040  207,190  205,466  204,490  55,056  4,163 
2018 315,659  315,659  285,038  282,279  53,287  4,929 
2019 —  68,271  68,041  9,762  1,634 
2020 —  —  —  — 
$ 2,812,443  $ 2,669,540  $ 387,647  325,135 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For the Year Ended December 31,
Accident Year 2018 (unaudited) 2019
(unaudited)
2020
2010 and Prior $ 50,515  $ 86,132  $ 81,554 
2011 26,236  53,151  65,522 
2012 31,772  81,356  106,297 
2013 41,544  96,968  133,398 
2014 90,689  188,721  235,787 
2015 95,688  199,373  269,559 
2016 6,854  63,982  93,705 
2017 56  72,800  113,770 
2018 —  139,815  191,442 
2019 39,099  50,646 
2020 — 
$ 1,341,680 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 1,327,860 
147

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2018 - General Casualty
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Year Ended December 31,
Accident Year Total Net Reserves Acquired 2018 (unaudited) 2019
(unaudited)
2020 IBNR Cumulative Number of Claims
2010 and Prior $ 130,049  $ 74,102  $ 70,937  $ 67,933  $ 4,827  47,893 
2011 18,044  16,554  16,650  15,855  151  1,421 
2012 37,454  33,433  29,123  29,760  3,270  1,593 
2013 43,301  56,092  46,596  46,999  4,352  1,596 
2014 66,562  80,896  74,947  68,535  5,802  2,291 
2015 79,191  94,124  104,790  109,694  14,188  3,594 
2016 28,825  28,825  36,585  36,684  10,075  253 
2017 37,209  37,209  41,664  43,174  14,554  230 
2018 39,888  39,888  40,753  39,157  11,605  182 
2019 —  6,767  6,187  394  34 
2020 —  —  —  — 
$ 480,523  $ 463,978  $ 69,218  59,087 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For the Year Ended December 31,
Accident Year 2018 (unaudited) 2019
(unaudited)
2020
2010 and Prior $ 9,164  $ 18,817  $ 29,840 
2011 2,349  7,115  11,018 
2012 1,281  11,453  14,383 
2013 10,404  19,938  27,717 
2014 13,766  27,833  41,899 
2015 15,494  31,535  49,860 
2016 —  14,109  18,916 
2017 —  11,048  21,130 
2018 —  8,879  17,455 
2019 2,373  3,341 
2020 — 
$ 235,559 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 228,419 
148

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2018 - Workers' Compensation
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Year Ended December 31,
Accident Year Total Net Reserves Acquired 2018 (unaudited) 2019
(unaudited)
2020 IBNR Cumulative Number of Claims
2010 and Prior $ 131,873  $ 122,831  $ 129,280  $ 131,775  $ 39,843  2,098 
2011 29,897  28,685  29,981  27,203  9,067  401 
2012 28,749  29,181  27,676  26,833  10,597  468 
2013 38,029  38,554  38,093  35,212  13,243  869 
2014 65,049  66,346  57,163  52,797  17,605  1,345 
2015 38,851  39,379  35,235  33,253  13,026  1,464 
2016 44,686  44,686  38,945  37,714  15,857  892 
2017 52,360  52,360  49,156  45,529  23,004  998 
2018 65,075  65,075  60,923  59,768  19,310  886 
2019 —  20,889  21,417  4,445  383 
2020 —  —  —  — 
$ 494,569  $ 471,501  $ 165,997  9,804 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For the Year Ended December 31,
Accident Year 2018 (unaudited) 2019
(unaudited)
2020
2010 and Prior $ 604  $ 11,788  $ 21,726 
2011 2,281  5,592  9,418 
2012 516  5,508  7,941 
2013 1,525  7,773  12,280 
2014 3,260  14,687  21,380 
2015 1,403  4,355  9,844 
2016 —  3,666  7,176 
2017 —  5,900  9,088 
2018 —  28,725  34,317 
2019 13,483  15,594 
2020 — 
$ 148,764 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 322,737 
149

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2018 - Motor
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Year Ended December 31,
Accident Year Total Net Reserves Acquired 2018 (unaudited) 2019
(unaudited)
2020 IBNR Cumulative Number of Claims
2010 and Prior $ 43,818  $ 31,489  $ 30,036  $ 33,230  $ 2,599  1,323 
2011 48,231  38,092  37,707  36,301  2,031  1,239 
2012 65,427  58,006  63,786  59,276  5,862  1,641 
2013 78,456  71,276  65,012  55,345  5,744  683 
2014 116,677  103,761  90,902  84,459  5,243  1,260 
2015 135,855  133,493  132,167  132,165  15,246  1,510 
2016 93,164  95,283  97,040  91,600  9,824  732 
2017 100,321  100,471  99,135  102,038  16,628  2,797 
2018 180,471  180,471  157,556  160,143  21,609  3,731 
2019 —  39,757  39,647  4,955  1,200 
2020 —  —  —  — 
$ 862,420  $ 794,204  $ 89,741  16,116 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For the Year Ended December 31,
Accident Year 2018 (unaudited) 2019
(unaudited)
2020
2010 and Prior $ 7,460  $ 13,722  $ 16,655 
2011 6,060  12,980  15,464 
2012 12,380  24,433  31,136 
2013 11,114  29,311  35,186 
2014 22,393  49,089  60,254 
2015 21,712  61,928  84,976 
2016 6,854  43,851  65,287 
2017 56  48,661  73,440 
2018 —  86,861  120,041 
2019 22,687  30,968 
2020 — 
$ 533,407 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 260,797 
150

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2018 - Professional Indemnity/Directors & Officers
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Year Ended December 31,
Accident Year Total Net Reserves Acquired 2018 (unaudited) 2019
(unaudited)
2020 IBNR Cumulative Number of Claims
2010 and Prior $ 236,568  $ 137,394  $ 147,383  $ 143,585  $ (3,639) 56,674 
2011 46,512  52,553  48,884  51,600  3,185  3,762 
2012 57,937  70,636  69,641  74,884  4,399  3,285 
2013 59,457  63,284  78,933  76,291  10,543  3,257 
2014 88,173  111,193  107,411  114,621  11,523  3,619 
2015 47,337  100,975  81,272  85,394  15,074  3,990 
2016 —  —  —  —  —  — 
2017 —  —  —  —  —  — 
2018 —  —  —  —  —  — 
2019 —  —  —  —  — 
2020 —  —  —  — 
$ 535,984  $ 546,375  $ 41,085  74,587 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For the Year Ended December 31,
Accident Year 2018 (unaudited) 2019
(unaudited)
2020
2010 and Prior $ 29,359  $ 54,157  $ 28,528 
2011 13,123  20,017  22,250 
2012 16,382  23,237  33,794 
2013 10,987  21,919  34,269 
2014 22,734  39,601  61,024 
2015 14,245  26,595  34,834 
2016 —  —  — 
2017 —  —  — 
2018 —  —  — 
2019 —  — 
2020 — 
$ 214,699 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 331,676 
151

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2019
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Year Ended December 31,
Accident Year Total Net Reserves Acquired 2019
(unaudited)
2020 IBNR Cumulative Number of Claims
2010 and Prior $ 652,608  $ 630,171  $ 628,495  $ 272,910  74,742 
2011 49,873  40,554  35,876  8,773  15,218 
2012 73,098  54,301  49,349  12,905  12,329 
2013 112,031  93,213  88,066  29,931  14,952 
2014 137,324  137,478  127,704  53,814  17,624 
2015 179,651  188,833  196,007  80,816  25,081 
2016 253,099  295,011  260,473  118,653  32,057 
2017 116,386  116,386  116,386  116,386 
2018 162,744  162,744  162,744  162,744 
2019 —  54,571  64,595  6,155  1,679 
2020 —  27,975  5,483  1,020 
$ 1,736,814  $ 1,757,670  $ 868,570  194,706 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For the Year Ended December 31,
Accident Year 2019
(unaudited)
2020
2010 and Prior $ 26,817  $ 106,195 
2011 4,786  8,100 
2012 6,886  9,565 
2013 13,540  20,906 
2014 28,188  47,310 
2015 33,417  63,994 
2016 56,125  84,592 
2017 —  — 
2018 —  — 
2019 25,595  55,912 
2020 21,661 
$ 418,235 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 1,339,435 
152

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2019 - General Casualty
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Year Ended December 31,
Accident Year Total Net Reserves Acquired 2019
(unaudited)
2020 IBNR Cumulative Number of Claims
2010 and Prior $ 12,765  $ 9,788  $ 9,994  $ 1,620  1,424 
2011 12,321  9,490  7,979  3,587  796 
2012 18,107  14,471  13,786  8,214  1,165 
2013 23,750  18,230  20,960  8,897  313 
2014 33,767  31,181  29,341  16,377  905 
2015 58,818  45,936  41,158  18,055  2,003 
2016 48,606  64,159  58,061  32,692  3,134 
2017 32,188  32,188  32,188  32,188 
2018 45,010  45,010  45,010  45,010 
2019 —  1,750  1,873  510  225 
2020 —  1,118  267  411 
$ 285,332  $ 261,468  $ 167,417  10,378 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For the Year Ended December 31,
Accident Year 2019
(unaudited)
2020
2010 and Prior $ 2,230  $ 2,894 
2011 810  1,869 
2012 3,326  6,604 
2013 3,499  5,813 
2014 3,878  8,155 
2015 4,421  5,121 
2016 4,894  10,723 
2017 —  — 
2018 —  — 
2019 —  841 
2020 453 
$ 42,473 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 218,995 
153

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2019 - Workers' Compensation
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Year Ended December 31,
Accident Year Total Net Reserves Acquired 2019
(unaudited)
2020 IBNR Cumulative Number of Claims
2010 and Prior $ 5,860  $ 4,420  $ 4,551  $ 1,938  9,869 
2011 2,474  2,410  2,409  2,342  1,082 
2012 6,280  6,176  6,176  6,991  1,640 
2013 16,738  18,339  15,980  14,415  2,897 
2014 35,023  35,426  35,556  31,501  3,410 
2015 57,194  56,171  57,314  48,840  4,802 
2016 87,702  85,530  84,862  70,769  4,829 
2017 84,197  84,197  84,197  84,197 
2018 117,734  117,734  117,734  117,734 
2019 —  —  —  —  — 
2020 —  2,045  —  189 
$ 413,202  $ 410,824  $ 378,727  28,720 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For the Year Ended December 31,
Accident Year 2019
(unaudited)
2020
2010 and Prior $ 607  $ 696 
2011 22  23 
2012 22  63 
2013 458  572 
2014 3,080  3,443 
2015 3,549  6,325 
2016 7,337  12,137 
2017 —  — 
2018 —  — 
2019 —  — 
2020 127 
$ 23,386 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 387,438 
154

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2020
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Years Ended December 31,
Accident Year Total Net Reserves Acquired 2020 IBNR Cumulative Number of Claims
2010 and Prior $ 256,228  $ 169,601  $ 91,688  47 
2011 26,488  26,983  25,162  36 
2012 58,128  58,241  53,749  74 
2013 68,683  63,922  47,944  140 
2014 100,054  102,600  83,249  201 
2015 161,383  161,352  113,476  384 
2016 210,661  205,305  120,481  816 
2017 316,751  342,330  168,832  1,770 
2018 432,590  575,706  305,471  3,108 
2019 344,495  343,168  301,463  1,351 
2020 166,946  168,091  144,090  1,481 
$ 2,142,407  $ 2,217,299  $ 1,455,605  9,408 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For the Years Ended December 31,
Accident Year 2020
2010 and Prior $ 2,310 
2011 54 
2012 601 
2013 4,283 
2014 5,975 
2015 12,253 
2016 33,985 
2017 73,001 
2018 111,871 
2019 1,509 
2020 7,695 
$ 253,537 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 1,963,762 

155

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2020 - General Casualty
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Years Ended December 31,
Accident Year Total Net Reserves Acquired 2020 IBNR Cumulative Number of Claims
2010 and Prior $ 43,511  $ 43,849  $ 36,455  36 
2011 26,434  26,928  25,133  29 
2012 55,478  55,591  51,130  60 
2013 60,872  56,111  41,186  122 
2014 87,620  90,182  71,022  185 
2015 140,583  139,947  96,032  280 
2016 142,395  143,156  100,293  394 
2017 142,862  137,097  112,135  439 
2018 141,803  138,267  133,942  316 
2019 202,521  201,174  179,284  388 
2020 83,021  82,598  77,737  338 
$ 1,127,100  $ 1,114,900  $ 924,349  2,587 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For the Years Ended December 31,
Accident Year 2020
2010 and Prior $ 522 
2011 54 
2012 601 
2013 3,258 
2014 5,983 
2015 10,230 
2016 9,125 
2017 4,149 
2018 400 
2019 203 
2020 2,467 
$ 36,992 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 1,077,908 
156

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2020 - Motor
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Years Ended December 31,
Accident Year Total Net Reserves Acquired 2020 IBNR Cumulative Number of Claims
2010 and Prior $ —  $ —  $ —  — 
2011 —  —  —  — 
2012 —  —  —  — 
2013 —  —  —  — 
2014 —  —  —  — 
2015 2,397  3,018  603  19 
2016 48,505  42,420  2,779  221 
2017 154,070  185,445  38,279  1,099 
2018 250,028  397,413  145,623  2,204 
2019 —  —  —  — 
2020 —  —  —  — 
$ 455,000  $ 628,296  $ 187,284  3,543 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For the Years Ended December 31,
Accident Year 2020
2010 and Prior $ — 
2011 — 
2012 — 
2013 — 
2014 — 
2015 2,012 
2016 24,804 
2017 68,712 
2018 110,447 
2019 — 
2020 — 
$ 205,975 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 422,321 
157

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Business Acquired and Contracts Incepting in the Year Ended December 31, 2020 - Professional Indemnity/Directors & Officers
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For the Years Ended December 31,
Accident Year Total Net Reserves Acquired 2020 IBNR Cumulative Number of Claims
2010 and Prior $ 4,680  $ 4,678  $ 4,679 
2011 44  44  44 
2012 2,593  2,593  2,584 
2013 7,791  7,791  6,745 
2014 11,949  11,949  11,947 
2015 16,120  16,120  15,769 
2016 16,259  16,216  16,053 
2017 17,212  17,206  16,906  41 
2018 25,323  25,290  19,209  115 
2019 99,460  99,350  92,944  135 
2020 34,548  34,757  30,144  79 
$ 235,979  $ 235,994  $ 217,024  401 
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For the Years Ended December 31,
Accident Year 2020
2010 and Prior $ — 
2011 — 
2012 — 
2013 1,025 
2014 — 
2015
2016
2017
2018 475 
2019 410 
2020 1,138 
$ 3,060 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 232,934 
158

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Annual Historical Duration of Claims
The following is unaudited supplementary information, which presents the annual percentage payout since the year of acquisition, by year of acquisition and significant line of business within each acquisition year:
Annual Percentage Payout of Incurred Losses since Year of Acquisition, Net of Reinsurance
Year of Acquisition Year 1 Year 2 Year 3 Year 4 Year 5 Year 6 Year 7 Year 8 Year 9 Year 10
2011 - All lines of business 25.68  % 17.45  % (3.59) % (28.95) % (2.12) % 3.57  % (3.49) % 4.99  % 11.18  % 8.86  %
2012 - All lines of business 1.30  % 26.42  % 16.71  % 12.48  % 10.00  % 4.47  % 5.48  % 4.17  % 2.12  %
2013 - All lines of business 25.96  % 21.67  % 15.93  % 11.01  % 6.15  % 3.89  % 2.24  % 0.32  %
2014 - All lines of business 33.84  % 24.15  % 11.11  % 8.07  % 3.74  % 1.65  % 1.10  %
2015 - All lines of business 17.33  % 17.09  % 12.84  % 9.80  % 7.69  % 4.65  %
2015 - Workers' compensation 13.72  % 17.09  % 12.73  % 9.73  % 6.71  % 4.27  %
2016 - All lines of business 7.67  % 9.18  % 7.99  % 8.41  % 6.86  %
2016 - Workers' Compensation 10.33  % 8.96  % 7.09  % 9.89  % 8.22  %
2017 - All lines of business 8.04  % 7.64  % 6.71  % 6.11  %
2018 - All lines of business 12.86  % 25.40  % 12.00  %
2018 - General Casualty 11.31  % 21.69  % 17.77  %
2018 - Workers' Compensation 2.03  % 19.49  % 10.03  %
2018 - Professional Indemnity/Directors & Officers 19.55  % 14.40  % 5.34  %
2018 - Motor 11.08  % 38.47  % 17.61  %
2019 - All lines of business 11.11  % 12.68  %
2019 - General Casualty 8.82  % 7.43  %
2019 - Workers' Compensation 3.67  % 2.02  %
2020 - All lines of business 11.43  %
2020 - General Casualty 3.32  %
2020 - Motor 32.78  %
2020 - Professional Indemnity/Directors & Officers 1.30  %
The negative payout percentages in the table above for years 3, 4, 5, and 7 within the 2011 year of acquisition were primarily due to ceded paid losses exceeding the assumed paid losses as a result of commutations completed with several reinsurers covering the exposures assumed by one of our reinsurance subsidiaries that we acquired in 2011. For the specific years referenced above, we collected more paid recoveries from our reinsurers than the losses we paid on the assumed exposures, and as such, the calculated annual payout percentages were negative.
159

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Legacy Underwriting
The table below provides a reconciliation of the beginning and ending liability for losses and LAE for the Legacy Underwriting segment for the years ended December 31, 2020, 2019 and 2018:
2020 2019 2018
Balance as of January 1 $ 1,569,865  $ 1,505,125  $ 1,142,024 
Less: reinsurance reserves recoverable 385,613  343,418  316,213 
Less: cumulative effect of change in accounting principal on allowance for estimated uncollectible reinsurance (1)
1,346  —  — 
Net balance as of January 1 1,182,906  1,161,707  825,811 
Net incurred losses and LAE:
  Current period 375,013  456,515  520,630 
  Prior periods (3,527) 105,536  114,543 
  Total net incurred losses and LAE 371,486  562,051  635,173 
Net paid losses:
  Current period (61,999) (114,641) (176,167)
  Prior periods (348,589) (426,205) (319,802)
  Total net paid losses (410,588) (540,846) (495,969)
Effect of exchange rate movement 25,524  1,340  (12,611)
Acquired on purchase of subsidiaries —  —  199,035 
Assumed business —  —  10,268 
Reclassification to assets and liabilities held-for-sale (214,198) —  — 
Net balance as of December 31 955,130  1,184,252  1,161,707 
Plus: reinsurance reserves recoverable (2)
403,399  385,613  343,418 
Balance as of December 31 $ 1,358,529  $ 1,569,865  $ 1,505,125 
(1) The Company adopted ASU 2016-13 and the related amendments on January 1, 2020. Refer to Note 2 - "Significant Accounting Policies" for further details.
(2) Net of allowance for estimated uncollectible reinsurance.
Net incurred losses and LAE in the Legacy Underwriting segment for the years ended December 31, 2020, December 31, 2019 and 2018 were as follows:
  2020 2019 2018
  Prior
Period
Current
Period
Total Prior
Period
Current
Period
Total Prior
Period
Current
Period
Total
Net losses paid $ 348,589  $ 61,999  $ 410,588  $ 426,205  $ 114,641  $ 540,846  $ 319,802  $ 176,167  $ 495,969 
Net change in case and LAE reserves (1)
(145,778) 58,671  (87,107) (109,695) 112,003  2,308  (87,386) 162,386  75,000 
Net change in IBNR reserves (2)
(205,920) 236,710  30,790  (208,308) 226,303  17,995  (114,831) 173,422  58,591 
Increase (reduction) in estimates of net ultimate losses (3,109) 357,380  354,271  108,202  452,947  561,149  117,585  511,975  629,560 
Increase (reduction) in provisions for unallocated LAE (3)
(418) 17,633  17,215  (2,666) 3,568  902  (3,042) 8,655  5,613 
Net incurred losses and LAE $ (3,527) $ 375,013  $ 371,486  $ 105,536  $ 456,515  $ 562,051  $ 114,543  $ 520,630  $ 635,173 
(1)Comprises the movement during the year in specific case reserve liabilities as a result of claims settlements or changes advised to us by our policyholders and attorneys, less changes in case reserves recoverable advised by us to our reinsurers as a result of the settlement or movement of assumed claims.
(2) Represents the gross change in our actuarial estimates of IBNR, less amounts recoverable.
(3) Represents the change in the estimate of the total future costs to administer the claims.
160

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The decrease in net incurred losses and LAE of $190.6 million in 2020 was mainly driven by our strategy to exit certain lines of business in 2019 and StarStone International being placed into an orderly run-off in 2020; partially offset by $52.8 million of StarStone International losses and $18.4 million of Atrium losses relating to the COVID-19 pandemic. The decrease in net incurred losses and LAE of $73.1 million in 2019 was primarily driven by our strategy to exit certain lines of business.
Disclosures of Incurred and Paid Loss Development, IBNR, Claims Counts and Payout Percentages
The following tables provide a breakdown of the gross and net losses and LAE reserves by line of business and ULAE for the Legacy Underwriting segment as of December 31, 2020 and 2019. The breakdown as of December 31, 2020 does not include Atrium business as it was classified as held-for-sale as discussed in Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations."
  2020
Gross Net
  OLR IBNR Total OLR IBNR Total
StarStone International (in thousands of U.S. dollars)
Casualty $ 115,295  $ 276,941  $ 392,236  $ 98,721  $ 232,433  $ 331,154 
Marine 142,631  174,015  316,646  119,628  132,482  252,110 
Property 322,735  117,240  439,975  141,089  81,459  222,548 
Aerospace 84,515  36,178  120,693  42,100  18,240  60,340 
Workers' Compensation 12,044  11,589  23,633  12,044  11,589  23,633 
StarStone International Subtotal $ 677,220  $ 615,963  $ 1,293,183  $ 413,582  $ 476,203  $ 889,785 
Other 10,204  20,040  30,244  10,204  20,040  30,244 
Total $ 687,424  $ 636,003  $ 1,323,427  $ 423,786  $ 496,243  $ 920,029 
ULAE 35,102  35,101 
Total $ 1,358,529  $ 955,130 
161

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
2019
Gross Net
OLR IBNR Total OLR IBNR Total
StarStone International (in thousands of U.S. dollars)
Casualty $ 121,945  $ 210,969  $ 332,914  $ 108,543  $ 204,800  $ 313,343 
Marine 189,355  161,379  350,734  158,252  128,242  286,494 
Property 341,677  131,596  473,273  150,559  87,653  238,212 
Aerospace 75,764  32,325  108,089  47,256  22,389  69,645 
Workers' Compensation 15,089  19,865  34,954  15,089  19,865  34,954 
StarStone International Subtotal $ 743,830  $ 556,134  $ 1,299,964  $ 479,699  $ 462,949  $ 942,648 
Atrium
Marine, Aviation and Transit $ 24,668  $ 34,156  $ 58,824  $ 21,012  $ 24,829  $ 45,841 
Binding Authorities 31,507  54,039  85,546  29,590  51,984  81,574 
Reinsurance 18,385  29,533  47,918  16,209  23,338  39,547 
Accident and Health 5,460  7,880  13,340  4,735  7,469  12,204 
Non-Marine Direct and Facultative 9,121  10,935  20,056  8,584  9,637  18,221 
Atrium Subtotal $ 89,141  $ 136,543  $ 225,684  $ 80,130  $ 117,257  $ 197,387 
Other $ 9,512  $ 13,565  $ 23,077  $ 9,512  $ 13,565  $ 23,077 
Total $ 842,483  $ 706,242  $ 1,548,725  $ 569,341  $ 593,771  $ 1,163,112 
ULAE 21,140  21,140 
Total $ 1,569,865  $ 1,184,252 

The following tables set forth information about incurred and paid loss development, total IBNR reserves and cumulative loss frequency related to all the individual lines of business within the Legacy Underwriting segment as of December 31, 2020. The information related to incurred and paid loss development for the years ended December 31, 2014 through 2019 is presented as supplementary information and is therefore unaudited. The information within the tables below is presented on a prospective basis from the date of our acquisition of StarStone on April 1, 2014 since providing pre-acquisition incurred and paid losses by accident year for years prior to 2014 was determined to be impracticable due to significant data limitations. Following our sale of StarStone U.S. to Core Specialty, which was completed on November 30, 2020, the incurred and paid loss development tables presented below for all of the individual lines of business within the Legacy Underwriting segment have been restated to exclude the historical incurred and paid loss development related to StarStone U.S. The Atrium business as of December 31, 2020 has not been disclosed below since we have classified Atrium as held-for-sale as discussed in Note 5 - "Divestitures, Held-for-Sale Business and Discontinued Operations."
162

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Casualty
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For The Years Ended December 31,
Accident Year
2014 (unaudited)
2015 (unaudited)
2016 (unaudited)
2017 (unaudited)
2018 (unaudited)
2019 (unaudited)
2020
IBNR(1)
Cumulative Number of Claims
2010 and Prior $ 100,449  $ 101,217  $ 101,444  $ 101,801  $ 102,539  $ 102,317  $ 102,661  $ 19  4,322
2011 16,244  18,740  19,681  19,103  27,703  27,859  28,027  429  2,962
2012 39,797  33,853  30,788  28,482  33,511  36,159  37,072  3,418  3,521
2013 51,458  47,304  54,282  53,493  56,145  63,323  67,638  9,044  4,821
2014 66,094  67,141  67,461  66,559  66,585  75,513  72,097  10,495  4,863
2015 76,470  82,050  81,685  92,904  99,425  101,191  13,037  4,323
2016 92,406  95,726  111,020  135,670  128,139  25,293  3,825
2017 100,585  135,743  161,288  166,472  34,822  3,899
2018 87,781  101,381  106,014  39,329  2,929
2019 42,595  59,902  23,758  2,581
2020 98,738  72,789  1,582
Total $ 967,951  $ 232,433  39,628 
(1) Total of IBNR plus expected development on reported losses.
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For The Years Ended December 31,
Accident Year
2014 (unaudited)
2015 (unaudited)
2016 (unaudited)
2017 (unaudited)
2018 (unaudited)
2019 (unaudited)
2020
2010 and Prior $ 99,643  $ 101,181  $ 101,326  $ 101,712  $ 101,783  $ 101,813  $ 101,886 
2011 12,394  15,941  18,354  18,760  27,385  27,401  27,426 
2012 13,336  20,634  22,746  23,711  32,644  32,666  32,706 
2013 16,373  22,131  35,799  38,866  42,123  48,898  52,333 
2014 4,318  16,141  27,043  36,802  46,654  49,571  51,949 
2015 6,439  21,503  36,971  50,598  69,948  75,875 
2016 4,206  32,864  59,074  76,175  92,223 
2017 7,712  41,896  87,902  114,062 
2018 18,747  34,762  54,000 
2019 4,721  26,235 
2020 8,102 
Total $ 636,797 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 331,154 

163

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The reconciliation of incurred and paid loss development to the liability for unpaid losses and LAE as presented in the tables above for the year ended December 31, 2020 is set forth below:
2020
Liabilities for unpaid losses and allocated LAE, net of reinsurance $ 331,154 
Reinsurance recoverable on unpaid losses 61,082 
Gross liability for unpaid losses and LAE before unallocated loss adjustment expenses $ 392,236 
    The following is unaudited supplementary information for average annual historical duration of claims:
Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance
Year 1 Year 2 Year 3 Year 4 Year 5 Year 6 Year 7 Year 8 Year 9 Year 10
Casualty 7.72  % 20.87  % 17.53  % 15.99  % 9.96  % 4.35  % 7.85  % 9.00  % 0.06  % 0.08  %
164

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Marine
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For The Years Ended December 31,
Accident Year
2014 (unaudited)
2015 (unaudited)
2016 (unaudited)
2017 (unaudited)
2018 (unaudited)
2019 (unaudited)
2020
IBNR(1)
Cumulative Number of Claims
2010 and Prior $ 50,395  $ 47,336  $ 47,194  $ 47,287  $ 47,175  $ 47,213  $ 46,828  $ 62  3,037
2011 29,890  28,190  27,767  27,824  28,162  27,956  28,075  229  1,966
2012 48,204  52,010  51,710  50,435  51,231  49,176  48,706  307  2,431
2013 63,442  55,981  53,783  54,790  58,209  64,399  63,323  926  2,202
2014 50,959  54,370  49,449  56,049  51,642  51,062  49,676  1,003  3,944
2015 70,492  70,160  80,196  81,864  83,646  80,438  1,612  5,606
2016 80,830  83,187  88,459  88,023  89,309  4,150  6,658
2017 125,976  158,450  166,304  162,629  7,959  8,352
2018 164,461  164,042  161,831  16,444  10,123
2019 152,423  158,919  39,463  7,015
2020 84,427  60,327  2,703
Total $ 974,161  $ 132,482  54,037
(1) Total of IBNR plus expected development on reported losses.
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For The Years Ended December 31,
Accident Year
2014 (unaudited)
2015 (unaudited)
2016 (unaudited)
2017 (unaudited)
2018 (unaudited)
2019 (unaudited)
2020
2010 and Prior $ 44,212  $ 46,360  $ 46,464  $ 46,470  $ 46,563  $ 46,682  $ 46,709 
2011 24,599  25,686  26,688  26,942  27,057  27,082  27,285 
2012 38,570  42,787  44,681  45,498  45,951  46,178  47,452 
2013 29,436  38,880  43,027  45,575  47,698  57,539  62,037 
2014 11,037  25,306  33,076  37,594  43,323  44,727  44,740 
2015 10,234  30,143  50,376  56,557  59,918  62,401 
2016 11,669  41,875  58,438  73,778  76,534 
2017 23,986  68,233  107,787  125,335 
2018 40,698  103,930  129,632 
2019 33,196  84,414 
2020 15,512 
Total $ 722,051 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 252,110 
165

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The reconciliation of incurred and paid loss development to the liability for unpaid losses and LAE as presented in the tables above for the year ended December 31, 2020 is set forth below:
2020
Liabilities for unpaid losses and allocated LAE, net of reinsurance $ 252,110 
Reinsurance recoverable on unpaid losses 64,536 
Gross liability for unpaid losses and LAE before unallocated loss adjustment expenses $ 316,646 
The following is unaudited supplementary information for average annual historical duration of claims:
Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance
Year 1 Year 2 Year 3 Year 4 Year 5 Year 6 Year 7 Year 8 Year 9 Year 10
Marine 18.17  % 30.97  % 19.08  % 9.99  % 5.02  % 2.46  % 3.48  % 2.04  % 0.99  % 0.39  %
166

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Property
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For The Years Ended December 31,
Accident Year
2014 (unaudited)
2015 (unaudited)
2016 (unaudited)
2017 (unaudited)
2018 (unaudited)
2019 (unaudited)
2020
IBNR(1)
Cumulative Number of Claims
2010 and Prior $ 190,649  $ 188,537  $ 187,286  $ 187,846  $ 188,778  $ 189,079  $ 190,667  $ 13  4,485
2011 91,712  90,272  90,328  90,018  89,918  90,259  90,406  88  1,635
2012 66,137  62,119  61,243  62,177  59,201  59,463  58,247  133  1,516
2013 78,501  65,608  65,394  64,521  62,711  61,114  61,383  152  1,955
2014 59,390  44,130  43,631  44,081  41,968  41,226  40,612  794  2,125
2015 75,514  73,946  67,944  67,733  68,678  69,314  1,377  11,435
2016 83,622  91,680  92,038  91,956  94,450  1,361  14,167
2017 152,172  169,673  181,855  171,673  4,429  14,553
2018 161,507  172,640  174,137  11,123  11,891
2019 116,634  117,009  22,609  6,166
2020 71,147  39,380  1,338
Total $ 1,139,045  $ 81,459  71,266
(1) Total of IBNR plus expected development on reported losses.
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For The Years Ended December 31,
Accident Year
2014 (unaudited)
2015 (unaudited)
2016 (unaudited)
2017 (unaudited)
2018 (unaudited)
2019 (unaudited)
2020
2010 and Prior $ 183,649  $ 186,876  $ 187,040  $ 187,264  $ 187,285  $ 187,300  $ 188,080 
2011 87,937  89,149  89,662  89,894  89,894  89,940  90,110 
2012 48,322  52,442  54,681  55,672  55,895  58,099  58,100 
2013 31,000  46,556  51,431  53,548  59,756  60,916  61,060 
2014 5,517  18,945  31,854  34,869  36,461  37,609  39,681 
2015 8,756  25,890  52,799  61,347  62,237  62,826 
2016 23,803  54,188  72,244  81,904  83,577 
2017 34,961  96,151  137,569  146,340 
2018 60,944  93,275  126,763 
2019 19,461  52,637 
2020 7,323 
Total $ 916,497 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 222,548 
167

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The reconciliation of incurred and paid loss development to the liability for unpaid losses and LAE as presented in the tables above for the year ended December 31, 2020 is set forth below:
2020
Liabilities for unpaid losses and allocated LAE, net of reinsurance $ 222,548 
Reinsurance recoverable on unpaid losses 217,427 
Gross liability for unpaid losses and LAE before unallocated loss adjustment expenses $ 439,975 
The following is unaudited supplementary information for average annual historical duration of claims:
Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance
Year 1 Year 2 Year 3 Year 4 Year 5 Year 6 Year 7 Year 8 Year 9 Year 10
Property 19.10  % 28.75  % 26.40  % 8.35  % 2.47  % 2.69  % 1.55  % 1.01  % 0.02  % 0.30  %
168

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Aerospace
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For The Years Ended December 31,
Accident Year
2014 (unaudited)
2015 (unaudited)
2016 (unaudited)
2017 (unaudited)
2018 (unaudited)
2019 (unaudited)
2020
IBNR(1)
Cumulative Number of Claims
2010 and Prior $ 18,439  $ 18,083  $ 18,393  $ 18,906  $ 18,962  $ 18,759  $ 18,693  $ 36  622 
2011 58,748  57,226  57,653  58,084  59,578  58,677  58,299  96  2,179 
2012 55,293  55,087  55,870  55,823  57,044  56,771  56,907  186  2,375 
2013 71,930  69,976  70,255  74,733  77,222  76,774  78,673  297  2,538 
2014 65,227  53,457  53,533  52,471  54,534  48,757  45,978  485  2,867 
2015 64,550  67,846  70,903  71,624  69,612  69,879  1,070  2,962 
2016 35,923  43,371  46,832  43,991  42,954  1,463  2,925 
2017 28,816  33,623  54,980  52,590  2,193  3,381 
2018 58,573  54,969  54,831  3,491  3,390 
2019 45,401  45,784  5,148  2,028 
2020 8,732  3,775  357 
Total $ 533,320  $ 18,240  25,624 
(1) Total of IBNR plus expected development on reported losses
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For The Years Ended December 31,
Accident Year
2014
(unaudited)
2015 (unaudited)
2016 (unaudited)
2017 (unaudited)
2018 (unaudited)
2019 (unaudited)
2020
2010 and Prior $ 15,391  $ 16,530  $ 17,141  $ 18,209  $ 18,480  $ 18,535  $ 18,538 
2011 53,785  55,133  55,817  56,394  56,954  57,482  57,483 
2012 45,618  49,009  51,787  53,271  54,415  55,160  55,290 
2013 50,725  59,639  63,226  68,574  72,573  73,309  73,923 
2014 17,297  31,192  38,494  40,749  43,857  43,858  43,868 
2015 31,417  50,844  59,342  62,522  64,811  65,630 
2016 11,001  30,516  35,884  37,909  37,933 
2017 9,000  26,857  44,582  46,134 
2018 24,979  39,531  43,284 
2019 23,294  30,210 
2020 687 
Total $ 472,980 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 60,340 
169

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The reconciliation of incurred and paid loss development to the liability for unpaid losses and LAE as presented in the tables above for the year ended December 31, 2020 is set forth below:
2020
Liabilities for unpaid losses and allocated LAE, net of reinsurance $ 60,340 
Reinsurance recoverable on unpaid losses 60,353 
Gross liability for unpaid losses and LAE before unallocated loss adjustment expenses $ 120,693 
    The following is unaudited supplementary information for average annual historical duration of claims:
Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance
Year 1 Year 2 Year 3 Year 4 Year 5 Year 6 Year 7 Year 8 Year 9 Year 10
Aerospace 32.80  % 29.84  % 15.40  % 4.61  % 4.31  % 2.22  % 1.93  % 1.12  % 0.48  % 0.01  %
    
170

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Workers' Compensation
Incurred Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance As of December 31, 2020
For The Years Ended December 31,
Accident Year
2014
(unaudited)
2015
(unaudited)
2016
(unaudited)
2017
(unaudited)
2018
(unaudited)
2019
(unaudited)
2020
IBNR(1)
Cumulative Number of Claims
2010 and Prior $ —  $ —  $ —  $ —  $ —  $ —  $ —  $ —  — 
2011 —  —  —  —  —  —  —  —  — 
2012 —  —  —  —  —  —  —  —  — 
2013 —  —  —  —  —  — 
2014 10,145  11,179  11,889  10,180  9,867  9,666  9,372  500  137 
2015 35,735  36,078  32,567  30,742  29,757  28,768  1,870  259 
2016 40,912  35,179  37,703  38,739  36,293  2,847  277 
2017 28,188  29,931  22,900  23,320  3,888  295 
2018 15,100  14,814  14,490  2,484  161 
2019 —  —  —  — 
2020 —  —  — 
Total $ 112,244  $ 11,589  1,129 
(1) Total of IBNR plus expected development on reported losses.
Cumulative Paid Losses and Allocated Loss Adjustment Expenses, Net of Reinsurance
For The Years Ended December 31,
Accident Year
2014
(unaudited)
2015
(unaudited)
2016
(unaudited)
2017
(unaudited)
2018
(unaudited)
2019
(unaudited)
2020
2010 and Prior $ —  $ —  $ —  $ —  $ —  $ —  $ — 
2011 —  —  —  —  —  —  — 
2012 —  —  —  —  —  —  — 
2013 —  —  —  — 
2014 969  3,951  6,031  7,430  7,957  8,201  8,503 
2015 4,135  13,126  19,785  22,952  24,301  25,032 
2016 5,170  15,229  22,940  27,632  29,539 
2017 3,560  10,436  14,600  16,520 
2018 2,574  6,431  9,016 
2019 —  — 
2020 — 
Total $ 88,611 
Total outstanding liabilities for unpaid losses and LAE, net of reinsurance $ 23,633 
The reconciliation of incurred and paid loss development to the liability for unpaid losses and LAE as presented in the tables above for the year ended December 31, 2020 is set forth below:
2020
Liabilities for unpaid losses and allocated LAE, net of reinsurance $ 23,633 
Reinsurance recoverable on unpaid losses — 
Gross liability for unpaid losses and LAE before unallocated loss adjustment expenses $ 23,633 
171

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
    The following is unaudited supplementary information for average annual historical duration of claims:
Average Annual Percentage Payout of Incurred Losses by Age, Net of Reinsurance
Year 1 Year 2 Year 3 Year 4 Year 5 Year 6 Year 7 Year 8 Year 9 Year 10
Workers' compensation 14.40  % 29.38  % 20.46  % 11.77  % 5.19  % 2.57  % 1.61  % —  % —  % —  %

11. DEFENDANT ASBESTOS AND ENVIRONMENTAL LIABILITIES
We acquired DCo LLC ("DCo") on December 30, 2016, and Morse TEC on October 30, 2019. These companies hold liabilities associated with personal injury asbestos claims and environmental claims arising from their legacy manufacturing operations. Defendant asbestos liabilities on our consolidated balance sheets include amounts for loss payments and defense costs for pending and future asbestos-related claims, determined using standard actuarial techniques for asbestos exposures. Defendant environmental liabilities include estimated clean-up costs associated with the acquired companies' former operations based on engineering reports.
Insurance balances recoverable on our consolidated balance sheets include estimated insurance recoveries relating to these liabilities. The recorded asset represents our assessment of the capacity of the insurance agreements to indemnify our subsidiaries for the anticipated defense and loss payments for pending claims and projected future claims. The recognition of these recoveries is based on an assessment of the right to recover under the respective contracts and on the financial strength of the insurers. The recorded asset does not represent the limits of our insurance coverage, but rather the amount we would expect to recover if the accrued and projected loss and defense costs were paid in full.
Included within insurance balances recoverable and defendant asbestos and environmental liabilities are the fair value adjustments that were initially recognized upon acquisition. These fair value adjustments are amortized in proportion to the actual payout of claims and recoveries. The carrying value of the asbestos and environmental liabilities, insurance recoveries, future estimated expenses and the fair value adjustments related to DCo and Morse TEC as of December 31, 2020 and 2019 was as follows:
2020 2019
Defendant asbestos and environmental liabilities:
Defendant asbestos liabilities $ 913,276  $ 1,100,593 
Defendant environmental liabilities 12,572  10,279 
Estimated future expenses 42,510  51,637 
Fair value adjustments (262,029) (314,824)
Defendant asbestos and environmental liabilities 706,329  847,685 
Insurance balances recoverable:
Insurance recoveries related to defendant asbestos liabilities (net of allowance: 2020 - $4,824; 2019 - $3,818)
310,602  549,593 
Fair value adjustments (60,950) (100,738)
Insurance balances recoverable 249,652  448,855 
Net liabilities relating to defendant asbestos and environmental exposures $ 456,677  $ 398,830 
172

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The table below provides a consolidated reconciliation of the beginning and ending liability for defendant asbestos and environmental exposures for the years ended December 31, 2020, 2019 and 2018:
2020 2019 2018
Balance as of January 1 $ 847,685  $ 203,320  $ 219,164 
Less: Insurance balances recoverable 448,855  135,808  122,326 
Plus: Cumulative effect of change in accounting principle on the determination of the allowance for estimated uncollectible insurance balances (1)
3,167  —  — 
Net balance as of January 1 401,997  67,512  96,838 
Total net recoveries (paid claims) 153,964  (10,434) (6,351)
Amounts recorded in other income (expense):
Change in estimate of net ultimate liabilities (103,166) (4,263) (23,221)
Reduction in estimated future expenses (9,126) (3,274) — 
Amortization of fair value adjustments 13,008  13,500  246 
Total other expense (income) (99,284) 5,963  (22,975)
Acquired on purchase of subsidiaries —  335,789  — 
Net balance as of December 31 456,677  398,830  67,512 
Plus: Insurance balances recoverable (2)
249,652  448,855  135,808 
Balance as of December 31 $ 706,329  $ 847,685  $ 203,320 
(1) The Company adopted ASU 2016-13 and the related amendments on January 1, 2020. Refer to Note 2 - "Significant Accounting Policies" for further details.
(2) Net of allowance for estimated uncollectible insurance balances.
Total other income from our defendant asbestos and environmental liabilities companies was $99.3 million for the year ended December 31, 2020 and was driven by a reduction in the actuarially estimated ultimate net liabilities as a result of a lower than expected number of asbestos claims filed against us; lower than expected paid indemnity and defense costs; the collection of disputed insurance recoveries that were carried on our balance sheet at $166.7 million, net of fair value adjustments, for consideration of $179.6 million; and recovery of $19.3 million on insurance payments previously written-off prior to our acquisition of the companies.
Methodologies for determining liabilities
Defendant Asbestos Liabilities
We review, on an ongoing basis, our own experience in handling asbestos-related claims and trends affecting asbestos-related claims in the U.S. tort system generally, for the purposes of assessing the value of pending asbestos-related claims and the number and value of those that may be asserted in the future, as well as potential recoveries from our insurance carriers with respect to such claims and defense costs. The actuarial analysis for these asbestos-related exposures utilizes data resulting from the claim review process, including input from national coordinating counsel and local counsel, and includes the development of an estimate of the potential value of asbestos-related claims asserted but not yet resolved as well as the number and potential value of asbestos-related claims not yet asserted. In developing the estimate of liability for potential future claims, the actuarial analysis projects the potential number of future claims based on our historical claim filings and epidemiological studies. The actuarial analysis also utilizes assumptions based on our historical proportion of claims resolved without payment, historical claim resolution costs for those claims that result in a payment, and historical defense costs. The liabilities are then estimated by multiplying the pending and projected future claim filings by projected payments rates and average claim resolution amounts and then adding an estimate for defense costs.
We determine, based on the factors described above, including the actuarial analysis, that their best estimate of the aggregate liability both for asbestos-related claims asserted but not yet resolved and potential asbestos-related claims not yet asserted, including estimated defense costs, was $913.3 million and $1.1 billion as of December 31, 2020 and 2019, respectively.
Defendant Environmental Liabilities
As a result of our acquisition of DCo and Morse TEC, we have been identified by the United States Environmental Protection Agency and certain U.S. state environmental agencies and private parties as potentially responsible parties ("PRP") at various hazardous waste disposal sites under the Comprehensive Environmental
173

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Response, Compensation and Liability Act ("Superfund") and equivalent U.S. state laws. The PRPs may currently be liable for the cost of clean-up and other remedial activities at 22 such sites. Responsibility for clean-up and other remedial activities at a Superfund site is typically shared among PRPs based on an allocation formula.
We have a liability for defendant environmental liabilities of $12.6 million and $10.3 million as of December 31, 2020 and 2019, respectively. The estimate for defendant environmental liabilities is based on information available to us, including an estimate of the allocation of liability among PRPs, the probability that other PRPs will pay the cost apportioned to them, currently available information from PRPs and/or federal or state environmental agencies concerning the scope of contamination and estimated remediation and consulting costs, and remediation alternatives.
Allowance for Estimated Uncollectible Insurance Balances Recoverable on Defendant Asbestos Liabilities
We evaluate and monitor the credit risk related to our insurers and an allowance for estimated uncollectible insurance balances recoverable on our defendant asbestos liabilities ("allowance for estimated uncollectible insurance") is established for amounts considered potentially uncollectible. To determine the allowance for estimated uncollectible insurance, we use the inputs and methodologies as described in Note 8 - "Reinsurance Balances Recoverable on Paid and Unpaid Losses" above.
The table below provides a reconciliation of the beginning and ending allowance for estimated uncollectible insurance balances related to our defendant asbestos liabilities, for the years ended December 31, 2020 and 2019:
2020 2019
Allowance for estimated uncollectible insurance balances, beginning of year $ 3,818  $ — 
Cumulative effect of change in accounting principle 3,167  — 
Current period change in the allowance (2,161) 3,818 
Allowance for estimated uncollectible insurance balances, end of year $ 4,824  $ 3,818 

During the year ended December 31, 2020, we did not have any write-offs charged against the allowance for estimated uncollectible insurance or any recoveries of amounts previously written off.
We did not have significant non-disputed past due balances receivable from our insurers related to our defendant asbestos liabilities, that were older than one year for any of the periods presented. Any balances that are part of ongoing legal activity are estimated to be recovered at the level of our recorded asset which is consistent with our legal advice and past collection experience.

12. FAIR VALUE MEASUREMENTS
Fair Value Hierarchy
Fair value is defined as the price at which to sell an asset or transfer a liability (i.e. the "exit price") in an orderly transaction between market participants. We use a fair value hierarchy that gives the highest priority to quoted prices in active markets and the lowest priority to unobservable data. The hierarchy is broken down into three levels as follows:
Level 1 - Valuations based on unadjusted quoted prices in active markets for identical assets or liabilities that we have the ability to access. Valuation adjustments and block discounts are not applied to Level 1 instruments.
Level 2 - Valuations based on quoted prices in active markets for similar assets or liabilities, quoted prices for identical assets or liabilities in inactive markets, or for which significant inputs are observable (e.g. interest rates, yield curves, prepayment speeds, default rates, loss severities, etc.) or can be corroborated by observable market data.
Level 3 - Valuations based on unobservable inputs where there is little or no market activity. Unadjusted third party pricing sources or management's assumptions and internal valuation models may be used to determine the fair values.
174

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
In addition, certain of our other investments are measured at fair value using net asset value ("NAV") per share (or its equivalent) as a practical expedient and have not been classified within the fair value hierarchy above. We have categorized our assets and liabilities that are recorded at fair value on a recurring basis among levels based on the observability of inputs, or at fair value using NAV per share (or its equivalent) as follows:
  December 31, 2020
Quoted Prices in
Active Markets for
Identical Assets
(Level 1)
Significant
Other Observable
Inputs
(Level 2)
Significant
Unobservable
Inputs
(Level 3)
Fair Value Based on NAV as Practical Expedient Total Fair
Value
Investments:
Short-term and Fixed maturity investments:
U.S. government and agency $ —  $ 951,048  $ —  $ —  $ 951,048 
U.K. government —  51,082  —  —  51,082 
Other government —  502,153  —  —  502,153 
Corporate —  5,686,732  —  —  5,686,732 
Municipal —  162,669  —  —  162,669 
Residential mortgage-backed —  553,945  —  —  553,945 
Commercial mortgage-backed —  854,090  —  —  854,090 
Asset-backed —  557,460  —  —  557,460 
$ —  $ 9,319,179  $ —  $ —  $ 9,319,179 
Other assets included within funds held - directly managed $ —  $ 14,627  $ —  $ —  $ 14,627 
Equities:
Publicly traded equity investments $ 229,167  $ 31,600  $ —  $ —  $ 260,767 
Exchange-traded funds 311,287  —  —  —  311,287 
Privately held equity investments —  —  274,741  —  274,741 
$ 540,454  $ 31,600  $ 274,741  $ —  $ 846,795 
Other investments:
Hedge funds $ —  $ —  $ —  $ 2,638,339  $ 2,638,339 
Fixed income funds —  285,837  —  266,704  552,541 
Equity funds —  5,073  —  185,694  190,767 
Private equity funds —  —  —  363,103  363,103 
CLO equities —  128,083  —  —  128,083 
CLO equity funds —  —  —  166,523  166,523 
Private credit funds —  —  9,250  183,069  192,319 
Other —  —  314  12,045  12,359 
$ —  $ 418,993  $ 9,564  $ 3,815,477  $ 4,244,034 
Total Investments $ 540,454  $ 9,784,399  $ 284,305  $ 3,815,477  $ 14,424,635 
Cash and cash equivalents $ 385,790  $ 208,272  $ —  $ —  $ 594,062 
Reinsurance balances recoverable on paid and unpaid losses: $ —  $ —  $ 520,830  $ —  $ 520,830 
Other Assets:
Derivatives qualifying as hedging $ —  $ 1,169  $ —  $ —  $ 1,169 
Derivatives not qualifying as hedges —  2,964  —  —  2,964 
Derivative instruments $ —  $ 4,133  $ —  $ —  $ 4,133 
Losses and LAE: $ —  $ —  $ 2,452,920  $ —  $ 2,452,920 
Other Liabilities:
Derivatives qualifying as hedging $ —  $ 28,947  $ —  $ —  $ 28,947 
Derivatives not qualifying as hedges —  5,195  —  —  5,195 
Derivative instruments $ —  $ 34,142  $ —  $ —  $ 34,142 
175

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
  December 31, 2019
  Quoted Prices in
Active Markets for
Identical Assets
(Level 1)
Significant
Other Observable
Inputs
(Level 2)
Significant
Unobservable
Inputs
(Level 3)
Fair Value Based on NAV as Practical Expedient Total Fair
Value
Investments:
Short-term and Fixed maturity investments:
U.S. government and agency $ —  $ 696,077  $ —  $ —  $ 696,077 
U.K government —  161,772  —  —  161,772 
Other government —  702,856  —  —  702,856 
Corporate —  5,448,270  —  —  5,448,270 
Municipal —  140,687  —  —  140,687 
Residential mortgage-backed —  400,914  —  —  400,914 
Commercial mortgage-backed —  813,746  —  —  813,746 
Asset-backed —  670,235  —  —  670,235 
$ —  $ 9,034,557  $ —  $ —  $ 9,034,557 
Other assets included within funds held - directly managed $ —  $ 14,207  $ —  $ —  $ 14,207 
Equities:
Publicly traded equity investments $ 297,310  $ 30,565  $ —  $ —  $ 327,875 
Exchange-traded funds 133,047  —  —  —  133,047 
Privately held equity investments —  —  265,799  —  265,799 
$ 430,357  $ 30,565  $ 265,799  $ —  $ 726,721 
Other investments:
Hedge funds $ —  $ —  $ —  $ 1,121,904  $ 1,121,904 
Fixed income funds —  398,143  —  82,896  481,039 
Equity funds —  111,040  —  299,109  410,149 
Private equity funds —  —  —  323,496  323,496 
CLO equities —  —  87,555  —  87,555 
CLO equity funds —  —  —  87,509  87,509 
Other —  34  314  6,031  6,379 
$ —  $ 509,217  $ 87,869  $ 1,920,945  $ 2,518,031 
Total Investments $ 430,357  $ 9,588,546  $ 353,668  $ 1,920,945  $ 12,293,516 
Cash and cash equivalents $ 144,984  $ 222,191  $ —  $ —  $ 367,175 
Reinsurance balances recoverable on paid and unpaid losses: $ —  $ —  $ 695,518  $ —  $ 695,518 
Other Assets:
Derivatives qualifying as hedging $ —  $ 642  $ —  $ —  $ 642 
Derivatives not qualifying as hedges —  1,369  —  —  1,369 
Derivative instruments $ —  $ 2,011  $ —  $ —  $ 2,011 
Losses and LAE: $ —  $ —  $ 2,621,122  $ —  $ 2,621,122 
Other Liabilities:
Derivatives qualifying as hedging $ —  $ 11,452  $ —  $ —  $ 11,452 
Derivatives not qualifying as hedges —  4,106  —  —  4,106 
Derivative instruments $ —  $ 15,558  $ —  $ —  $ 15,558 

176

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Valuation Methodologies of Financial Instruments Measured at Fair Value
Short-term and Fixed Maturity Investments
The fair values for all securities in the short-term and fixed maturity investments and funds held - directly managed portfolios are independently provided by the investment accounting service providers, investment managers and investment custodians, each of which utilize internationally recognized independent pricing services. We record the unadjusted price provided by the investment accounting service providers, investment managers or investment custodians and validate this price through a process that includes, but is not limited to: (i) comparison of prices against alternative pricing sources; (ii) quantitative analysis (e.g. comparing the quarterly return for each managed portfolio to its target benchmark); (iii) evaluation of methodologies used by external parties to estimate fair value, including a review of the inputs used for pricing; and (iv) comparing the price to our knowledge of the current investment market. Our internal price validation procedures and review of fair value methodology documentation provided by independent pricing services have not historically resulted in adjustment in the prices obtained from the pricing service.
The independent pricing services used by the investment accounting service providers, investment managers and investment custodians obtain actual transaction prices for securities that have quoted prices in active markets. Where we utilize single unadjusted broker-dealer quotes, they are generally provided by market makers or broker-dealers who are recognized as market participants in the markets for which they are providing the quotes. For determining the fair value of securities that are not actively traded, in general, pricing services use "matrix pricing" in which the independent pricing service uses observable market inputs including, but not limited to, reported trades, benchmark yields, broker-dealer quotes, interest rates, prepayment speeds, default rates and other such inputs as are available from market sources to determine a reasonable fair value.
The following describes the techniques generally used to determine the fair value of our short-term and fixed maturity investments by asset class, including the investments underlying the funds held - directly managed.
U.S. government and agency securities consist of securities issued by the U.S. Treasury and mortgage pass-through agencies such as the Federal National Mortgage Association, the Federal Home Loan Mortgage Corporation and other agencies. Non-U.S. government securities consist of bonds issued by non-U.S. governments and agencies along with supranational organizations. The significant inputs used to determine the fair value of these securities include the spread above the risk-free yield curve, reported trades and broker-dealer quotes. These are considered to be observable market inputs and, therefore, the fair values of these securities are classified as Level 2.
Corporate securities consist primarily of investment-grade debt of a wide variety of corporate issuers and industries. The fair values of these securities are determined using the spread above the risk-free yield curve, reported trades, broker-dealer quotes, benchmark yields, and industry and market indicators. These are considered observable market inputs and, therefore, the fair values of these securities are classified as Level 2. Where pricing is unavailable from pricing services, such as in periods of low trading activity or when transactions are not orderly, we obtain non-binding quotes from broker-dealers. Where significant inputs are unable to be corroborated with market observable information, we classify the securities as Level 3.
Municipal securities consist primarily of bonds issued by U.S.-domiciled state and municipal entities. The fair values of these securities are determined using the spread above the risk-free yield curve, reported trades, broker-dealer quotes and benchmark yields. These are considered observable market inputs and, therefore, the fair values of these securities are classified as Level 2.
Asset-backed securities consist primarily of investment-grade bonds backed by pools of loans with a variety of underlying collateral. Residential and commercial mortgage-backed securities include both agency and non-agency originated securities. Where pricing is unavailable from pricing services, we obtain non-binding quotes from broker-dealers. This is generally the case when there is a low volume of trading activity and current transactions are not orderly. The significant inputs used to determine the fair value of these securities include the spread above the risk-free yield curve, reported trades, benchmark yields, prepayment speeds and default rates. The fair values of these securities are classified as Level 2 if the significant inputs are market observable. Where significant inputs are unable to be corroborated with market observable information, we classify the securities as Level 3.
177

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Equities
Our investments in equities consist of a combination of publicly and privately traded investments. Our publicly traded equity investments in common and preferred stocks predominantly trade on major exchanges and are managed by our external advisors. Our exchange-traded funds also trade on major exchanges. Our publicly traded equities are widely diversified and there is no significant concentration in any specific industry. We use an internationally recognized pricing service to estimate the fair value of our publicly traded equities and exchange-traded funds. We have categorized the majority of our publicly traded equity investments, other than preferred stock, and our exchange-traded funds as Level 1 investments because the fair values of these investments are based on unadjusted quoted prices in active markets for identical assets. One equity security is trading in an inactive market and, as a result has been classified as Level 2. The fair value estimates of our investments in publicly traded preferred stock are based on observable market data and, as a result, have been categorized as Level 2.
Our privately held equity investments in common and preferred stocks are direct investments in companies that we believe offer attractive risk adjusted returns and/or offer other strategic advantages. Each investment may have its own unique terms and conditions and there may be restrictions on disposals. The market for these investments is illiquid and there is no active market. We use a combination of cost, internal models, reported values from co-investors/managers and observable inputs, such as capital raises and capital transactions between new and existing shareholders to calculate the fair value of the privately held equity investments. The fair value estimates of our investments in privately held equities are based on unobservable market data and, as a result, have been categorized as Level 3.
Other investments, at fair value
We have ongoing due diligence processes with respect to the other investments carried at fair value in which we invest, including active discussions with managers of the investments. These processes are designed to assist us in assessing the quality of information provided by, or on behalf of, each fund and in determining whether such information continues to be reliable or whether further review is warranted. Certain funds do not provide full transparency of their underlying holdings; however, we obtain the audited financial statements for funds annually and review the audited results relative to the net asset values provided by the managers, and regularly review and discuss the fund performance with the fund managers to corroborate the reasonableness of the reported net asset values ("NAV").
The use of NAV as an estimate of the fair value for investments in certain entities that calculate NAV is a permitted practical expedient. Due to the time lag in the NAV reported by certain fund managers we adjust the valuation for capital calls and distributions. Other investments measured at fair value using NAV as a practical expedient have not been classified in the fair value hierarchy. Other investments for which we do not use NAV as a practical expedient have been valued using prices from independent pricing services, investment managers and broker-dealers.
The following describes the techniques generally used to determine the fair value of our other investments.
For our investments in hedge funds, we measure fair value by obtaining the most recently available NAV as advised by the external fund manager or third-party administrator. The fair values of these investments are measured using the NAV as a practical expedient and therefore have not been categorized within the fair value hierarchy.
Our investments in fixed income funds and equity funds are valued based on a combination of prices from independent pricing services, external fund managers or third-party administrators. For the publicly available prices we have classified the investments as Level 2. For the non-publicly available prices we are using NAV as a practical expedient and therefore these have not been categorized within the fair value hierarchy.
For our investments in private equity funds, we measure fair value by obtaining the most recently available NAV from the external fund manager or third-party administrator. The fair values of these investments are measured using the NAV as a practical expedient and therefore have not been categorized within the fair value hierarchy.
We measure the fair value of our direct investment in CLO equities based on valuations provided by independent pricing services, our external CLO equity manager, and valuations provided by the broker or lead underwriter of the investment (the "broker"). The fair values measured using prices provided by independent pricing services have been classified as Level 2 and fair values using prices from brokers have
178

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
been classified as Level 3 due to the use of unobservable inputs in the valuation and the limited number of relevant trades in secondary markets.
For our investments in the CLO equity funds, we measure fair value by obtaining the most recently available NAV as advised by the external fund manager or third party administrator. The fair value of these investments is measured using the NAV as a practical expedient and therefore have not been categorized within the fair value hierarchy.
Our investments in private credit funds are primarily valued by obtaining the most recently available NAV from the external fund manager or third-party administrator. The fair values of these investments are measured using the NAV as a practical expedient and therefore have not been categorized within the fair value hierarchy. Included within private credit funds is a loan which is valued at cost less distributions received to date.
Included within other is an investment in a real estate debt fund, for which we measure fair value by obtaining the most recently available NAV from the external fund manager or third-party administrator. The fair value of this investment is measured using the NAV as a practical expedient and therefore has not been categorized within the fair value hierarchy.
Cash and Cash Equivalents
Cash equivalents are short-term, highly liquid investments that are readily convertible to known amounts of cash and are very close to maturity that they present insignificant risk of changes in value due to changes in interest rates. Included within cash and cash equivalents are money market funds, fixed interest deposits and highly liquid fixed maturity investments purchased with an original maturity of three months or less.
The majority of our cash and cash equivalents included within the fair value hierarchy are comprised of money market and liquid reserve funds which have been categorized as Level 1. Fixed interest deposits and highly liquid fixed maturity investments with an original maturity of three months or less have been categorized as Level 2. Operating cash balances are not subject to the recurring fair value measurement guidance and are therefore excluded from the fair value hierarchy.
Insurance Contracts - Fair Value Option
The Company uses an internal model to calculate the fair value of the liability for losses and loss adjustment expenses and reinsurance balances recoverable on paid and unpaid losses for certain retroactive reinsurance contracts where we have elected the fair value option. The fair value was calculated as the aggregate of discounted cash flows plus a risk margin. The discounted cash flow approach uses (i) estimated nominal cash flows based upon an appropriate payment pattern developed in accordance with standard actuarial techniques and (ii) a discount rate based upon a high quality rated corporate bond yield plus a credit spread for non-performance risk. The model uses corporate bond rates across the yield curve depending on the estimated timing of the future cash flows and specific to the currency of the risk. The risk margin was calculated using the present value of the cost of capital. The cost of capital approach uses (i) projected capital requirements, (ii) multiplied by the risk cost of capital representing the return required for non-hedgeable risk based upon the weighted average cost of capital less investment income and (iii) discounted using the weighted average cost of capital.
Derivative Instruments
The fair values of our derivative instruments, as described in Note 7 - "Derivatives and Hedging Instruments," are classified as Level 2. The fair values are based upon prices in active markets for identical contracts.
Level 3 Measurements and Changes in Leveling
Transfers into or out of levels are recorded at their fair values as of the end of the reporting period, consistent with the date of determination of fair value.
179

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Investments
The following tables present a reconciliation of the beginning and ending balances for all investments measured at fair value on a recurring basis using Level 3 inputs during the years ended December 31, 2020 and 2019:
2020
Privately-held Equities Other Investments Total
Beginning fair value $ 265,799  $ 87,869  $ 353,668 
Purchases 20,125  47,092  67,217 
Sales —  (1,289) (1,289)
Total realized and unrealized losses (11,183) (40,368) (51,551)
Transfer out of Level 3 into Level 2 —  (83,740) (83,740)
Ending fair value $ 274,741  $ 9,564  $ 284,305 
2019
Fixed maturity investments Privately-held Equities Other Investments Total
Corporate Residential mortgage-backed Commercial mortgage-backed Asset-backed
Beginning fair value $ 37,386  $ —  $ 7,389  $ 9,121  $ 228,710  $ 39,367  $ 321,973 
Purchases 184  —  —  —  30,713  56,908  87,805 
Sales (3,520) —  (784) (3,605) (2,016) (590) (10,515)
Total realized and unrealized gains (losses) 90  (1) 64  255  8,392  (7,816) 984 
Transfer into Level 3 from Level 2 3,535  102  1,515  21,024  —  —  26,176 
Transfer out of Level 3 into Level 2 (37,675) (101) (8,184) (26,795) —  —  (72,755)
Ending fair value $ —  $ —  $ —  $ —  $ 265,799  $ 87,869  $ 353,668 
Net realized and unrealized gains related to Level 3 assets in the table above are included in net realized and unrealized gains (losses) in our consolidated statements of earnings.
The securities transferred from Level 2 to Level 3 were transferred due to insufficient market observable inputs for the valuation of the specific assets. The transfers from Level 3 to Level 2 were based upon obtaining market observable information regarding the valuations of the specific assets.
Valuations Techniques and Inputs
The table below presents the quantitative information related to the fair value measurements for our privately held equity investments measured at fair value on a recurring basis using Level 3 inputs:
Quantitative Information about Level 3 Fair Value Measurements
Fair Value as of December 31, 2020 Valuation Techniques Unobservable Input
Average (1)
(in millions of U.S. dollars)
$ 230.3  Guideline company methodology Distribution waterfall
12.98
$ 54.0  Cost as approximation of fair value Cost as approximation of fair value
$ 284.3 
(1) The average represents the arithmetic average of the inputs and is not weighted by the relative fair value.
180

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Insurance Contracts - Fair Value Option
The following table presents a reconciliation of the beginning and ending balances for all insurance contracts measured at fair value on a recurring basis using Level 3 inputs during the years ended December 31, 2020 and 2019:
2020 2019
Liability for losses and LAE Reinsurance balances recoverable on paid and unpaid losses Net Liability for losses and LAE Reinsurance balances recoverable on paid and unpaid losses Net
Beginning fair value $ 2,621,122  $ 695,518  $ 1,925,604  $ 2,874,055  $ 739,591  $ 2,134,464 
Assumed business 1,526  (180,972) 182,498  9,218  —  9,218 
Incurred losses and LAE:
Reduction in estimates of ultimate losses (73,596) 59,478  (133,074) (32,690) (2,958) (29,732)
Reduction in unallocated LAE (17,484) —  (17,484) (19,915) —  (19,915)
Change in fair value 157,965  38,919  119,046  160,630  43,449  117,181 
Total incurred losses and LAE 66,885  98,397  (31,512) 108,025  40,491  67,534 
Paid losses (300,234) (101,326) (198,908) (416,770) (92,145) (324,625)
Effect of exchange rate movements 63,621  9,213  54,408  46,594  7,581  39,013 
Ending fair value $ 2,452,920  $ 520,830  $ 1,932,090  $ 2,621,122  $ 695,518  $ 1,925,604 
The net assumed business of $182.5 million in the current period relates to the Hannover Re novation transaction disclosed in Note 4 - "Significant New Business." Changes in fair value in the table above are included in net incurred losses and LAE in our consolidated statements of earnings.
The following table presents the components of the net change in fair value for the years ended December 31, 2020, 2019 and 2018:
2020 2019 2018
Changes in fair value due to changes in:
Duration $ 20,861  $ 22,719  $ 74,011 
Corporate bond yield 96,478  94,462  (71,031)
Weighted cost of capital (5,048) — 
Risk cost of capital 6,755  —  3,684 
Change in fair value $ 119,046  $ 117,181  $ 6,664 

Below is a summary of the quantitative information regarding the significant observable and unobservable inputs used in the internal model to determine fair value on a recurring basis as of December 31, 2020 and 2019:
2020 2019
Valuation Technique Unobservable (U) and Observable (O) Inputs Weighted Average Weighted Average
Internal model Corporate bond yield (O) A rated A rated
Internal model Credit spread for non-performance risk (U) 0.2% 0.2%
Internal model Risk cost of capital (U) 5.1% 5.1%
Internal model Weighted average cost of capital (U) 8.25% 8.5%
Internal model Duration - liability (U) 8.17 years 7.82 years
Internal model Duration - reinsurance balances recoverable on paid and unpaid losses (U) 8.23 years 8.68 years
The fair value of the liability for losses and LAE and reinsurance balances recoverable on paid and unpaid losses may increase or decrease due to changes in the corporate bond rate, the credit spread for non-performance risk, the risk cost of capital, the weighted average cost of capital and the estimated payment pattern as described
181

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
below:
An increase in the corporate bond rate or credit spread for non-performance risk would result in a decrease in the fair value of the liability for losses and LAE and reinsurance balances recoverable on paid and unpaid losses. Conversely, a decrease in the corporate bond rate or credit spread for non-performance risk would result in an increase in the fair value of the liability for losses and LAE and reinsurance balances recoverable on paid and unpaid losses.
An increase in the weighted average cost of capital would result in an increase in the fair value of the liability for losses and LAE and reinsurance balances recoverable on paid and unpaid losses. Conversely, a decrease in the weighted average cost of capital would result in a decrease in the fair value of the liability for losses and LAE and reinsurance balances recoverable on paid and unpaid losses.
An increase in the risk cost of capital would result in an increase in the fair value of the liability for losses and LAE and reinsurance balances recoverable on paid and unpaid losses. Conversely, a decrease in the risk cost of capital would result in a decrease in the fair value of the liability for losses and LAE and reinsurance balances recoverable on paid and unpaid losses.
The duration of the liability and recoverable is adjusted every period to reflect actual net payments during the period and expected future payments. An acceleration of the estimated payment pattern, a decrease in duration, would result in an increase in the fair value of the liability for losses and LAE and reinsurance balances recoverable on paid and unpaid losses. Conversely, a deceleration of the estimated payment pattern, an increase in duration, would result in a decrease in the fair value of the liability for losses and LAE and reinsurance balances recoverable on paid and unpaid losses.
In addition, the estimate of the capital required to support the liabilities is based upon current industry standards for capital adequacy. If the required capital per unit of risk increases, then the fair value of the liability for losses and LAE and reinsurance balances recoverable on paid and unpaid losses would increase. Conversely, a decrease in required capital would result in a decrease in the fair value of the liability for losses and LAE and reinsurance balances recoverable on paid and unpaid losses.
Disclosure of Fair Values for Financial Instruments Carried at Cost
Senior Notes
As of December 31, 2020, our 4.50% Senior Notes due 2022 (the "2022 Senior Notes") and our 4.95% Senior Notes due 2029 (the "2029 Senior Notes" and, together with the 2022 Senior Notes, the "Senior Notes") were carried at amortized cost of $349.3 million and $494.2 million, respectively, while the fair value based on observable market pricing from a third party pricing service was $362.4 million and $573.3 million, respectively. The Senior Notes are classified as Level 2.
Junior Subordinated Notes
As of December 31, 2020, our 5.75% Fixed-Rate Reset Junior Subordinated Notes due 2040 (the “Junior Subordinated Notes”) were carried at amortized cost of $344.8 million, while the fair value based on observable market pricing from a third party pricing service was $365.7 million. The Junior Subordinated Notes are classified as Level 2.
Insurance Contracts
Disclosure of fair value of amounts relating to insurance contracts is not required, except those for which we elected the fair value option, as described above.
Remaining Assets and Liabilities
Our remaining assets and liabilities were generally carried at cost or amortized cost, which due to their short-term nature approximates fair value as of December 31, 2020 and 2019.
182

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
13. PREMIUMS WRITTEN AND EARNED
The following tables provide a summary of net premiums written and earned for the years ended December 31, 2020, 2019 and 2018:
  2020 2019 2018
  Premiums
Written
Premiums
Earned
Premiums
Written
Premiums
Earned
Premiums
Written
Premiums
Earned
Run-off
Gross $ 5,191  $ 71,522  $ (25,069) $ 197,009  $ (8,910) $ 25,230 
Ceded (2,204) (12,827) (269) (28,513) (307) (15,803)
Net $ 2,987  $ 58,695  $ (25,338) $ 168,496  $ (9,217) $ 9,427 
Legacy Underwriting
Gross $ 546,792  $ 658,396  $ 683,722  $ 752,521  $ 826,442  $ 836,883 
Ceded (116,955) (144,999) (113,331) (116,970) (162,878) (150,531)
Net $ 429,837  $ 513,397  $ 570,391  $ 635,551  $ 663,564  $ 686,352 
Total
Gross $ 551,983  $ 729,918  $ 658,653  $ 949,530  $ 817,532  $ 862,113 
Ceded (119,159) (157,826) (113,600) (145,483) (163,185) (166,334)
Net $ 432,824  $ 572,092  $ 545,053  $ 804,047  $ 654,347  $ 695,779 
Gross premiums written for the year ended December 31, 2020 decreased by $106.7 million primarily due to StarStone International being placed into an orderly run-off, whereas gross premiums written for the year ended December 31, 2019 decreased by $158.9 million primarily due to StarStone's strategy to exit certain lines of business.
14. GOODWILL AND INTANGIBLE ASSETS
The following table presents a reconciliation of the beginning and ending goodwill and intangible assets, included within other assets in the consolidated balance sheets, for the years ended December 31, 2020 and 2019:
Goodwill Intangible
assets with
a definite life
Intangible assets with an indefinite life Total
Balance as of December 31, 2018 $ 109,807  $ 16,887  $ 67,131  $ 193,825 
Amortization —  (2,257) —  (2,257)
Balance as of December 31, 2019 $ 109,807  $ 14,630  $ 67,131  $ 191,568 
Amortization —  (1,524) —  (1,524)
Impairment losses (StarStone International) (1)
(8,000) —  (4,000) (12,000)
Reclassification to assets held-for-sale (Atrium) (2)
(38,848) (13,106) (63,131) (115,085)
Balance as of December 31, 2020
$ 62,959  $ —  $ —  $ 62,959 
(1) On June 10, 2020, we announced the StarStone International Run-Off. During the year ended December 31, 2020, we recognized impairment losses of $8.0 million related to the goodwill allocated to StarStone International and $4.0 million on StarStone's Lloyd's syndicate capacity.
(2) On August 13, 2020, we announced the Atrium Exchange Transaction, which resulted in the assets and liabilities of Atrium being classified as held-for-sale as of December 31, 2020. Refer to Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations" for further information.
183

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The gross carrying value, accumulated amortization and net carrying value of goodwill and intangible assets by segment and by type as of December 31, 2020 and 2019 was as follows:
  December 31, 2020 December 31, 2019
  Gross
carrying
value
Accumulated amortization Net
carrying
value
Gross
carrying
value
Accumulated amortization Net
carrying
value
Run-off segment:
Goodwill $ 62,959  $ —  $ 62,959  $ 62,959  $ —  $ 62,959 
Legacy Underwriting segment:
Goodwill —  —  —  46,848  —  46,848 
Intangible assets with a definite life:
Distribution channel —  —  —  20,000  (8,111) 11,889 
Brand —  —  —  7,000  (4,259) 2,741 
Intangible assets with an indefinite life:
Lloyd’s syndicate capacity —  —  —  37,031  —  37,031 
Management contract —  —  —  30,100  —  30,100 
Total Legacy Underwriting segment goodwill and intangible assets —  —  —  140,979  (12,370) 128,609 
Total goodwill and intangible assets $ 62,959  $ —  $ 62,959  $ 203,938  $ (12,370) $ 191,568 
The amortization recorded on the intangible assets of the Legacy Underwriting segment, prior to the reclassification of Atrium to held-for-sale, for the years ended December 31, 2020, 2019 and 2018 was $1.5 million, $2.3 million and $3.6 million, respectively.

15. DEBT OBLIGATIONS AND CREDIT FACILITIES
We utilize debt and credit facilities primarily for funding acquisitions and significant new business, investment activities and, from time to time, for general corporate purposes. Our debt obligations were as follows:
Facility Origination Date Term December 31, 2020 December 31, 2019
4.50% Senior Notes due 2022
March 10, 2017 5 years $ 349,253  $ 348,616 
4.95% Senior Notes due 2029
May 28, 2019 10 years 494,194  493,600 
Total Senior Notes 843,447  842,216 
5.75% Junior Subordinated Notes due 2040
August 26, 2020 20 years 344,812  — 
EGL Revolving Credit Facility August 16, 2018 5 years 185,000  — 
2018 EGL Term Loan Facility December 27, 2018 3 years —  348,991 
Total debt obligations $ 1,373,259  $ 1,191,207 
In 2020, we issued the Junior Subordinated Notes and fully repaid the 2018 EGL Term Loan Facility.
The table below provides a summary of the total interest expense for the years ended December 31, 2020, 2019 and 2018:
2020 2019 2018
Interest expense on debt obligations $ 57,974  $ 51,245  $ 25,205 
Amortization of debt issuance costs 1,331  953  537 
Funds withheld balances and other 343  (46)
Total interest expense $ 59,308  $ 52,541  $ 25,696 
184

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Senior Notes
We have issued two series of Senior Notes as shown in the table above. The Senior Notes are effectively subordinated to any of our secured indebtedness to the extent of the value of the assets securing such indebtedness, and structurally subordinated to all liabilities of our subsidiaries, including claims of policyholders. The 2022 Senior Notes and the 2029 Senior Notes bear interest at a fixed rate per annum, equal to 4.50% and 4.95%, respectively.
Both series of Senior Notes are rated BBB-. We may repurchase the 2029 Senior Notes at any time prior to three months prior to maturity of the 2029 Senior Notes, subject to the payment of a make-whole premium. After such date, we may repurchase the 2029 Senior Notes at a purchase price equal to 100% of the outstanding principal amount, plus accrued and unpaid interest. We do not have the right to repurchase the 2022 Senior Notes prior to their maturity.
We incurred costs of $2.9 million and $6.8 million in issuing the 2022 and 2029 Senior Notes, respectively. The unamortized costs as of December 31, 2020 were $0.7 million and $5.8 million, respectively.
Junior Subordinated Notes
5.75% Junior Subordinated Notes due 2040
On August 26, 2020, our wholly-owned subsidiary, Enstar Finance LLC ("Enstar Finance") issued the Junior Subordinated Notes in an aggregate principal amount of $350.0 million. The Junior Subordinated Notes bear interest (i) during the initial five-year period ending August 30, 2025, at a fixed rate per annual of 5.75% and (ii) during each five-year reset period thereafter beginning September 1, 2025, at a fixed rate per annum equal to the five-year U.S. treasury rate calculated as of two business days prior to the beginning of such five-year period plus 5.468%.
The Junior Subordinated Notes are rated BB+ and are unsecured junior subordinated obligations of Enstar Finance. The Junior Subordinated Notes are fully and unconditionally guaranteed by us on an unsecured and junior subordinated basis. These debt securities of Enstar Finance are effectively subordinated to the obligations of our other subsidiaries.
Subject to certain requirements and during certain time periods, Enstar Finance may repurchase the Junior Subordinated Notes, in whole or in part, at any time, at a repurchase price equal to at least 100% of the principal amount, plus accrued and unpaid interest.
We incurred costs of $5.2 million in issuing the Junior Subordinated Notes. The unamortized costs as of December 31, 2020 were $5.2 million.
EGL Revolving Credit Facility
On August 16, 2018, we entered into a five-year, unsecured $600.0 million revolving credit agreement. We may request additional commitments under the facility up to an additional $400.0 million, which the existing lenders in their discretion or new lenders may provide, in each case subject to the terms of the agreement. To date, we have not requested any additional commitments under the facility.
As of December 31, 2020, we were permitted to borrow up to an aggregate of $600.0 million under the revolving credit facility. As of December 31, 2020, there was $415.0 million of available unutilized capacity under the facility. Subsequent to December 31, 2020, we borrowed an additional $20.0 million and repaid $30.0 million, increasing the unutilized capacity under the facility to $425.0 million.
We pay interest on loans borrowed under the facility at a per annum rate comprising a reference rate determined based on the type of loan we borrow plus a margin based on the Company's long term senior unsecured debt ratings. The applicable reference rate is adjusted base rate for base rate loans and adjusted LIBOR for LIBOR loans. The applicable margin varies based upon changes to our long term senior unsecured debt ratings assigned by S&P or Fitch. We pay interest quarterly for base rate loans and as frequently as monthly for LIBOR loans, depending on the applicable interest period. We also pay a commitment fee based on the average daily unutilized capacity under the facility. If an event of default occurs, the interest rate may increase and the agent may, and at the request of the required lenders shall, terminate lender commitments and demand early repayment of any outstanding loans borrowed under the facility.
185

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
We are subject to business and financial covenants under the revolving credit agreement. Business covenants include limitations on indebtedness and guarantees; liens; mergers, consolidations and other fundamental changes; dispositions; and investments and acquisitions, in each case subject to certain exceptions. Generally, the financial covenants require us to maintain a gearing ratio of consolidated indebtedness to total capitalization of not greater than 0.35 to 1.0 and to maintain a consolidated net worth of not less than the aggregate of (i) $2.3 billion, (ii) 50% of net income available for distribution to our ordinary shareholders at any time after August 16, 2018, and (iii) 50% of the proceeds of any common stock issuance made after August 16, 2018. In addition, we must maintain eligible capital in excess of the enhanced capital requirement imposed on us by the Bermuda Monetary Authority pursuant to the Insurance (Group Supervision) Rules 2011 of Bermuda. We are in compliance with the covenants of the revolving credit facility.
2018 EGL Term Loan Facility
On December 27, 2018, we entered into and fully utilized a three-year, unsecured $500.0 million term loan. During 2019, we repaid $150.0 million, and during 2020, we repaid the remaining $350.0 million and terminated the facility.
Maturities
As of December 31, 2020, the amount of outstanding debt obligations that will become due in each of the next five years and thereafter was as follows: 2021, $0; 2022, $350.0 million; 2023, $185.0 million; 2024, $0; and thereafter, $850.0 million.
Letters of Credit
We utilize unsecured and secured letters of credit to support certain of our (re)insurance performance obligations.
$275.0 million Funds at Lloyd's Letter of Credit Facility
On November 5, 2020, we amended and restated our Fund's at Lloyd's letter of credit facility to reduce its capacity to $275.0 million (with the right to request additional commitments under the facility in an aggregate amount not to exceed $75.0 million) and extended its term by two years. We use letters of credit under this facility to satisfy a portion of our Funds at Lloyd's requirements, and letters of credit issued under the facility will expire at the end of 2025. As of December 31, 2020 and December 31, 2019, our combined Funds at Lloyd's comprised cash and investments of $260.9 million and $639.3 million, respectively, and unsecured letters of credit of $210.0 million and $252.0 million, respectively.
$120.0 million Letter of Credit Facility
We use this facility to provide collateral support for certain reinsurance obligations of our subsidiaries. We may request additional commitments under the facility in an aggregate amount not to exceed $60.0 million, which the existing lender in its discretion or new lenders may provide, in each case subject to the terms of the agreement. As of December 31, 2020 and December 31, 2019, The aggregate amount of letters of credit issued under the facility was $115.7 million and $115.3 million, respectively.
$800.0 million Syndicated Letter of Credit Facility
On August 4, 2020, we increased the total commitments available under this facility by an aggregate amount of $40.0 million, bringing the total size of the facility to $800.0 million. We use this facility to collateralize certain reinsurance obligations. As of December 31, 2020 and December 31, 2019, the aggregate amount of letters of credit issued under the facility was $587.1 million and $608.0 million, respectively. The December 31, 2020 amount has been revised from $424.1 million that was previously disclosed in our 2020 Annual Report on Form 10-K filed on March 1, 2021. This correction has no material impact on our consolidated financial statements and is not considered material to previously issued financial statements.
$65.0 million Letter of Credit Facility
On August 4, 2020, we entered into a $65.0 million letter of credit facility agreement pursuant to which we issued a letter of credit to collateralize a portion of our reinsurance obligations relating to our novation transaction with Hannover Re, which we completed on August 6, 2020, as discussed in Note 4 - "Significant New Business". As of December 31, 2020, the aggregate amount of letters of credit issued under the facility was $61.0 million.
186

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Subsidiary Capital Letters of Credit
We also utilize unsecured and secured letters of credit to support the regulatory capital requirements of certain of our subsidiaries.
$100.0 million Bermuda Letter of Credit Facility
On December 22, 2017, we entered into a $100.0 million subsidiary capital letter of credit facility agreement. The letter of credit issued under the agreement qualifies as eligible capital for one of our Bermuda regulated subsidiaries. As of December 31, 2020, the aggregate face amount of letters of credit under the facility was $100.0 million.
GBP £32.0 million United Kingdom Letter of Credit Facility
On December 8, 2020, we entered into a £32.0 million ($43.7 million) subsidiary capital letter of credit facility agreement. The letter of credit issued under the agreement qualifies as Ancillary Own Funds capital for one of our U.K. regulated subsidiaries. As of December 31, 2020, the aggregate face amount of letters of credit under the facility was $43.7 million.
16. NONCONTROLLING INTEREST
We have both redeemable noncontrolling interest ("RNCI") and noncontrolling interest ("NCI") on our consolidated balance sheets. RNCI with redemption features that are not solely within our control are classified within temporary equity in the consolidated balance sheets and carried at redemption value, which is fair value. The change in fair value is recognized through retained earnings as if the balance sheet date were also the redemption date. In addition, we also have NCI, which does not have redemption features and is classified within equity in the consolidated balance sheets.
Redeemable Noncontrolling Interest
RNCI as of December 31, 2020 and 2019 comprised the ownership interests held by the Trident V Funds (39.3%) and the Dowling Funds (1.7%) in our subsidiary North Bay. As discussed in Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations," North Bay owned our investments in Northshore, the holding company that owns Atrium and Arden, and SSHL, the holding company for the StarStone group.
The following is a reconciliation of the beginning and ending carrying amount of the equity attributable to the RNCI for the years ended December 31, 2020 and 2019: 
2020 2019
Balance at beginning of year $ 438,791  $ 458,543 
Capital contributions —  13,127 
Dividends paid —  (11,556)
Net losses attributable to RNCI (27,512) (12,029)
Change in unrealized gains (losses) on AFS investments attributable to RNCI 1,517  (126)
Change in currency translation adjustments attributable to RNCI (1,397) 10 
Change in redemption value of RNCI (46,224) (9,178)
Cumulative effect of change in accounting principle attributable to RNCI (1)
261  — 
Balance at end of year $ 365,436  $ 438,791 
(1) The Company adopted ASU 2016-13 and the related amendments on January 1, 2020. Refer to Note 2 - "Significant Accounting Policies" for further details.
We carried the RNCI at its estimated redemption value, which is fair value, as of December 31, 2020 and 2019. The decrease in the year ended December 31, 2020 included $27.5 million of net losses attributable to RNCI primarily arising on StarStone and which result from COVID-19 related net underwriting losses and exit costs associated with the decision to place StarStone International into run-off, partially offset by the gain on sale of StarStone U.S.; and $46.2 million due to change in redemption value. The redemption value decreased as a result of the StarStone International Run-Off decision and the agreement to sell both StarStone U.S and Northshore.
Following the completion of the Atrium Exchange Transaction on January 1, 2021, as described in Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations," we will deconsolidate the RNCI relating to Northshore in the first quarter of 2021, and thereafter the remaining RNCI will be for StarStone International.
Refer to Note 23 - "Commitments and Contingencies" for additional information regarding RNCI.
187

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Noncontrolling Interest
As of December 31, 2020 and 2019, we had $13.6 million and $14.2 million, respectively, of NCI primarily related to external interests in three of our subsidiaries. A reconciliation of the beginning and ending carrying amount of the equity attributable to NCI is included in the consolidated statement of changes in shareholders equity.
17. SHAREHOLDERS' EQUITY
As of December 31, 2020 and 2019, the authorized share capital was 111,000,000 ordinary shares ("Voting Ordinary Shares") and non-voting convertible ordinary shares ("Non-Voting Ordinary Shares"), each of par value $1.00 per share, and 45,000,000 preferred shares of par value $1.00 per share.
Voting Ordinary Shares
Our Voting Ordinary Shares are listed and trade under the "ESGR" ticker symbol on the NASDAQ Global Select Market. Each Voting Ordinary Share entitles the holder thereof to one vote.
Share Repurchases
On March 9, 2020, our Board of Directors adopted a stock trading plan for the purpose of repurchasing a limited number of our Company’s ordinary shares, not to exceed $150.0 million in aggregate (the "Repurchase Program"). On March 23, 2020, we suspended our Repurchase Program due to uncertainty from the COVID-19 pandemic. The Repurchase Program resumed on September 21, 2020 and expires on March 1, 2021.
From inception to December 31, 2020, we repurchased 178,280 ordinary shares at an average price of 145.87, for an aggregate price of $26.0 million under the Repurchase Program. As of December 31, 2020, the remaining capacity under the Repurchase Program was $124.0 million. We did not repurchase any shares subsequent to December 31, 2020.
Joint Share Ownership Plan
On January 21, 2020, 565,630 Voting Ordinary Shares were issued to the trustee of the Enstar Group Limited Employee Benefit Trust (the "EB Trust"). Voting rights in respect of shares held in the EB Trust have been contractually waived. We have consolidated the EB Trust, and shares held in the EB Trust are classified like treasury shares as contra-equity in our consolidated balance sheet. The EB Trust supports awards made under our Joint Share Ownership Plan, as described in Note 19 - "Share-Based Compensation and Pensions."
Shares issued in acquisition of KaylaRe
On May 14, 2018, 1,501,778 Voting Ordinary Shares were issued as consideration for the acquisition of KaylaRe Holdings Ltd, as described in Note 3 - "Business Acquisitions".
Non-Voting Ordinary Shares
The Non-Voting Ordinary Shares are comprised of several different series as of December 31, 2020:
the Series C shares were originally issued in connection with investment transactions in April and December of 2011 and on exercise of warrants in March 2017. The Series C shares: (i) have all of the economic rights (including dividend rights) attaching to Voting Ordinary Shares but are non-voting except in certain limited circumstances; (ii) will automatically convert at a one-for-one exchange ratio (subject to adjustment for share splits, dividends, recapitalizations, consolidations or similar transactions) into Voting Ordinary Shares if the registered holder transfers them in a widely dispersed offering; (iii) may only vote on certain limited matters that would constitute a variation of class rights and as required under Bermuda law, provided that the aggregate voting power of the Series C shares with respect to any merger, consolidation or amalgamation will not exceed 0.01% of the aggregate voting power of our issued share capital; and (iv) require the registered holders’ written consent in order to vary the rights of the shares in a significant and adverse manner.
the Series B and Series D shares were created in connection with the 2011 investment transactions, but no shares in these series are issued and outstanding. Holders of the Series C shares have the right to convert such shares, on a share-for-share basis, subject to certain adjustments, into Series D shares at their option. There is no economic difference in Series B, C or D shares, but there are slight differences in the conversion rights and the limited voting rights of each series.
there were 910,010 Series E shares issued and outstanding as of December 31, 2020. On May 14, 2018, 505,239 Series E non-voting shares were issued as consideration for the acquisition of KaylaRe Holdings Ltd, as described in Note 3 - "Business Acquisitions". The Series E shares have substantially the same rights as the Series C shares, except that (i) they are convertible only into Voting Ordinary Shares and (ii)
188

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
they may only vote as required under Bermuda law. The Series E shares include all other Non-Voting Ordinary Shares authorized under our bye-laws but not classified as Series A, B, C or D Non-Voting Ordinary Shares.
Warrants
As of December 31, 2020, there were warrants outstanding to acquire 175,901 Series C Non-Voting Ordinary Shares for an exercise price of $115.00 per share, subject to certain adjustments (the "Warrants"). The Warrants were issued in April 2011 and expire in April 2021.
Series C Preferred Shares
As of December 31, 2020, there were 388,571 Series C Participating Non-Voting Perpetual Preferred Shares ("Series C Preferred Shares") issued and held by one of our wholly-owned subsidiaries. The Series C Preferred Shares (i) upon liquidation, dissolution or winding up of the Company, entitle their holders to a preference over holders of our ordinary voting and non-voting shares of an amount equal to $0.001 per share with respect to surplus assets and (ii) are non-voting except in certain limited circumstances. The Series C Preferred shares have dividend rights equal to those of the ordinary voting shares, subject to certain limitations and in an amount determined by a "participation rate" that is generally reflective of the reduction in the number of Series C Preferred Shares issued in exchange for the previously outstanding Series A Shares. The Series C Preferred Shares otherwise rank on parity with the ordinary voting and non-voting shares, and they rank senior to each other class or series of share capital, unless the terms of any such class or series shall expressly provide otherwise.

Series D Preferred Shares
On June 28, 2018, the Company raised $400.0 million of gross proceeds through the public offering of 16,000 shares of its 7.00% non-cumulative fixed-to-floating rate Series D perpetual preferred shares ("Series D Preferred Shares") (equivalent to 16,000,000 depositary shares, each of which represents a 1/1,000th interest in a Series D Preferred Share), $1.00 par value and $25,000 liquidation preference (the "Liquidation Preference") per share (equivalent to $25.00 per depositary share). The depositary shares are listed and trade under the "ESGRP" ticker symbol on the NASDAQ Global Select Market. The Series D Preferred Shares are not redeemable prior to September 1, 2028, except in specified circumstances as described in the prospectus supplement relating to the offering. On and after September 1, 2028, the Series D Preferred Shares, represented by the depositary shares, will be redeemable at the Company’s option, in whole or from time to time in part, at a redemption price equal to $25,000 per Series D Preferred Share (equivalent to $25.00 per depositary share), plus any declared and unpaid dividends.
Series E Preferred Shares
On November 21, 2018, the Company raised $110.0 million of gross proceeds through the public offering of 4,400 shares of its 7.00% fixed rate non-cumulative Series E perpetual preferred shares ("Series E Preferred Shares") (equivalent to 4,400,000 depositary shares, each of which represents a 1/1,000th interest in a Series E Preferred Share), $1.00 par value and $25,000 liquidation preference (the "Series E Liquidation Preference") per share (equivalent to $25.00 per depositary share). The depositary shares are listed and trade under the "ESGRO" ticker symbol on the NASDAQ Global Select Market. The Series E Preferred Shares are not redeemable prior to March 1, 2024, except in specified circumstances as described in the prospectus supplement relating to the offering. On and after March 1, 2024, the Series E Preferred Shares, represented by the depositary shares, will be redeemable at the Company’s option, in whole or from time to time in part, at a redemption price equal to $25,000 per Series E Preferred Share (equivalent to $25.00 per depositary share), plus any declared and unpaid dividends.
Dividends on Preferred Shares
Holders of Series D and Series E Preferred Shares are entitled to receive, only when, as and if declared, non-cumulative cash dividends, paid quarterly in arrears on the 1st day of March, June, September and December of each year, commencing on September 1, 2018 for the Series D Preferred Shares and March 1, 2019 for the Series E Preferred Shares, of 7.00% per annum. Commencing on September 1, 2028, the Series D Preferred Shares will convert to a floating rate basis and dividends will be payable on a non-cumulative basis, when, as and if declared, at three-month LIBOR plus 4.015% per annum. Dividends that are not declared will not accumulate and will not be payable. During the years ended December 31, 2020, 2019 and 2018, we declared and paid dividends on Series D Preferred Shares of $28.0 million, $28.0 million and $12.1 million, respectively. During the years ended December 31, 2020 and 2019, we declared and paid dividends on Series E Preferred Shares of $7.7 million and $7.9 million,
189

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
respectively. On February 5, 2021, we declared $7.0 million and $1.9 million of dividends on the Series D and E Preferred Shares, respectively, to be paid on March 1, 2021 to shareholders of record as of February 15, 2021.
Any payment of dividends must be approved by our Board of Directors. Our ability to pay dividends is subject to certain restrictions, as described in Note 22 - "Dividend Restrictions and Statutory Financial Information".
Accumulated Other Comprehensive Income
The following table presents a roll forward of accumulated other comprehensive income (loss):
Unrealized gains (losses) arising during the year Cumulative Currency Translation Adjustment Defined Benefit Pension Liability Total
Balance, December 31, 2017, net of tax $ 2,440  $ 11,171  $ (3,143) $ 10,468 
Unrealized gains (losses) on fixed income available-for-sale investments arising during the year (2,284) —  —  (2,284)
Reclassification adjustment for net realized (gains) losses included in net earnings 63  —  —  63 
Change in currency translation adjustment —  (202) —  (202)
Decrease in defined benefit pension liability —  —  2,156  2,156 
Total other comprehensive income (loss) (2,221) (202) 2,156  (267)
Other comprehensive (income) loss attributable to RNCI 222  17  —  239 
Balance, December 31, 2018, net of tax 441  10,986  (987) 10,440 
Unrealized gains (losses) on fixed income available-for-sale investments arising during the year 2,896  —  —  2,896 
Reclassification adjustment for net realized (gains) losses included in net earnings (3,894) —  —  (3,894)
Change in currency translation adjustment —  (2,428) —  (2,428)
Decrease in defined benefit pension liability —  —  42  42 
Total other comprehensive income (loss) (998) (2,428) 42  (3,384)
Other comprehensive (income) loss attributable to RNCI 125  (10) —  115 
Balance, December 31, 2019, net of tax (432) 8,548  (945) 7,171 
Unrealized gains (losses) on fixed income available-for-sale investments arising during the year 104,924  —  —  104,924 
Reclassification adjustment for change in allowance for credit losses recognized in net earnings (509) —  —  (509)
Reclassification adjustment for net realized (gains) losses included in net earnings (18,033) —  —  (18,033)
Reclassification to earnings on disposal of subsidiary (11,856) 34  —  (11,822)
Change in currency translation adjustment —  (2,103) —  (2,103)
Decrease in defined benefit pension liability —  —  1,152  1,152 
Total other comprehensive income (loss) 74,526  (2,069) 1,152  73,609 
Other comprehensive (income) loss attributable to RNCI (1,518) 1,397  —  (121)
Balance, December 31, 2020, net of tax $ 72,576  $ 7,876  $ 207  $ 80,659 

190

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The following table presents details about the tax effects allocated to each component of other comprehensive income (loss):
Before Tax Amount Tax (Expense) Benefit Net of Tax Amount
Twelve months ended December 31, 2020
Unrealized gains (losses) on fixed income available-for-sale investments arising during the year $ 115,610  $ (10,686) $ 104,924 
Reclassification adjustment for change in allowance for credit losses recognized in net earnings (499) (10) (509)
Reclassification adjustment for net realized (gains) losses included in net earnings (19,766) 1,733  (18,033)
Reclassification to earnings on disposal of subsidiary (15,008) 3,152  (11,856)
Change in currency translation adjustment (2,294) 191  (2,103)
Reclassification to earnings on disposal of subsidiary 34  —  34 
Decrease in defined benefit pension liability 1,097  55  1,152 
Other comprehensive income (loss) $ 79,174  $ (5,565) $ 73,609 
In the year ended December 31, 2019 and 2018, the deferred tax (expense) benefit associated with items reported in other comprehensive income (loss) was subject to a full valuation allowance. For information on valuation allowances on deferred tax assets, refer to “Assessment of Valuation Allowance on Deferred Tax Assets” within Note 20 - "Income Taxation."
The following table presents details amounts reclassified from accumulated other comprehensive income:
Details about AOCI components 2020 2019 2018 Affected Line Item in Statement where Net Earnings are presented
Unrealized gains (losses) on fixed income available-for-sale investments $ 18,682  $ 3,894  $ (63) Net realized and unrealized gains (losses)
16,591  —  —  Net earnings from discontinued operations
35,273  3,894  (63) Total before tax
(4,875) —  —  Income tax (expense)
30,398  3,894  (63) Net of tax
Currency translation adjustment on disposal of subsidiary (34) —  —  Net earnings from discontinued operations
Total reclassifications for the period, net of tax $ 30,364  $ 3,894  $ (63)

191

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
18. EARNINGS PER SHARE
The following table sets forth the computation of basic and diluted net earnings per ordinary share for the years ended December 31, 2020, 2019 and 2018:
2020 2019 2018
Numerator:
Earnings (loss) per share attributable to Enstar ordinary shareholders:
Net earnings (loss) from continuing operations(1)
$ 1,711,810  $ 897,825  $ (163,232)
Net earnings from discontinued operations(2)
7,534  4,350  878 
Net earnings (loss) attributable to Enstar ordinary shareholders $ 1,719,344  $ 902,175  $ (162,354)
Denominator:
Weighted-average ordinary shares outstanding — basic(3)
21,551,408  21,482,617  20,698,310 
Effect of dilutive securities:
Share-based compensation plans(4)
208,293 227,878 129,746
Warrants 58,593 64,571 76,120 
Weighted-average ordinary shares outstanding — diluted 21,818,294  21,775,066  20,904,176 
Earnings (loss) per share attributable to Enstar ordinary shareholders:
Basic:
Net earnings (loss) from continuing operations $ 79.43  $ 41.80  $ (7.89)
Net earnings from discontinued operations 0.35  0.20  0.05 
Net earnings (loss) per ordinary share $ 79.78  $ 42.00  $ (7.84)
Diluted (5):
Net earnings (loss) from continuing operations $ 78.45  $ 41.23  $ (7.89)
Net earnings from discontinued operations 0.35  0.20  0.05 
Net earnings (loss) per ordinary share $ 78.80  $ 41.43  $ (7.84)
(1) Net earnings (loss) from continuing operations attributable to Enstar ordinary shareholders equals net earnings (loss) from continuing operations, plus net loss (earnings) from continuing operations attributable to noncontrolling interest, less dividends on preferred shares.
(2) Net earnings (loss) from discontinued operations attributable to Enstar ordinary shareholders equals net earnings (loss) from discontinued operations, net of income taxes, plus net loss (earnings) from discontinued operations attributable to noncontrolling interest; refer to Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations" for a breakdown by period.
(3) Weighted-average ordinary shares for basic earnings per share includes ordinary shares (voting and non-voting) but excludes ordinary shares held in the EB Trust in respect of JSOP awards.
(4) Share-based dilutive securities include restricted shares, restricted share units, and performance share units. Certain share-based compensation awards, including the ordinary shares held in the EB Trust in respect of JSOP awards, were excluded from the calculation for the year ended December 31, 2020 because they were anti-dilutive.
(5) During a period of loss, the basic weighted average ordinary shares outstanding is used in the denominator of the diluted loss per ordinary share computation as the effect of including potentially dilutive securities would be anti-dilutive.
192

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
19. SHARE-BASED COMPENSATION AND PENSIONS
Share-based compensation
The 2016 and 2006 Equity Incentive Plans are our primary share-based compensation plans. We also maintain other share-based compensation plans as discussed below. The table below provides a summary of the compensation costs for all of our share-based compensation plans for the years ended December 31, 2020, 2019 and 2018:
2020 2019 2018
Share-based compensation plans:
Restricted shares and restricted share units $ 8,286  $ 6,564  $ 7,641 
Performance share units 12,678  23,582  1,968 
Cash-settled stock appreciation rights 215  2,575  (3,316)
Joint share ownership plan expense 4,296  —  — 
Other share-based compensation plans:
Northshore/Atrium incentive plan 971  3,652  2,792 
StarStone incentive plan (223) 223  — 
Deferred compensation and ordinary share plan for non-employee directors 1,183  992  1,155 
Employee share purchase plan 339  411  430 
Total share-based compensation $ 27,745  $ 37,999  $ 10,670 
The associated tax benefit recorded to income tax expense in the Consolidated statement of operations was $2.7 million, $2.9 million and $1.9 million for the years ended December 31, 2020, 2019 and 2018, respectively.
Restricted Shares and Restricted Share Units
Restricted shares and restricted share units are service awards that typically vest over three years. These awards are share-settled and are recorded in additional paid-in capital on the consolidated balance sheets. The fair value of these awards is measured at the grant date and expensed over the service period. The following table summarizes the activity related to restricted shares and restricted share awards during 2020:
  Number of Shares Weighted-Average Share Price
Nonvested — January 1 64,572  $180.49
Granted 70,012  152.28
Vested (38,961) 174.93
Forfeited (373) 177.73
Nonvested — December 31 95,250  161.60
The unrecognized compensation cost related to our unvested restricted share and restricted share unit awards as of December 31, 2020 was $7.9 million. This cost is recognizable over the next 2.07 years, which is the weighted average contractual life.
Performance Share Units ("PSUs")
PSUs are share-settled and vest following the end of the three-year performance period. The number of shares to vest will be determined by a performance adjustment based on either (i) the change in fully diluted book value per share ("FDBVPS") over three years, or (ii) average annual non-GAAP operating income return on equity, excluding StarStone.
Performance Share Units based on FDBVPS
The following table summarizes the awards granted, the vested and unvested PSU awards at December 31, 2020, and the performance criteria and associated performance multipliers at various levels of achievement.
193

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Grant Year Inception-to-date Activity Roll-forward Performance Criteria:
Change in FDBVPS (3 year)
Performance Multiplier
Levels Per Award Agreements
PSUs Granted
at Target
Forfeited Estimated Change in Multiplier Vested Unvested at December 31, 2020 Threshold Target Target + Maximum Threshold Target Target + Maximum
2017 36,321  (12,267) 9,527  (33,581) —  20.00  % 30.00  % N/A 40.00  % 50.00  % 100.00  % N/A 150.00  %
2017 91,875  —  18,100  (109,975) —  30.30  % 35.65  % N/A 41.00  % 50.00  % 100.00  % N/A 150.00  %
2018 39,682  (12,545) 10,218  (6,700) 30,655  25.00  % 32.50  % N/A 40.00  % 50.00  % 100.00  % N/A 150.00  %
2019 18,308  (1,758) 7,835  (881) 23,504  20.00  % 30.00  % N/A 40.00  % 60.00  % 100.00  % N/A 150.00  %
2020 22,591  (2,151) —  (701) 19,739  25.00  % 32.50  % N/A 40.00  % 60.00  % 100.00  % N/A 150.00  %
2020 52,948  —  —  —  52,948  33.10  % 36.80  % 44.30  % 52.10  % 50.00  % 100.00  % 150.00  % 200.00  %
261,725  (28,721) 45,680  (151,838) 126,846 

For each type of PSU based on FDBVPS, a change in the FDBVPS Performance Criteria at each of Threshold, Target and Maximum will result in the application of the respective Threshold, Target and Maximum Performance Multiplier and a settlement of awards at that level. In addition, for the 2020 FDBVPS Type II award, a change in the FDBVPS Performance Criteria at "Target +" will result in the application of the "Target +" Performance Multiplier. Straight-line interpolation applies within these ranges, and no settlement occurs if the increase in FDBVPS is less than the Threshold.
Performance Share Units based on Average Annual Non-GAAP Operating Income Return on Equity ("Operating ROE")
The following table summarizes the awards granted, the vested and unvested units at December 31, 2020, and the performance criteria and associated performance multipliers at various levels of achievement.
Grant Year Inception-to-date Activity Roll-forward Performance Criteria:
Average Annual Operating ROE
Performance Multiplier
Levels Per Award Agreements
PSUs Granted
at Target
Forfeited Estimated Change in Multiplier Vested Unvested at December 31, 2020 Threshold Target Maximum Threshold Target Maximum
2019 18,308  (1,756) 7,811  (930) 23,433  9.60  % 12.00  % 14.40  % 60.00  % 100.00  % 150.00  %
2020 22,560  (2,151) —  (701) 19,708  9.60  % 12.00  % 14.40  % 60.00  % 100.00  % 150.00  %
40,868  (3,907) 7,811  (1,631) 43,141 

Annual Operating ROE is calculated based upon the non-GAAP operating income return on opening shareholder's equity, excluding StarStone. Average Annual Operating ROE is the sum of the three individual year annual operating ROE %'s divided by three. An Average Annual Operating ROE of Target to Maximum or more results in a settlement of 100% to a maximum of 150% of the units granted, respectively. An Average Annual Operating ROE of Threshold to Target results in a settlement of 60% to 100%. Straight-line interpolation applies within these ranges and no settlement occurs if the Average Annual Operating ROE is less than the Threshold.
Performance Multipliers
For expense purposes we assume a Target vesting at the initial time of award. At the end of each reporting period, we estimate the expected performance multiplier, as shown in the table below:
Award Description 2020 2019 2018
2017 FDBVPS Type I (30.00% Target Change) 139% (1) 139% 50%
2017 FDBVPS Type II (35.65% Target Change) 120% (1) 120% 50%
2018 FDBVPS 150% (1) 100% 50%
2019 FDBVPS 150% 100% N/A
2019 Average Operating ROE 150% 100% N/A
2020 FDBVPS Type I (32.50% Target Change) 100% N/A N/A
2020 Average Operating ROE 100% N/A N/A
2020 FDBVPS Type II (36.80% Target Change) 100% N/A N/A
(1) Multipliers for the 2017 and 2018 awards are the final achieved terms.
194

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The unrecognized compensation cost related to our unvested PSU share awards as of December 31, 2020 was $14.4 million. This cost is recognizable over the next 1.9 years, which is the weighted average contractual life.
Roll-forward of Performance Share Units
The following table summarizes the activity related to PSUs during 2020:
  Number of
Shares
Weighted-Average Share Price
Nonvested — January 1 206,949  $185.61
Granted 98,099  167.94
Change in performance multiplier 25,850  179.71
Vested (153,469) 187.24
Forfeited (7,442) 146.76
Nonvested — December 31 169,987  174.10
Cash-Settled Stock Appreciation Rights
Cash-settled stock appreciation right awards ("SARs") give the holder the right, upon exercise, to receive in cash the difference between the market price per share of our ordinary shares at the time of exercise and the exercise price of the SARs. The exercise price of each SAR is equal to the market price of our ordinary shares on the date of the grant. Vested SARs are exercisable for periods not to exceed either 4 years or 10 years from the date of grant. We have not granted any new SARs since 2015.
The following table summarizes the activity related to SARs during 2020:
  Number of SARs Weighted-Average Exercise Price of SARs Weighted-Average Expected Term (in years)
Aggregate Intrinsic  Value(1)
Balance, beginning of year 89,227  $ 143.33 
Exercised (12,793) 136.94 
Balance, end of year 76,434  144.40  1.90 $ 4,623 
(1) The aggregate intrinsic value is calculated as the pre-tax difference between the exercise price of the underlying share awards and the closing price per share of our ordinary shares of $204.89 on December 31, 2020.
Compensation expense for SARs is based on the estimated fair value on the date of grant using the Black-Scholes valuation model, which requires the use of subjective assumptions related to the expected stock price volatility, expected term, expected dividend yield and risk-free interest rate. SARs are liability-classified awards for which compensation expense and the liability are re-measured using the then-current Black Scholes assumptions at each interim reporting date based upon the portion of the requisite service period rendered. There was no unrecognized compensation cost related to our SARs as of December 31, 2020.
The following table sets forth the assumptions used to estimate the fair value of the SARs using the Black-Scholes option valuation model as of December 31, 2020, 2019 and 2018:
  2020 2019 2018
Weighted-average fair value per SAR $ 78.47  $ 76.03  $ 45.85 
Weighted-average volatility 49.43  % 19.75  % 18.94  %
Weighted-average risk-free interest rate 0.15  % 1.64  % 2.72  %
Dividend yield 0.00  % 0.00  % 0.00  %
Joint Share Ownership Plan
Under the JSOP, we have the ability to make equity awards to our U.K.-based staff through which a recipient acquires jointly held interests in a set number of our Voting Ordinary Shares together with the independent trustee of the EB Trust at fair market value, pursuant to the terms of a joint ownership agreement. Voting rights in respect of shares held in the EB Trust are contractually waived. Shares held in the EB Trust are classified as treasury shares.
On January 21, 2020, a JSOP award comprising 565,630 underlying Voting Ordinary Shares was made to our Chief Executive Officer which cliff-vests after 3 years. The value of the award at vesting, if any, is determined based on the price of our Voting Ordinary Shares appreciating above a certain threshold between the date of grant and the vesting date. If the higher of the closing price per Share on January 20, 2023 and the 10-day volume weighted average price per Share for the ten consecutive trading days ending on January 20, 2023 (each, the "Market Price") is $266.00 or greater (the "Hurdle"), the award will have a value equal to the Market Price, less $205.89, multiplied
195

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
by 565,630. If the Market Price is less than $266.00 on such date, the award will have no value. In addition, 20% of the award is subject to a performance condition based on growth in fully diluted book value per share between January 1, 2020 and December 31, 2022.
The accounting for stock-settled JSOP awards is similar to options, whereby the grant date fair value of $13.6 million is expensed over the life of the award. To determine the grant date fair value of $24.13 per share, we utilized a Monte-Carlo valuation model with the following assumptions:
  2020
Weighted-average volatility 18.66  %
Weighted-average risk-free interest rate 1.55  %
Dividend yield 0.00  %
The unrecognized compensation cost related to our unvested JSOP share awards as of December 31, 2020 was $9.4 million. This cost is recognizable over the next 2.1 years, which is the weighted average contractual life.
Other share-based compensation plans
Northshore and Atrium Incentive Plans
Our subsidiary, Northshore, had long-term incentive plans that award time-based restricted shares of Northshore to certain Atrium employees. Shares generally vested over two to three years. These share awards have been classified as liability awards. There is no unrecognized compensation as we de-consolidated Northshore on January 1, 2021 as discussed in Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations."
StarStone Incentive Plan
Our subsidiary, StarStone, had long-term incentive plans that were cash-settled plans for StarStone employees. The awards were based on StarStone's performance over two to three years. These share awards were classified as liability awards. The plan was terminated and awards settled during 2020. There is no unrecognized compensation cost.
Deferred Compensation and Ordinary Share Plan for Non-Employee Directors
The number of units credited to the accounts of non-employee directors for the years ended December 31, 2020, 2019 and 2018 under the Enstar Group Limited Deferred Compensation and Ordinary Share Plan for Non-Employee Directors (the "Deferred Compensation Plan") were 7,204, 5,976 and 5,691, respectively.
Employee Share Purchase Plan
We provide an Employee Share Purchase Plan whereby eligible employees may purchase Enstar shares at a 15% discount to market price, in an amount of share value limited to the lower of $21,250 or 15% of the employee's base salary. The 15% discount is expensed as compensation cost. The number of shares issued to employees under the Employee Share Purchase Plan for the years ended December 31, 2020, 2019 and 2018 were 16,914, 15,269 and 14,183, respectively.
Pension Plans
We provide retirement benefits to eligible employees through various plans that we sponsor. Pension expense can be affected by changes in our employee headcount. The table below summarizes the expense related to our Defined Contribution Plans and our Defined Benefit Plan for the years ended December 31, 2020, 2019 and 2018.
2020 2019 2018
Defined contribution plans $ 11,791  $ 11,798  $ 11,434 
Defined benefit plan 2,975  684  2,243 
Total pension expense $ 14,766  $ 12,482  $ 13,677 

The increase in the 2020 defined benefit plan pension expense was driven by annuity purchases for partial risk transfer of certain plan liabilities. During 2020, an actuarial review was performed on the defined benefit plan, which determined that the plan’s unfunded liability, as of December 31, 2020 and 2019 was $6.9 million and $8.9 million, respectively. As of December 31, 2020 and 2019, we had an accrued liability of $6.9 million and $8.9 million, respectively, for this plan.
196

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
20. INCOME TAXATION
Enstar Group Limited is incorporated under the laws of Bermuda and under Bermuda law is not required to pay taxes in Bermuda based upon income or capital gains. The Company, under the Exempted Undertakings Tax Protection Act of 1966, is protected against any legislation that may be enacted in Bermuda which would impose any tax on profits, income, or gain until March 31, 2035.
We have foreign operating subsidiaries and branch operations principally located in the United States, United Kingdom, Continental Europe and Australia that are subject to federal, foreign, state and local taxes in those jurisdictions. The undistributed earnings from our foreign subsidiaries will be indefinitely reinvested in those jurisdictions where the undistributed earnings were earned.
Deferred tax liabilities have not been accrued with respect to the undistributed earnings of our foreign subsidiaries. Generally, when earnings are distributed as dividends, withholding taxes may be imposed by the jurisdiction of the paying subsidiary. For our U.S. subsidiaries, we have not currently accrued any withholding taxes with respect to unremitted earnings because, solely for U.S. Federal income tax purposes, there are no accumulated positive earnings and profits that could be subject to U.S. dividend withholding tax. For our United Kingdom subsidiaries, there are no withholding taxes imposed as a matter of UK domestic tax law. For our other foreign subsidiaries, an insignificant amount of earnings is indefinitely reinvested; however, it would not be practicable to compute the related amounts of withholding taxes due to a variety of factors, including the amount, timing and manner of any repatriation. Because we operate in many jurisdictions, our net earnings are subject to risk due to changing tax laws and tax rates around the world. The current, rapidly changing economic environment may increase the likelihood of substantial changes to tax laws in the jurisdictions in which we operate.
Income Tax Expense
The following table presents earnings (loss) before income taxes by jurisdiction attributable to continuing operations, including earnings from equity method investments, for the years ended December 31, 2020, 2019 and 2018:
2020 2019 2018
Domestic (Bermuda) $ 1,503,505  $ 576,338  $ (232,743)
Foreign 231,444  356,878  15,293 
Total earnings (loss) before income taxes attributable to continuing operations $ 1,734,949  $ 933,216  $ (217,450)

The following table presents our current and deferred income tax expense (benefit) attributable to continuing operations by jurisdiction for the years ended December 31, 2020, 2019 and 2018:
2020 2019 2018
Current:
Domestic (Bermuda) $ —  $ —  $ — 
Foreign 15,232  16,330  (917)
15,232  16,330  (917)
Deferred:
Domestic (Bermuda) —  —  — 
Foreign 8,595  (3,958) (2,772)
8,595  (3,958) (2,772)
Total income tax expense (benefit) attributable to continuing operations $ 23,827  $ 12,372  $ (3,689)
197

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)

The actual effective income tax rate differs from the statutory rate of 0 percent under Bermuda law to earnings (loss) attributable to continuing operations before income taxes, including earnings (loss) from equity method investments for the years ended December 31, 2020, 2019 and 2018 as shown in the following reconciliation:
2020 2019 2018
Earnings (loss) before income taxes $ 1,734,949  $ 933,216  $ (217,450)
Bermuda income taxes at statutory rate 0.0  % 0.0  % 0.0  %
Foreign income tax rate differential 1.2  % 8.6  % 0.6  %
Change in valuation allowance 0.1  % (7.2) % (1.8) %
U.S. base erosion and anti-abuse tax —  % 0.3  % (0.3) %
Other 0.1  % (0.4) % 3.2  %
Effective tax rate 1.4  % 1.3  % 1.7  %
Our effective tax rate is generally driven by the geographical distribution of our pre-tax earnings between our taxable and non-taxable jurisdictions.
Deferred Tax Assets and Liabilities
Deferred tax assets and liabilities (included in other assets and other liabilities, respectively, on the consolidated balance sheet) reflect the tax effect of the differences between the financial statement carrying amount and the income tax bases of assets and liabilities. Significant components of the deferred tax assets and deferred tax liabilities as of December 31, 2020 and 2019 were as follows:
  2020 2019
Deferred tax assets:
Net operating loss carryforwards $ 141,459  $ 144,609 
Insurance reserves 22,238  7,535 
Unearned premiums 68  151 
Provisions for bad debt 407  6,172 
Defendant asbestos and environmental liabilities 121,006  140,000 
Other deferred tax assets 16,696  3,230 
Deferred tax assets 301,874  301,697 
Valuation allowance (118,229) (117,390)
Deferred tax assets, net of valuation allowance 183,645  184,307 
Deferred tax liabilities:
Unrealized gains on investments (20,185) (14,079)
Lloyd's underwriting profit taxable in future periods (15,555) (8,852)
Deferred policy acquisition cost —  (8,267)
Other deferred tax liabilities (9,242) (13,390)
Deferred tax liabilities (44,982) (44,588)
Net deferred tax asset $ 138,663  $ 139,719 
Net Deferred Tax Asset (Liability) Balance by Major Jurisdiction:
December 31,
2020 2019
Net Deferred Tax
Asset
Net Deferred Tax
Asset
United States $ 156,730  $ 154,700 
United Kingdom (18,095) (16,074)
Other 28  1,093 
Total $ 138,663  $ 139,719 
198

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Net Operating Loss Carryforwards:
As of December 31, 2020, we had net operating loss carryforwards that could be available to offset future taxable income, as follows:
Tax Jurisdiction Loss Carryforwards Tax effect Expiration
Operating and Capital Loss Carryforwards:
United States - Net operating loss $ 428,732  $ 90,034  2024-2038
United Kingdom 185,230  35,194  Indefinitely
Luxembourg 17,200  4,300  2035-2036
Other 48,683  11,931  Indefinitely
The U.S. and UK net operating loss carryforwards are also subject to certain utilization limitations and have been considered in management's assessment of Valuation Allowance.
Assessment of Valuation Allowance on Deferred Tax Assets
As of December 31, 2020 and 2019, we had deferred tax asset valuation allowances of $118.2 million and $117.4 million, respectively, related to foreign subsidiaries. We recorded a net increase of $0.8 million in our deferred tax valuation allowance primarily due to a change in deferred tax assets which management does not believe meet the "more likely than not" realization standard.
The realization of deferred tax assets is dependent on generating sufficient taxable income in future periods in which the tax benefits are deductible or creditable. The amount of the deferred tax asset considered realizable, however, could be revised in the future if estimates of future taxable income change. Income taxes are determined and assessed jurisdictionally by legal entity or by filing group. Certain jurisdictions require or allow combined or consolidated tax filings. We have estimated future taxable income of our foreign subsidiaries and provided a valuation allowance in respect of those assets where we do not expect to realize a benefit. We have considered all available evidence using a “more likely than not” standard in determining the amount of the valuation allowance. We considered the following evidence: (i) net earnings or losses in recent years; (ii) the future sustainability and likelihood of positive net earnings of our subsidiaries; (iii) the carryforward periods of tax losses including the effect of reversing temporary differences; and (iv) tax planning strategies, in making our determination. The assumptions used in determining future taxable income require significant judgment and any changes in these assumptions could have an impact on earnings.
Unrecognized Tax Benefits
During the years ended December 31, 2020, 2019 and 2018, there were no unrecognized tax benefits. There were no accruals for the payment of interest and penalties related to unrecognized tax benefits as of each of December 31, 2020, 2019 and 2018.
Open Tax Years
Our operating subsidiaries may be subject to audit by various tax authorities and may have different statutes of limitations expiration dates. Tax authorities may propose adjustments to our income taxes. Listed below are the tax years that remain subject to examination by a major tax jurisdiction as of December 31, 2020:
Major Tax Jurisdiction Open Tax Years
United States 2017-2020
United Kingdom 2019-2020
Australia 2015-2020

21. RELATED PARTY TRANSACTIONS
Stone Point Capital LLC
Through several private transactions occurring from May 2012 to July 2012 and an additional private transaction that closed in May 2018, investment funds managed by Stone Point Capital LLC ("Stone Point") have acquired an aggregate of 1,635,986 of our Voting Ordinary Shares (which constitutes 8.8% of our outstanding Voting Ordinary Shares). On November 6, 2013, we appointed James D. Carey to our Board of Directors. Mr. Carey is the sole member of an entity that is one of four general partners of the entities serving as general partners for Trident, is a member of the investment committees of such general partners, and is a member and senior principal
199

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
of Stone Point, the manager of the Trident funds.
On November 30, 2020, we completed the sale and recapitalization of StarStone U.S. to Core Specialty in a transaction described in Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations".
Pursuant to the terms of a Recapitalization Agreement entered into on August 13, 2020 among us, the Trident V Funds, which are advised by Stone Point, and the Dowling Funds (the "Recapitalization Agreement"), we agreed to exchange a portion of our indirect interest in Northshore, the holding company that owns Atrium and Arden, for all of the Trident V Funds’ indirect interest in StarStone U.S. (the “Exchange Transaction”), which is described in Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations."
Our interests in StarStone and Atrium are held through North Bay, which is a joint venture between us, the Trident V Funds and the Dowling Funds. As of December 31, 2020, we had an indirect 59.0% interest in North Bay and the Trident V Funds and the Dowling Funds owned 39.3% and 1.7%, respectively. North Bay owned 100% of StarStone Specialty Holdings Limited ("SSHL"), the holding company for the StarStone group, which included StarStone U.S. and StarStone International. North Bay also owned 92% of Northshore. North Bay also owns the preferred equity of three segregated cells within our wholly-owned subsidiary Fitzwilliam Insurance Limited (the “Fitzwilliam Cells”) that have provided reinsurance to StarStone and are considered part of StarStone International. Following the completion of the sale and recapitalization of StarStone U.S. and the Exchange Transaction, we now own 25.23% of Core Specialty on a fully diluted basis, which owns StarStone U.S., and 13.8% of Northshore, which continues to own Atrium and Arden. The Trident V Funds own 76.3% of Northshore, and the Dowling Funds own 0.4% of Core Specialty and 1.6% of Northshore. The Exchange Transaction had no impact on the ultimate ownership of SSHL, which continues to own StarStone International, with us, the Trident V Funds and the Dowling Funds retaining our and their prior ownership interests in SSHL of 59.0%, 39.3% and 1.7%, respectively.
In connection with the closing of the Exchange Transaction, we entered into amended and restated shareholders’ agreements with the Trident V Funds and the Dowling Funds with respect to our investment in SSHL and Northshore. With respect to SSHL, we have the right to designate three of five members of the SSHL board of directors and the Trident V Funds have the right to designate the other two members. The Trident V Funds also have certain customary rights as a minority shareholder to approve certain material matters and transactions. Each shareholder of SSHL must provide us and the Trident V Funds with a right of first offer to acquire its shares in SSHL if such shareholder wishes to sell them. Each shareholder will also have certain rights to participate in sales of SSHL shares by the other shareholders, and we have certain rights to cause the Trident V Funds and the Dowling Funds to sell their SSHL shares if we wish to sell control of SSHL or the StarStone International business.
Also pursuant to the terms of the shareholders’ agreement for SSHL, at any time after December 31, 2022, the Trident V Funds have the right to cause us to purchase their shares in SSHL at their fair market value, and the Dowling Funds have the right to participate in any such sale transaction initiated by the Trident V Funds. We would be entitled to pay the purchase price for such SSHL shares in cash or in unrestricted ordinary shares of Enstar that are then listed or admitted to trading on a national securities exchange. At any time after March 31, 2023, we will have the right to cause the Trident V Funds and the Dowling Funds to sell their shares in SSHL to us at their fair market value. We would be obligated to pay the purchase price for such SSHL shares in cash.
Pursuant to the terms of the shareholders’ agreement for Northshore, for so long as we own 50% or more of the Northshore shares we held upon the closing of the Exchange Transaction, we have the right to designate one member to the board of directors of Northshore and each of its material subsidiaries. Our shares in Northshore are subject to an 18-month restriction on transfer following the closing of the Exchange Transaction, after which the Trident V Funds have a right of first offer to acquire our shares in Northshore if we wish to sell them. We have certain rights to participate in sales of Northshore shares by the Trident V Funds, and the Trident V Funds have certain rights to cause us to sell our Northshore shares if the Trident V Funds wish to sell control of Northshore or the Atrium business. We, in partnership with StarStone's other shareholders, have previously completed transactions to provide capital support to StarStone in the form of:
(i) a contribution to its contributed surplus account and a loss portfolio transfer, effective October 1, 2018. To fund the transaction, the North Bay shareholders contributed an aggregate amount of $135.0 million to North Bay in proportion to their ownership interests. Trident’s proportionate contribution of $53.1 million was temporarily funded by North Bay and was reimbursed in the first quarter of 2019; and
(ii) a loss portfolio transfer, effective April 1, 2019, for which shareholders agreed to contribute an aggregate amount of $48.0 million.
200

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
In addition, Enstar has separately entered into a loss portfolio transfer and adverse development cover with StarStone effective October 1, 2019, whereby StarStone transferred $189.4 million in loss reserves and unearned premium to a wholly-owned Enstar subsidiary in exchange for premium of $189.4 million. Enstar also provided an additional $59.0 million adverse development cover in excess of the $189.4 million.
As of December 31, 2020 and December 31, 2019, the RNCI on our balance sheet relating to these Trident co-investment transactions was $350.2 million and $420.5 million, respectively.
As of December 31, 2020, we had the following additional relationships with Stone Point and its affiliates:
Investments in funds (carried within other investments) managed by Stone Point, with respect to which we recognized net unrealized gains (losses);
Investments in registered investment companies affiliated with entities owned by Trident or otherwise affiliated with Stone Point, with respect to which we recognized net unrealized gains (losses) and interest income;
Separate accounts managed by Eagle Point Credit Management, PRIMA Capital Advisors and SKY Harbor Capital Management, which are affiliates of entities owned by Trident, with respect to which we incurred management fees;
Investments in funds (carried within other investments) managed by Sound Point Capital, an entity in which Mr. Carey has an indirect minority ownership interest and serves as a director, with respect to which we recognized net unrealized gains (losses);
Sound Point Capital has acted as collateral manager for certain of our direct investments in CLO debt and equity securities, with respect to which we recognized net unrealized gains (losses) and interest income;
Marble Point Capital, which is an affiliate of an entity owned by Trident, has acted as collateral manager for certain of our direct investments in CLO debt and equity securities, with respect to which we recognized net unrealized gains (losses) and interest income;
A separate account managed by Sound Point Capital, with respect to which we incurred management fees in prior periods;
In the fourth quarter of 2018, we invested $25.0 million in Mitchell TopCo Holdings, the parent company of Mitchell International and Genex Services, as a co-investor alongside certain Trident funds; and
In the second quarter of 2020, we invested $10.0 million in a 2 year senior secured unrated floating rate term loan facility with an extension option which was arranged and managed by Sound Point Capital. The facility's borrower, Amplify U.S. Inc., is a subsidiary of Evergreen (as defined below) and has used the proceeds to purchase AmTrust's preferred stock. The facility ranks senior to all other claims of the borrower, the purchased preferred stock and cash flows therefrom serve as collateral, and AmTrust has provided an unsecured guarantee for the facility. For further information on our relationships with Evergreen and AmTrust, refer to the AmTrust section below.
201

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The following table presents the amounts included in our consolidated balance sheet related to our related party transactions with Stone Point and its affiliated entities:
December 31, 2020 December 31, 2019
Short-term investments, AFS, at fair value $ 878  $ 1,431 
Fixed maturities, trading, at fair value 196,086  269,131 
Fixed maturities, AFS, at fair value 227,397  160,303 
Equities, at fair value 103,914  121,794 
Other investments, at fair value:
Hedge funds 19,844  18,993 
Fixed income funds 210,017  381,449 
Private equity funds 37,262  34,858 
CLO equities 38,658  32,560 
CLO equity funds 166,523  87,509 
Private Debt 27,016  16,312 
Real estate fund 27,278  18,106 
Total investments 1,054,873  1,142,446 
Cash and cash equivalents 23,933  54,080 
Other assets 403  10 
Other liabilities 745  4,710 
Net investment $ 1,078,464  $ 1,191,826 
The following table presents the amounts included in net earnings related to our related party transactions with Stone Point and its affiliated entities:
2020 2019 2018
Net investment income $ 16,325  $ 8,733  $ 7,424 
Net realized and unrealized gains (losses) 23,750  26,631  207 
Total net earnings $ 40,075  $ 35,364  $ 7,631 
KaylaRe
On December 15, 2016, KaylaRe completed an initial capital raise of $620.0 million. We originally owned 48.2% of KaylaRe's common shares and recorded our investment in KaylaRe using the equity method basis of accounting, pursuant to the conclusion that we were not required to consolidate following an analysis based on the guidance in ASC 810 - Consolidation.
On May 14, 2018, we completed a transaction to acquire all of the outstanding shares and warrants of KaylaRe, following the receipt of all required regulatory approvals. In consideration for the acquired shares and warrants of KaylaRe, we issued an aggregate of 2,007,017 ordinary shares, comprising 1,501,778 voting ordinary shares and 505,239 Series E non-voting ordinary shares to the shareholders of KaylaRe as follows: (i) 1,204,353 voting ordinary shares and 505,239 Series E Shares to a fund managed by Hillhouse Capital Management, Ltd.; (ii) 285,986 voting ordinary shares to Trident; and (iii) 11,439 voting ordinary shares to the minority shareholder. In addition, the Shareholders Agreement between Enstar and the other KaylaRe shareholders was effectively terminated. Effective May 14, 2018 we consolidated KaylaRe into our consolidated financial statements and any balances between KaylaRe and Enstar are now eliminated on consolidation. Refer to Note 3 - "Business Acquisitions" for additional information. Effective September 30, 2019, KaylaRe and KaylaRe Ltd. merged with Cavello Bay Reinsurance Limited, a wholly-owned subsidiary of the Company, with Cavello Bay Reinsurance Limited as the surviving company.

202

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Our consolidated statement of earnings for the year ended December 31, 2018 included the following balances related to transactions between us and KaylaRe and KaylaRe Ltd. up until May 14, 2018, the date of acquisition:
2018
Fee income due to Enstar Limited $ 1,453 
Transactions under KaylaRe-StarStone QS:
Ceded premium earned (52,651)
Net incurred losses 31,654 
Acquisition costs 18,774 
Total net earnings (loss) $ (770)
Hillhouse
Investment funds managed by Hillhouse Capital (defined below) collectively own 9.4% of Enstar’s voting ordinary shares. These funds also own non-voting ordinary shares and warrants to purchase additional non-voting ordinary shares, which together with their voting ordinary shares, represent 16.6% economic interest in Enstar. The warrants, which expire in April 2021, permit these funds to acquire 175,901 Series C Non-Voting Ordinary Shares for an exercise price of $115.00 per share, subject to certain adjustments. From February 2017 to February 2021, Jie Liu, a partner of AnglePoint (defined below), served on our Board.
We have made significant direct investments in funds (the "Hillhouse Funds") managed by Hillhouse Capital Management, Ltd. and Hillhouse Capital Advisors, Ltd. (together, "Hillhouse Capital") and AnglePoint Asset Management Ltd., an affiliate of Hillhouse Capital ("AnglePoint"). As of December 31, 2020, the carrying value (i.e., the net asset value) of our direct investment in the InRe Fund, L.P. (the "InRe Fund"), which is managed by AnglePoint, was $2.4 billion (December 31, 2019: $918.6 million). The growth in the fund for the year ended December 31, 2020 was generated by significant unrealized investment gains during the year and an increase in our subscription to the fund of $300.0 million in June 2020.
The InRe Fund qualifies as a variable interest entity and our maximum exposure to loss is the amount of our investment in the fund, as disclosed in the table below. As of December 31, 2020, the InRe Fund's assets were invested (5)% in net short fixed income securities, 20% in North American equities, 67% in international equities and 18% in financing, derivatives and other items. The derivatives in the InRe Fund are used for both hedging and investment purposes. The InRe Fund utilizes prime brokerage borrowing facilities and has also securitized certain letters of credit relating to intragroup reinsurances. We do not provide any financial support to the InRe Fund. Funds that employ leverage through borrowings and derivatives can generate outsized returns but can also experience greater levels of volatility.
As of December 31, 2020 and 2019, our equity method investee, Enhanzed Re, had investments in a fund managed by AnglePoint, as set forth in the table below.
Our consolidated balance sheet as of December 31, 2020 and 2019 included the following balances related to transactions with Hillhouse Capital and AnglePoint (as applicable):
2020 2019
Investments in funds managed by AnglePoint, held by Enhanzed Re $ 851,435  $ 327,799 
Our ownership percentage of Enhanzed Re 47.4  % 47.4  %
Our share of investments in funds managed by AnglePoint held by Enhanzed Re (through our equity method investment ownership) $ 403,580  $ 155,377 
Investment in other funds managed by AnglePoint and Hillhouse:
InRe Fund $ 2,365,158  $ 918,633 
Other funds 369,508  232,968 
$ 2,734,666  $ 1,151,601 
203

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
We incurred management and performance fees of $489.0 million, which is deducted from the Hillhouse Funds' reported NAV, for the year ended December 31, 2020 in relation to the investment in funds managed by Hillhouse Capital and AnglePoint as described above. This amount has been revised from $394.0 million disclosed in our 2020 Annual Report on Form 10-K to correct management and performance fees for the full year 2020. This correction has no impact on our consolidated financial statements and is not considered material to previously issued financial statements.
On February 21, 2021, we entered into a Termination and Release Agreement with InRe Fund, Hillhouse Capital, AnglePoint, and certain of their affiliates to terminate certain relationships, primarily with respect to InRe Fund, and to work collaboratively to effectuate the smooth transition of these changes. Pursuant to the Termination and Release Agreement, AnglePoint will cease to serve as the InRe Fund's investment manager on or prior to April 1, 2021 in connection with the intended purchase of AnglePoint’s Hong Kong affiliate (“AnglePoint HK”) by us or our designee from affiliates of Hillhouse Capital. As part of those transactions, AnglePoint will assign its investment management agreement with InRe Fund to AnglePoint HK. In connection with AnglePoint ceasing to serve as investment manager, affiliates of Hillhouse Capital agreed to a deduction of $100.0 million from amounts due to them from the InRe Fund and to waive their right to receive any performance fees that could have been earned for 2021. The Agreement also includes mutual releases of certain liabilities and obligations between Enstar and its affiliates on the one hand and Hillhouse and its affiliates on the other hand.
In the first quarter of 2021, as a result of the Termination and Release Agreement, we will re-evaluate our conclusions with regard to consolidation of the InRe Fund in accordance with the accounting for variable interest entities.
Monument Re
Monument Insurance Group Limited ("Monument Re") was established in October 2016 and Enstar has invested a total of $59.6 million in the common and preferred shares of Monument Re as of December 31, 2020 (December 31, 2019: $26.6 million). We own 20% of the common shares of Monument Re, as well as different classes of preferred shares which have fixed dividend yields, and which collectively represented a total economic interest of 23.0% as of December 31, 2020 (December 31, 2019: 23.5%). In connection with our investment in Monument Re, we entered into a Shareholders Agreement with the other shareholders and have accounted for our equity interest in Monument Re as an equity method investment since we have significant influence over its operating and financial policies.
On May 31, 2019, we completed the transfer of our remaining life assurance policies written by our wholly-owned subsidiary Alpha Insurance SA to a subsidiary of Monument Re. In this transaction, we transferred policy benefits for life and annuity contracts with a carrying value of €88.8 million (or $99.1 million) and total assets with a fair value of €91.1 million (or $101.6 million) to a subsidiary of Monument Re.
Our investment in the common and preferred shares of Monument Re, which is included in equity method investments on our consolidated balance sheet, as of December 31, 2020 and 2019 was $193.7 million and $60.6 million, respectively.
During the twelve months ended December 31, 2020 and 2019 our share of net earnings on our investment in Monument Re was $88.3 million and $19.8 million, respectively. In addition, we received director fees from Monument Re of less than $0.1 million in connection with one of our representatives serving on Monument Re's board of directors during the twelve months ended December 31, 2020.
Clear Spring (formerly SeaBright)
Effective January 1, 2017, we sold SeaBright Insurance Company (“SeaBright Insurance”) to Clear Spring PC Acquisition Corp., a subsidiary of Delaware Life Insurance Company ("Delaware Life"). Following the sale, SeaBright Insurance was capitalized with $56.0 million of equity, with Enstar retaining a 20% indirect equity interest in SeaBright Insurance. Subsequently, SeaBright Insurance was renamed Clear Spring Property and Casualty Company ("Clear Spring"). Effective December 30, 2020, we sold our remaining interest in Clear Spring to Delaware Life for $12.2 million and recorded a gain on sale of $0.6 million in the fourth quarter of 2020. As a result, Clear Spring was not a related party as of December 31, 2020.
Prior to the sale, we accounted for our equity interest in Clear Spring as an equity method investment as we had significant influence over its operating and financial policies. Our investment in the common shares of Clear Spring which is included in equity method investments on our consolidated balance sheet, as of December 31, 2020 and 2019 was $0 and $10.6 million, respectively.
204

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
During the twelve months ended December 31, 2020 and 2019 our share of net earnings on our investment in Clear Spring was $1.0 million and $0.6 million, respectively.
Effective January 1, 2017, StarStone National Insurance Company (“StarStone National”) entered into a ceding quota share treaty with Clear Spring pursuant to which Clear Spring reinsures 33.3% of core workers' compensation business written by StarStone National. This agreement was terminated as of December 31, 2018.
Effective January 1, 2017, we also entered into an assuming quota share treaty with Clear Spring pursuant to which an Enstar subsidiary reinsures 25% of all workers' compensation business written by Clear Spring. This is recorded as other activities.
As noted above, Clear Spring was not a related party as of December 31, 2020. Our consolidated balance sheet as of December 31, 2019 included the following balances between us and Clear Spring:
2019
Balances under StarStone ceding quota share included, in assets or liabilities held-for-sale:
Reinsurance balances recoverable on paid and unpaid losses $ 22,812 
Prepaid insurance premiums 51 
Ceded payable 3,616 
Ceded acquisition costs 21 
Balances under assuming quota share:
Losses and LAE 6,135 
Unearned reinsurance premiums 13 
Funds held 8,611 
Our consolidated statement of earnings for the years ended December 31, 2020, 2019 and 2018 included the following amounts between us and Clear Spring:
2020 2019 2018
Transactions under StarStone ceding quota share, included in net earnings (loss) from discontinued operations:
Ceded premium earned $ 122  $ (14,994) $ (29,520)
Net incurred losses and LAE 2,730  6,567  18,143 
Acquisition costs 56  356  7,035 
Transactions under assuming quota share:
Premium earned (15) 3,749  7,380 
Net incurred losses and LAE 1,014  (2,202) (4,536)
Acquisition costs 11  (92) (1,836)
Total net earnings (loss) $ 3,918  $ (6,616) $ (3,334)
AmTrust
In November 2018, pursuant to a Subscription Agreement with Evergreen Parent L.P. ("Evergreen"), K-Z Evergreen, LLC and Trident Pine Acquisition LP ("Trident Pine"), we purchased equity in Evergreen in the aggregate amount of $200.0 million. Evergreen is an entity formed by private equity funds managed by Stone Point and the Karfunkel-Zyskind family that acquired the 45% of the issued and outstanding shares of common stock of AmTrust that the Karfunkel-Zyskind Family and certain of its affiliates and related parties did not already own or control. The equity interest was in the form of equity securities issued at the same price and in the same proportion as the equity interest purchased by Trident Pine. In a second transaction in December 2019, Enstar acquired an additional $25.9 million of Evergreen securities from another investor.
205

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Following the closing of the second transaction, Enstar owns 8.5% of the equity interest in Evergreen and Trident Pine owns 21.8%. Evergreen owns all of the equity interest in AmTrust. In addition, upon the successful closing of the transaction we received a fee of $3.3 million, half of which was received upon closing, and the other half was received on the first anniversary of the closing. The fee was recorded in full in other income within our consolidated statements of earnings for the year ended December 31, 2018.
Our indirect investment in the shares of AmTrust, carried in equities on our consolidated balance sheet, as of December 31, 2020 and 2019 was $230.3 million and $240.1 million, respectively.
The following table presents the amounts included in net earnings related to our related party transactions with AmTrust:
2020 2019 2018
Net investment income $ 7,365  $ 7,667  $ 299 
Net realized and unrealized gains (11,183) 10,086  — 
Total net earnings $ (3,818) $ 17,753  $ 299 
Citco
In June 2018, we made a $50.0 million indirect investment in the shares of Citco III Limited ("Citco"), a fund administrator with global operations. As of December 31, 2020, we owned 31.9% of the common shares in HH CTCO Holdings Limited, which in turn owns 15.4% of the convertible preferred shares, amounting to a 6.2% interest in the total equity of Citco. Pursuant to an investment agreement and in consideration for participation therein, a related party of Hillhouse Capital provided us with investment support. In a private transaction that preceded our co-investment opportunity, certain Citco shareholders, including Trident, agreed to sell all or a portion of their interests in Citco. As of December 31, 2020, Trident owned 3.4% interest in Citco. Mr. Carey currently serves as an observer to the board of directors of Citco in connection with Trident's investment therein.
Our indirect investment in the shares of Citco, which is included in equity method investments on our consolidated balance sheet, as of December 31, 2020 and 2019 was $53.0 million and $51.7 million, respectively.
During the twelve months ended December 31, 2020 and 2019 our share of net earnings on our indirect investment in Citco was $2.2 million and $2.7 million, respectively.
Enhanzed Re
Enhanzed Re is a joint venture between Enstar, Allianz SE ("Allianz") and Hillhouse Capital that was capitalized in December 2018. Enhanzed Re is a Bermuda-based Class 4 and Class E reinsurer and will reinsure life, Non-life Run-off, and property and casualty insurance business, initially sourced from Allianz and Enstar. Enstar, Allianz and Hillhouse Capital affiliates have made equity investment commitments in the aggregate of $470.0 million to Enhanzed Re. Enstar owns 47.4% of the entity, Allianz owns 24.9%, and an affiliate of Hillhouse Capital owns 27.7%. As of December 31, 2020, Enstar contributed $154.1 million of its total capital commitment to Enhanzed Re and had an uncalled amount of $68.7 million. We have accounted for our equity interest in Enhanzed Re as an equity method investment as we have significant influence over its operating and financial policies.
Enstar acts as the (re)insurance manager for Enhanzed Re, for which it receives fee income recorded within fees and commission income, AnglePoint acts as the primary investment manager, and an affiliate of Allianz provides investment management services. Enhanzed Re writes business from affiliates of its operating sponsors, Allianz SE and Enstar. It also underwrites other business to maximize diversification by risk and geography.
Our investment in the common shares of Enhanzed Re, which is included in equity method investments on our consolidated balance sheet, as of December 31, 2020 and 2019 was $330.3 million and $182.9 million, respectively.
During the twelve months ended December 31, 2020 and 2019 our share of net earnings on our investment in Enhanzed Re was $147.3 million and $28.9 million, respectively.
We have ceded 10% of the Zurich and AXA transactions, as discussed in Note 4 - "Significant New Business," to Enhanzed Re on the same terms and conditions as those received by Enstar.
During the year ended December 31, 2020, one of our UK-based Run-off subsidiaries ceded $137.0 million of net loss reserves to Enhanzed Re. The reinsurance is on a funds held basis with fixed crediting rates.
206

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Our consolidated balance sheet as of December 31, 2020 and 2019 included the following balances between us and Enhanzed Re:
2020 2019
Balances under ceding quota share:
Reinsurance balances recoverable $ 208,379  $ 59,601 
Funds held 193,981  50,089 
Insurance balances payables 1,276  1,443 
Other assets 730  1,033 
Our consolidated statement of earnings for the years ended December 31, 2020 and 2019 included the following amounts between us and Enhanzed Re:
2020 2019
Amounts under ceding quota share:
Ceded premium earned $ (391) $ — 
Net incurred losses and LAE (5,977) — 
Acquisition costs 169  73 
Net investment income (4,272) — 
Net realized and unrealized gains (740) — 
Other income 2,617  — 
Fees and commission income 572  749 
Total Net earnings $ (8,022) $ 822 
Change in unrealized gains (losses) on AFS investments $ (2,729) $ — 
Core Specialty
Following the sale and recapitalization of StarStone U.S. as described in Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations," our investment in the common shares of Core Specialty, which is included in equity method investments on our consolidated balance sheet, was $235.0 million as of December 31, 2020.
In connection with the sale and recapitalization of StarStone U.S. we entered into an LPT and ADC reinsurance agreement with respect to StarStone U.S.’ legacy reserves. Concurrent with the closing of the LPT and ADC reinsurance agreement, we entered into an ASA with StarStone U.S., through which one of our wholly-owned subsidiaries was appointed as an independent contractor to provide certain administrative services covering the business we assumed from StarStone U.S. through the LPT and ADC reinsurance agreement.
In addition, concurrent with the sale of StarStone U.S. to Core Specialty, one of our wholly-owned subsidiaries entered into a TSA with Core Specialty through which our subsidiary and Core Specialty agreed to provide certain transitional services to each other relating to the StarStone U.S. businesses, for a specified period of time.
On completion of the sale and recapitalization of StarStone U.S. on November 30, 2020, we received $235.0 million of Core Specialty shares and $51.5 million of cash. Subsequently, the cash component of the consideration has been determined to be $47.0 million. The surplus of $4.5 million is repayable to Core Specialty and is recorded within other liabilities.
Furthermore, there are existing reinsurance agreements whereby (i) certain of our subsidiaries provide reinsurance protection to StarStone U.S. ("the assuming reinsurances") and (ii) StarStone U.S. provides reinsurance protection to certain of our subsidiaries ("the ceding reinsurances"). These arrangements remain in place.
207

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Our consolidated balance sheet as of December 31, 2020 included the following balances between us and Core Specialty:
2020
Balances under assuming quota share, LPT and ADC reinsurances:
Funds held by reinsured companies $ 58,086 
Other assets 38,846 
Losses and loss adjustment expenses 682,637 
Insurance and reinsurance balances payable 24,806 
Other liabilities 5,003 
Balances under ceding reinsurances:
Reinsurance balances recoverable on paid and unpaid losses 1,736 
Balances under service agreements:
Other assets 6,727 
Other liabilities 328 
Balances under sale and recapitalization agreement:
Other liabilities 4,512 
Our consolidated statement of earnings for the year ended December 31, 2020 included the following amounts between us and Core Specialty:
2020
Transactions under assuming quota share, LPT and ADC reinsurances:
Net premiums earned $ 76 
Net incurred losses and loss adjustment expenses (1,223)
Acquisition costs 458 
Transactions under service agreements:
Fees and commission income 4,004 
Total net earnings $ 3,315 

208

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
22. DIVIDEND RESTRICTIONS AND STATUTORY FINANCIAL INFORMATION
Parent Company Dividend Restrictions
There were no significant restrictions on the Parent Company's ability to pay dividends from retained earnings as of December 31, 2020. Bermuda law permits the payment of dividends if (i) we are not, or would not be after payment, unable to pay our liabilities as they become due and (ii) the realizable value of our assets is in excess of our liabilities after taking such payment into account. We have not historically declared a dividend on our ordinary shares. The issuance of our Series D and E Preferred Shares have resulted in the declaration of dividends. Holders of Series D and Series E Preferred Shares are entitled to receive, only when, as and if declared, non-cumulative cash dividends, paid quarterly in arrears on the 1st day of March, June, September and December of each year of 7.0% per annum. Refer to Note 17 - "Shareholders' Equity" for details regarding dividends on preferred shares.
The Bermuda Monetary Authority ("BMA") acts as group supervisor to Enstar. On an annual basis, we are required to file group statutory financial statements, a group statutory financial return, a group capital and solvency return, audited group financial statements and a Group Solvency Self-Assessment ("GSSA") with the BMA. The GSSA is designed to document our perspective on the capital resources necessary to achieve our business strategies and remain solvent, and to provide the BMA with insights on our risk management, governance procedures and documentation related to this process. We are required to maintain available group statutory capital and surplus in an amount that is at least equal to the group enhanced capital requirement ("Group ECR"). The BMA has also established a group target capital level equal to 120% of the Group ECR. We are in compliance with these requirements.
Our ability to pay dividends to our shareholders is dependent upon the ability of our (re)insurance subsidiaries to distribute capital and pay dividends to us. Our (re)insurance subsidiaries are subject to certain regulatory restrictions on the distribution of capital and payment of dividends in the jurisdictions in which they operate, as described below. The restrictions are generally based on net income or levels of capital and surplus as determined in accordance with the relevant statutory accounting practices. Failure of these subsidiaries to meet their applicable regulatory requirements could result in restrictions on any distributions of capital or retained earnings or stricter regulatory oversight of the subsidiaries.
Our ability to pay dividends and make other forms of distributions may also be limited by repayment obligations and financial covenants in our outstanding loan facility agreements.
Subsidiary Statutory Financial Information and Dividend Restrictions
Our (re)insurance subsidiaries prepare their statutory financial statements in accordance with statutory accounting practices prescribed or permitted by local regulators. Statutory and local accounting differs from U.S. GAAP, including in the treatment of investments, acquisition costs and deferred income taxes, amongst other items.
The statutory capital and surplus amounts for the years ended December 31, 2020 and 2019 and statutory net income amounts for the years ended December 31, 2020, 2019 and 2018 for our (re)insurance subsidiaries based in Bermuda, the United Kingdom, Australia, the United States and Continental Europe are summarized in the table below which includes information relating to acquisitions from the year of acquisition:
  Statutory Capital and Surplus      
  Required Actual Statutory Income
  2020 2019 2020 2019 2020 2019 2018
Bermuda $ 2,711,687  $ 2,138,395  $ 5,565,429  $ 4,016,663  $ 1,850,913  $ 643,683  $ 29,486 
U.K. 803,685  837,104  1,224,208  1,532,751  43,219  154,644  (52,936)
U.S. 185,904  364,507  554,339  861,379  (67,477) 121,406  (75,005)
Europe 95,746  94,334  214,115  229,344  (983) 11,816  (17,611)
Australia 18,858  18,110  58,531  37,815  (1,722) 4,847  1,761 
As of December 31, 2020, the total amount of net assets of our consolidated subsidiaries that were restricted was $3.8 billion.
Certain material aspects of these laws and regulations as they relate to solvency, dividends and capital and surplus are summarized below.
209

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Bermuda
Our Bermuda-based (re)insurance subsidiaries are registered under the Insurance Act 1978 of Bermuda and related regulations, as amended (the "Insurance Act"). The Insurance Act imposes certain solvency and liquidity standards and auditing and reporting requirements and grants the BMA powers to supervise, investigate, require information and the production of documents and intervene in the affairs of insurance companies.
The Insurance Act requires that our Bermuda-based (re)insurance subsidiaries maintain certain solvency and liquidity standards. The minimum liquidity ratio requires that the value of relevant assets not be less than 75% of the amount of relevant liabilities. The minimum solvency margin, which varies depending on the class of the insurer, is determined as a percentage of either net reserves for losses and LAE or premiums. Our Bermuda subsidiaries with commercial insurance licenses are required to maintain a minimum statutory capital and surplus (Enhanced Capital Requirement or "ECR") at least equal to the greater of a minimum solvency margin or the Bermuda Solvency Capital Requirement ("BSCR"). The BSCR is calculated based on a standardized risk-based capital model as provided by the BMA.
Each of our regulated Bermuda subsidiaries would be prohibited from declaring or paying any dividends if it were in breach of its minimum solvency margin or liquidity ratio or if the declaration or payment of such dividends would cause it to fail to meet such margin or ratio. In addition, each of our regulated Bermuda subsidiaries is prohibited, without the prior approval of the BMA, from reducing by 15% or more its total statutory capital, or from reducing by 25% of more its total statutory capital and surplus, as set out in its previous year’s statutory financial statements. Our Bermuda insurance companies that are in run-off are required to seek BMA approval for any dividends or distributions.
As of December 31, 2020 and 2019, each of our Bermuda-based (re)insurance subsidiaries exceeded their respective minimum solvency and liquidity requirements. The Bermuda (re)insurance subsidiaries in aggregate exceeded minimum solvency requirements by $2.9 billion as of December 31, 2020 (2019: $1.9 billion) and were in compliance with their liquidity requirements.
United Kingdom
U.K. Insurance Companies (non-Lloyd's)
Our U.K. based insurance subsidiaries are regulated by the U.K. Prudential Regulatory Authority (the "PRA") and the Financial Conduct Authority (the "FCA", together with the PRA, the "U.K. Regulator").
Our U.K.-based insurance subsidiaries are required to maintain adequate financial resources in accordance with the requirements of the U.K. Regulator. Insurers must comply with a Solvency Capital Requirement ("SCR"), which is calculated using either the Solvency II standard formula or a bespoke internal model. Our non-Lloyd's U.K. companies use the standard formula for determining compliance with the SCR.
The calculation of the minimum capital resources requirements in any particular case depends on, among other things, the type and amount of insurance business written and claims paid by the insurance company. As of December 31, 2020 and 2019, all of our U.K. insurance subsidiaries maintained capital in excess of the minimum capital resources requirements and complied with the relevant U.K. Regulator requirements. Our U.K.-based insurance subsidiaries, including our Lloyd's Syndicates described below, in aggregate, maintained capital in excess of the minimum capital resources requirements by $420.5 million and $695.6 million as of December 31, 2020 and 2019, respectively.
The U.K. Regulator’s rules require our U.K. insurance subsidiaries to obtain regulatory approval for any proposed or actual payment of a dividend. The U.K. Regulator uses the SCR, among other tests, when assessing requests to make distributions.
Lloyd’s
As of December 31, 2020, we participated in the Lloyd’s market through our interests in: (i) Atrium’s Syndicate 609, which is managed by Atrium Underwriters Limited, a Lloyd's managing agent; (ii) StarStone’s Syndicate 1301, which is managed by StarStone Underwriting Limited ("SUL"), a Lloyd’s managing agent; and (iii) Syndicate 2008, a wholly aligned syndicate that has permission to underwrite RITC business and other run-off or discontinued business type transactions with other Lloyd’s syndicates. We participated on each of the three syndicates through a single, wholly owned Lloyd’s corporate member. SUL serves as managing agent for Syndicate 2008. On November 17, 2020, we announced an agreement to sell SUL, together with the right to operate StarStone's Syndicate 1301; and on January 1, 2021, we sold the Atrium business. These transactions are discussed further in Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations."
210

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
The underwriting capacity of a member of Lloyd’s is supported by providing Funds at Lloyd’s, as described in Note 6 - "Investments". Business plans, including maximum underwriting capacity, for Lloyd’s syndicates requires annual approval by the Lloyd’s Franchise Board, which may require changes to any business plan or additional capital to support underwriting plans.
The Lloyd’s market has applied the Solvency II internal model under Lloyd’s supervision, and our Lloyd’s operations are required to meet Solvency II standards. Lloyd's has the approval of the PRA to use its internal model under the Solvency II regime.
United States
Our U.S. Run-off (re)insurance subsidiaries are subject to the insurance laws and regulations of the states in which they are domiciled, licensed and/or eligible to conduct business. These laws restrict the amount of dividends the subsidiaries can pay to us. The restrictions are generally based on statutory net income and/or certain levels of statutory surplus as determined in accordance with the relevant statutory accounting requirements of the individual domiciliary states or states in which any of the (re)insurance subsidiaries are commercially domiciled. Generally, prior regulatory approval must be obtained before an insurer may make a distribution above a specified level.
The U.S. (re)insurance subsidiaries are also required to maintain minimum levels of solvency and liquidity as determined by law, and to comply with Risk-Based Capital ("RBC") requirements and licensing rules as specified by the National Association of Insurance Commissioners ("NAIC"). RBC is used to evaluate the adequacy of capital and surplus maintained by our U.S. (re)insurance subsidiaries in relation to three major risk areas associated with: (i) asset risk; (ii) insurance risk and (iii) other risks. For all of our U.S. (re)insurance subsidiaries, with the exception of one subsidiary which has a permitted accounting practice to treat an adverse development cover reinsurance agreement as prospective reinsurance, there are no prescribed or permitted statutory accounting practices that differ significantly from the statutory accounting principles established by NAIC.
As of December 31, 2020, all of our U.S. non-life (re)insurance subsidiaries exceeded their required levels of risk-based capital. On an aggregate basis, our U.S. non-life (re)insurance subsidiaries exceeded their minimum levels of risk-based capital as of December 31, 2020 by $362.2 million (2019: $488.3 million).
Europe
Our Liechtenstein insurance subsidiary (StarStone Insurance SE) is regulated by the Liechtenstein Financial Market Authority ("FMA") pursuant to the Liechtenstein Insurance Supervisory Act. This subsidiary is obligated to maintain a minimum solvency margin based on the Solvency II regulations. As of December 31, 2020, this subsidiary exceeded the Solvency II requirements by $97.6 million (2019: $119.0 million). The amount of dividends that this subsidiary is permitted to distribute is restricted to freely distributable reserves, which consist of retained earnings, the current year profit and legal reserves. Any dividend exceeding the current year profit requires the FMA’s approval. Solvency and capital requirements for this subsidiary are based on the Solvency II framework and must continue to be met following any distribution.
Our Belgian insurance subsidiary files financial statements and returns with the National Bank of Belgium. This subsidiary was in compliance with its solvency and capital requirements under Solvency II.
Australia
The Company’s Australian insurance subsidiary is regulated and subject to prudential supervision by the Australian Prudential Regulation Authority (“APRA”). APRA is the primary regulatory body responsible for regulating compliance with the Insurance Act 1973. APRA’s prudential standards require that all insurers maintain and meet prescribed capital adequacy requirements designed to ensure that insurers to meet their insurance obligations under a wide range of scenarios.
A run-off insurer must obtain APRA’s written consent prior to making any capital releases, including any payment of dividends, not from current year profits. The Company’s insurance subsidiary must provide APRA a valuation prepared by its Appointed Actuary that demonstrates that the tangible assets of the insurer, after the proposed capital reduction, are sufficient to cover its insurance liabilities.

211

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)

23. COMMITMENTS AND CONTINGENCIES
Concentration of Credit Risk
We believe that there are no significant concentrations of credit risk associated with our cash and cash equivalents, fixed maturity investments, or other investments. Our cash and investments are managed pursuant to guidelines that follow prudent standards of diversification and liquidity, and limit the allowable holdings of a single issue and issuers. We are also subject to custodial credit risk on our investments, which we manage by diversifying our holdings amongst large financial institutions that are highly regulated.
We have exposure to credit risk on certain of our assets pledged to ceding companies under insurance contracts. In addition, we are potentially exposed should any insurance intermediaries be unable to fulfill their contractual obligations with respect to payments of balances owed to and by us.
Credit risk exists in relation to (re)insurance balances recoverable on paid and unpaid losses. We remain liable to the extent that counterparties do not meet their contractual obligations and, therefore, we evaluate and monitor concentration of credit risk among our (re)insurers.
We are also subject to credit risk in relation to funds held by reinsured companies. Under funds held arrangements, the reinsured company has retained funds that would otherwise have been remitted to our reinsurance subsidiaries. The funds may be placed into trust or subject to other security arrangements. However, we generally have the contractual ability to offset any shortfall in the payment of the funds held balances with amounts owed by us. As of December 31, 2020, we had a significant funds held concentration of $955.0 million to one reinsured company which has financial strength credit ratings of A+ from A.M. Best and AA from S&P.
We limit the amount of credit exposure to any one counterparty and none of our counterparty credit exposures, excluding U.S. government instruments and the counterparty noted above, exceeded 10% of shareholders’ equity as of December 31, 2020. Our credit exposure to the U.S. government was $1.4 billion as of December 31, 2020.
Legal Proceedings
We are, from time to time, involved in various legal proceedings in the ordinary course of business, including litigation and arbitration regarding claims. Estimated losses relating to claims arising in the ordinary course of business, including the anticipated outcome of any pending arbitration or litigation are included in the liability for losses and LAE in our consolidated balance sheets. In addition to claims litigation, we may be subject to other lawsuits and regulatory actions in the normal course of business, which may involve, among other things, allegations of underwriting errors or omissions, employment claims or regulatory activity. We do not believe that the resolution of any currently pending legal proceedings, either individually or taken as a whole, will have a material effect on our business, results of operations or financial condition. We anticipate that, similar to the rest of the (re)insurance industry, we will continue to be subject to litigation and arbitration proceedings in the ordinary course of business, including litigation generally related to the scope of coverage with respect to asbestos and environmental and other claims.
Unfunded Investment Commitments
As of December 31, 2020, we had unfunded commitments of $975.5 million to other investments, $68.7 million to equity method investments and $5.0 million to fixed maturity investments.
Guarantees
As of December 31, 2020 and 2019, parental guarantees and capital instruments supporting subsidiaries' insurance obligations were $1.5 billion and $1.0 billion, respectively. We also guarantee the Junior Subordinated Notes and the FAL facility, which are described in Note 15 - "Debt Obligations and Credit Facilities."
Redeemable Noncontrolling Interest
We have the right to purchase the RNCI interests from the RNCI holders at certain times in the future (each such right, a "call right") and the RNCI holders have the right to sell their RNCI interests to us at certain times in the future (each such right, a "put right"). Pursuant to the Exchange Transaction described in Note 21 - "Related Party Transactions" we exchanged a portion of our indirect interest in Northshore, the holding company that owns Atrium and Arden, for all of the Trident V Funds' indirect interest in StarStone U.S. on January 1, 2021. Following the
212

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
closing of the Exchange Transaction, we have maintained a call right over the portion of SSHL owned by the Trident V Funds and the Dowling Funds, and they will maintain put rights to transfer those interests to us.
Leases
We have recognized a right-of-use asset and an offsetting lease liability on our consolidated balance sheets, relating primarily to office space and facilities that we have leased to conduct our business operations. On an ongoing basis we determine whether an arrangement is a lease or contains a lease at inception and also complete an assessment to determine the classification of each lease as either a finance lease or an operating lease. Our leases are all currently classified as operating leases.
Our leases have remaining lease terms of one year to 36 years, some of which include options to extend the lease term for up to five years and some of which include options to terminate the lease within one year. We consider these options in determining the lease term used to establish our right-of-use assets and lease liabilities. Renewal options that we believe we are likely to exercise are considered when determining lease terms. Our lease agreements do not contain any material residual value guarantees or material restrictive covenants.
Since a majority of our leases do not provide an implicit discount rate, we use our collateralized incremental borrowing rate in determining the present value of lease payments.
The table below provides the lease cost and other information relating to our operating leases for the years ended December 31, 2020 and 2019:
2020 2019
Lease cost:
Operating lease cost $ 12,720  $ 13,627 
Short-term lease cost(1)
246  — 
Total lease cost 12,966  13,627 
Sub-lease income(2)
(553) (542)
Total net lease cost $ 12,413  $ 13,085 
Other information:
Operating cash paid for amounts included in the measurement of lease liabilities $ 13,421  $ 11,129 
Non-cash activity: right-of-use assets relating to leases 295  57,536 
Weighted-average remaining lease term 6.1 years 6.3 years
Weighted-average discount rate 6.5  % 6.3  %
(1) Leases with an initial lease term of twelve months or less are not recognized within our consolidated balance sheets.
(2) Sub-lease income consists of rental income received from third parties to whom we have sub-leased some of our leased office spaces and is included within other income in our consolidated statements of earnings.
Lease expense for the year ended December 31, 2018 was $11.3 million, relating to office space and facilities that we leased to conduct our business operations.
The table below provides a summary of the operating leases recorded on our consolidated balance sheets for the years ended December 31, 2020 and 2019:
Balance sheet classification 2020 2019
Right-of-use assets (1) (2)
Other assets $ 32,297  $ 46,747 
Current lease liabilities (2)
Other liabilities 7,959  11,403 
Non-current lease liabilities (2)
Other liabilities 27,064  34,785 
(1) Following our decision to put the StarStone International operations into orderly run-off effective June 10, 2020, we recorded total impairment charges of $3.5 million on the right-of-use assets relating to certain StarStone International operating leases as of December 31, 2020.
(2) The right-of-use assets and the total lease liability balances exclude balances of $1.0 million and $0.8 million respectively, related to Atrium which have been reclassified to held-for-sale balances on our consolidated balance sheet as of December 31, 2020.
The table below provides a summary of the contractual maturities of our operating lease liabilities:
2021 2022 2023 2024 2025 2026 and beyond Total lease payments Less: Imputed interest Present value of lease liabilities
Contractual maturities $ 9,774  8,099  7,267  5,561  4,534  8,577  43,812  (8,789) $ 35,023 

213

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
24. SEGMENT INFORMATION
We have three reportable segments of business that are each managed, operated and separately reported: (i) Run-off; (ii) Investments; and (iii) Legacy Underwriting. Our corporate and other activities, which do not qualify as an operating segment, includes income and expense items that are not directly attributable to our reportable segments. These segments and our corporate and other activities are described in Note 1 - "Description of Business."
Our assets are reviewed on a consolidated basis by management for decision making purposes since they support business operations across all of our three reportable segments as well as our corporate and other activities. We do not allocate assets and liabilities to our reportable segments with the exception of liabilities for losses and loss adjustment expenses, reinsurance balances recoverable on paid and unpaid losses and goodwill that are directly attributable to our reportable segments. In addition, the assets for the Legacy Underwriting segment are shown separately since the balance sheets primarily relate to entities that have been sold.
Expenses that are directly attributable to our three reportable segments are disclosed under those segments while non-direct expenses, as well as costs related to shared services that are not directly attributable to our reportable segments, are allocated to our reportable segments as well as to our corporate and other activities, on the basis of the actual or proportion of benefit derived from the services provided.
The following tables set forth selected and consolidated statement of earnings results by segment for the years ended December 31, 2020, 2019, and 2018:

214

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
2020
Run-off Investments Legacy Underwriting
Corporate & Other (1)
Total
INCOME
Net premiums earned $ 58,695  $ —  $ 513,397  $ —  $ 572,092 
Fees and commission income 19,462  —  22,984  —  42,446 
Net investment income —  269,832  32,985  —  302,817 
Net realized and unrealized gains —  1,627,526  14,493  —  1,642,019 
Other income (expense) 112,948  —  3,865  (15,681) 101,132 
191,105  1,897,358  587,724  (15,681) 2,660,506 
EXPENSES
Net incurred losses and loss adjustment expenses (145,358) —  371,486  189,798  415,926 
Acquisition costs 20,177  —  150,843  —  171,020 
General and administrative expenses 173,247  33,793  158,464  135,975  501,479 
48,066  33,793  680,793  325,773  1,088,425 
EARNINGS (LOSS) BEFORE INTEREST EXPENSE, FOREIGN EXCHANGE AND INCOME TAXES 143,039  1,863,565  (93,069) (341,454) 1,572,081 
Earnings from equity method investments —  238,569  —  —  238,569 
SEGMENT INCOME (LOSS) $ 143,039  $ 2,102,134  $ (93,069) (341,454) 1,810,650 
Interest expense (59,308) (59,308)
Net foreign exchange losses (16,393) (16,393)
Income tax expense (23,827) (23,827)
NET EARNINGS FROM CONTINUING OPERATIONS 1,711,122 
Net earnings from discontinued operations, Net of income taxes 16,251  16,251 
NET EARNINGS 1,727,373 
Net loss attributable to noncontrolling interest 27,671  27,671 
NET EARNINGS ATTRIBUTABLE TO ENSTAR 1,755,044 
Dividends on preferred shares (35,700) (35,700)
NET EARNINGS (LOSS) ATTRIBUTABLE TO ENSTAR ORDINARY SHAREHOLDERS $ (432,760) $ 1,719,344 
(1) Other income (expense) for corporate and other activities includes the amortization of fair value adjustments associated with the acquisition of DCo and Morse TEC. Net incurred losses and loss adjustment expenses for corporate and other activities includes the amortization of deferred charge assets and deferred gain liabilities on retroactive reinsurance contracts and fair value adjustments associated with the acquisition of companies and the changes in the fair value of liabilities related to our assumed retroactive reinsurance agreements for which we have elected the fair value option.

215

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
2019
Run-off Investments Legacy Underwriting
Corporate & Other (1)
Total
INCOME
Net premiums earned $ 168,496  $ —  $ 635,551  $ —  $ 804,047 
Fees and commission income 18,293  —  10,160  —  28,453 
Net investment income —  266,826  41,445  —  308,271 
Net realized and unrealized gains —  974,199  37,767  —  1,011,966 
Other income (expense) 48,309  —  469  (11,708) 37,070 
235,098  1,241,025  725,392  (11,708) 2,189,807 
EXPENSES
Net incurred losses and loss adjustment expenses (153,370) —  562,051  205,498  614,179 
Acquisition costs 73,642  —  166,967  —  240,609 
General and administrative expenses 173,531  29,654  96,694  113,205  413,084 
93,803  29,654  825,712  318,703  1,267,872 
EARNINGS (LOSS) BEFORE INTEREST EXPENSE, FOREIGN EXCHANGE AND INCOME TAXES 141,295  1,211,371  (100,320) (330,411) 921,935 
Earnings from equity method investments —  55,910  —  —  55,910 
SEGMENT INCOME (LOSS) $ 141,295  $ 1,267,281  $ (100,320) (330,411) 977,845 
Interest expense (52,541) (52,541)
Net foreign exchange gains 7,912  7,912 
Income tax expense (12,372) (12,372)
NET EARNINGS FROM CONTINUING OPERATIONS 920,844 
Net earnings from discontinued operations, Net of income taxes 7,375  7,375 
NET EARNINGS 928,219 
Net loss attributable to noncontrolling interest 9,870  9,870 
NET EARNINGS ATTRIBUTABLE TO ENSTAR 938,089 
Dividends on preferred shares (35,914) (35,914)
NET EARNINGS (LOSS) ATTRIBUTABLE TO ENSTAR ORDINARY SHAREHOLDERS $ (406,081) $ 902,175 
(1) Other income (expense) for corporate and other activities includes the amortization of fair value adjustments associated with the acquisition of DCo and Morse TEC. Net incurred losses and loss adjustment expenses for corporate and other activities includes the amortization of deferred charge assets and deferred gain liabilities on retroactive reinsurance contracts and fair value adjustments associated with the acquisition of companies and the changes in the fair value of liabilities related to our assumed retroactive reinsurance agreements for which we have elected the fair value option.

216

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
2018
Run-off Investments Legacy Underwriting
Corporate & Other (1)
Total
INCOME
Net premiums earned $ 9,427  $ —  $ 686,352  $ —  $ 695,779 
Fees and commission income 16,466  —  18,622  —  35,088 
Net investment income —  229,012  32,686  —  261,698 
Net realized and unrealized losses —  (391,961) (15,571) —  (407,532)
Other income (expense) 36,224  —  (388) (1,763) 34,073 
62,117  (162,949) 721,701  (1,763) 619,106 
EXPENSES
Net incurred losses and loss adjustment expenses (339,389) —  635,173  27,938  323,722 
Acquisition costs 4,006  —  173,849  —  177,855 
General and administrative expenses 121,657  18,375  122,835  85,919  348,786 
(213,726) 18,375  931,857  113,857  850,363 
EARNINGS (LOSS) BEFORE INTEREST EXPENSE, FOREIGN EXCHANGE AND INCOME TAXES 275,843  (181,324) (210,156) (115,620) (231,257)
Earnings from equity method investments —  42,147  —  —  42,147 
SEGMENT INCOME (LOSS) $ 275,843  $ (139,177) $ (210,156) (115,620) (189,110)
Interest expense (25,696) (25,696)
Net foreign exchange losses (2,644) (2,644)
Income tax benefit 3,689  3,689 
NET LOSS FROM CONTINUING OPERATIONS (213,761)
Net earnings from discontinued operations, Net of income taxes 1,489  1,489 
NET LOSS (212,272)
Net loss attributable to noncontrolling interest 62,051  62,051 
NET LOSS ATTRIBUTABLE TO ENSTAR (150,221)
Dividends on preferred shares (12,133) (12,133)
NET LOSS ATTRIBUTABLE TO ENSTAR ORDINARY SHAREHOLDERS $ (88,864) $ (162,354)
(1) Other income (expense) for corporate and other activities includes the amortization of fair value adjustments associated with the acquisition of DCo and Morse TEC. Net incurred losses and loss adjustment expenses for corporate and other activities includes the amortization of deferred charge assets and deferred gain liabilities on retroactive reinsurance contracts and fair value adjustments associated with the acquisition of companies and the changes in the fair value of liabilities related to our assumed retroactive reinsurance agreements for which we have elected the fair value option.

217

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Gross Premiums Written by Geographical Area
The following table summarizes our gross premiums written for the year ended December 31, 2020 by geographic area. Geographic distribution in future years is subject to variation based upon market conditions and business strategies. 
  Run-off Legacy Underwriting Total
  Total % Total % Total %
  (In thousands of U.S. dollars, except percentages)
United States $ 4,969  95.7  $ 177,956  32.5  $ 182,925  33.2 
United Kingdom (229) (4.4) 119,111  21.8  118,882  21.5 
Europe 1,615  31.1  81,886  15.0  83,501  15.1 
Asia —  —  68,096  12.5  68,096  12.3 
Rest of World (1,164) (22.4) 99,743  18.2  98,579  17.9 
Total $ 5,191  100.0  $ 546,792  100.0  $ 551,983  100.0 
218

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
25. UNAUDITED CONDENSED QUARTERLY FINANCIAL DATA
  December 31, September 30, June 30, March 31,
  2020 2019 2020 2019 2020 2019 2020 2019
INCOME
Net premiums earned $ 108,146  $ 185,336  $ 161,724  $ 175,802  $ 142,871  $ 190,962  $ 159,351  $ 251,947 
Fees and commission income 14,121  9,522  10,787  6,437  10,010  6,017  7,528  6,477 
Net investment income 61,530  76,847  72,130  81,502  94,443  74,271  74,714  75,651 
Net realized and unrealized gains (losses) 803,467  153,477  500,005  145,060  967,608  260,669  (629,061) 452,760 
Other income (losses) 33,372  21,703  48,404  822  (1,087) 8,831  20,443  5,714 
1,020,636  446,885  793,050  409,623  1,213,845  540,750  (367,025) 792,549 
EXPENSES
Net incurred losses and loss adjustment expenses 76,248  48,068  109,686  163,258  186,692  146,554  43,300  256,299 
Acquisition costs 38,202  78,417  37,708  33,310  49,067  51,081  46,043  77,801 
General and administrative expenses 142,394  116,780  115,828  97,365  144,830  100,676  98,427  98,263 
Interest expense 16,872  13,519  15,003  14,950  14,018  13,036  13,415  11,036 
Net foreign exchange losses (gains) 15,018  12,186  8,156  (13,665) 5,158  (2,579) (11,939) (3,854)
288,734  268,970  286,381  295,218  399,765  308,768  189,246  439,545 
EARNINGS (LOSS) BEFORE INCOME TAXES 731,902  177,915  506,669  114,405  814,080  231,982  (556,271) 353,004 
Income tax benefit (expense) 1,468  12,893  (13,915) (13,465) (16,652) (7,698) 5,272  (4,102)
Earnings (losses) from equity method investments 85,844  11,722  149,065  17,703  (8,790) 17,713  12,450  8,772 
NET EARNINGS (LOSS) FROM CONTINUING OPERATIONS 819,214  202,530  641,819  118,643  788,638  241,997  (538,549) 357,674 
Net earnings (loss) from discontinued operations, net of income taxes 15,441  (4,666) 4,031  7,916  (1,152) (3,943) (2,069) 8,068 
NET EARNINGS (LOSS) 834,655  197,864  645,850  126,559  787,486  238,054  (540,618) 365,742 
Net (earnings) loss attributable to noncontrolling interest (3,131) 4,900  (21,912) 109  19,992  2,713  32,722  2,148 
NET EARNINGS (LOSS) ATTRIBUTABLE TO ENSTAR 831,524  202,764  623,938  126,668  807,478  240,767  (507,896) 367,890 
Dividends on preferred shares (8,925) (8,925) (8,925) (8,925) (8,925) (8,925) (8,925) (9,139)
NET EARNINGS (LOSS) ATTRIBUTABLE TO ENSTAR ORDINARY SHAREHOLDERS $ 822,599  $ 193,839  $ 615,013  $ 117,743  $ 798,553  $ 231,842  $ (516,821) $ 358,751 
Earnings (loss) per ordinary share attributable to Enstar ordinary shareholders:
Basic:
Net earnings (loss) from continuing operations $ 37.91  $ 9.15  $ 28.39  $ 5.26  $ 37.06  $ 10.90  $ (23.93) $ 16.49 
Net earnings (loss) from discontinued operations 0.33  (0.13) 0.11  0.22  (0.03) (0.11) (0.05) 0.22 
Basic $ 38.24  $ 9.02  $ 28.50  $ 5.48  $ 37.03  $ 10.79  $ (23.98) $ 16.71 
Diluted(1):
Net earnings (loss) from continuing operations $ 37.47  $ 9.02  $ 28.13  $ 5.21  $ 36.68  $ 10.81  $ (23.93) $ 16.35 
Net earnings (loss) from discontinued operations 0.32  (0.13) 0.11  0.21  (0.03) (0.11) (0.05) 0.22 
Net earnings (loss) per ordinary share $ 37.79  $ 8.89  $ 28.24  $ 5.42  $ 36.65  $ 10.70  $ (23.98) $ 16.57 
(1) During a period of loss, the basic weighted average ordinary shares outstanding is used in the denominator of the diluted loss per ordinary share computation as the effect of including potentially dilutive securities would be anti-dilutive.
219

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
26. EVENTS (UNAUDITED) SUBSEQUENT TO THE DATE OF THE INDEPENDENT AUDITOR'S REPORT
Significant New Business
The table below sets forth a summary of significant new business that we have completed between January 1, 2021 and March 31, 2021 and included in our unaudited condensed consolidated financial statements as of March 31, 2021:
Transaction Date Completed Total Assets Assumed
Deferred Charge Asset (1)
Total Liabilities Assumed
Net Fair Value Adjustment (2)
Primary Nature of Business
CNA (3)
February 5, 2021 $ 651,736  $105,479 $ 757,215  N/A U.S. excess workers' compensation
Liberty Mutual (3)
January 8, 2021 $ 363,159  $25,402 $ 388,561  N/A  U.S. energy liability, construction liability and homebuilders liability
The table below sets forth a summary of significant new business that we have completed between April 1, 2021 and June 11, 2021 or is pending completion as of June 11, 2021:
Transaction Date Transaction Announced or Completed Initial Estimate of Liabilities Assumed Primary Nature of Business
Hiscox (3)
Completed on June 3, 2021 $ 520,000  Diversified portfolio of legacy insurance business, including surplus lines broker business
AXA Group (3) (4)
Completed on May 3, 2021 $ 1,395,000  Diversified mix of global casualty and professional lines
ProSight (3)
N/A - Announced January 15, 2021 $ 500,000  U.S. discontinued workers' compensation and excess workers' compensation lines of business and adverse development cover on a diversified mix of general liability classes of business
(1) Where the estimated ultimate losses payable exceed the premium consideration received at the inception of the agreement, a deferred charge asset is recorded.
(2) When the fair value option is elected for any retroactive reinsurance agreement, an initial net fair value adjustment is recorded at the inception of the agreement.
(3) As of December 31, 2020, the transactions with CNA, Liberty Mutual, Hiscox, AXA Group and ProSight had not closed; therefore, the related balances were not included in our consolidated financial statements as of December 31, 2020.
(4) The loss portfolio transfer and adverse development cover transaction with AXA Group was completed by one of our (re)insurance subsidiaries and guaranteed by Enstar.
Divestitures
Atrium Exchange Transaction
During the first quarter of 2021, we recognized a loss of $7.8 million on completion of the Exchange Transaction. As of March 31, 2021, our remaining investment in Northshore was accounted for as a privately held equity investment and carried at its fair value of $34.0 million.
In addition, as a result of the completion of the Exchange Transaction, our investment in Core Specialty was reduced by $4.0 million during the first quarter of 2021.
StarStone International
On March 15, 2021, we sold SUL, the Lloyd's managing agency, together with the right to operate Lloyd's Syndicate 1301, to Inigo. Upon closing, Enstar, the Trident V Funds and the Dowling Funds received consideration of $30.0 million in the form of Inigo shares and $0.6 million in cash. Following the completion of the sale of SUL to Inigo on March 15, 2021, we recognized a gain on the sale of $23.1 million in the first quarter of 2021.
In addition, Enstar and the Trident V Funds have committed to invest up to $27.0 million and $18.0 million, respectively, into Inigo. As of March 31, 2021, Enstar had funded $16.9 million of its capital commitment to Inigo, with $10.1 million yet to be called by Inigo. As of March 31, 2021, our investment in Inigo was $34.6 million representing 6.5% of the total outstanding ordinary shares of Inigo and was accounted for as a privately held equity investment and carried at fair value.
Furthermore, effective June 1, 2021, the management of Syndicate 2008 and Syndicate 1301 (2020 and prior underwriting years) was novated from SUL to Enstar Managing Agency Limited.
220

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
Letters of Credit
$90.0 million Funds at Lloyd’s Deposit Facility
On May 6, 2021, we entered into a $90.0 million Funds at Lloyd's Deposit Facility. We will use this facility to satisfy a portion of our Funds at Lloyd’s requirements. Under this facility, a third-party lender deposits a requested market valuation amount of eligible securities into Lloyd’s on behalf of our Lloyd’s corporate member. We may request additional commitments under the facility in an aggregate amount not to exceed $10.0 million, and the facility is scheduled to expire on May 6, 2023. As of June 11, 2021 the aggregate amount of eligible securities requested as deposits under the facility was $90.0 million.
$100.0 million Letter of Credit Facility
On May 24, 2021, we entered into an uncommitted letter of credit facility and procured the issuance of a $100.0 million letter of credit thereunder. We use the letter of credit issued under this facility to provide collateral support for certain reinsurance obligations of our subsidiaries. As of June 11, 2021, the aggregate amount of letters of credit issued under the facility was $100.0 million.
$250.0 million Letter of Credit Facility
On June 3, 2021, we entered into an uncommitted letter of credit facility, and on June 4, 2021, we procured the issuance of a $250.0 million letter of credit thereunder. We use the letter of credit issued under this facility to provide collateral support for certain reinsurance obligations of our subsidiaries. As of June 11, 2021, the aggregate amount of letters of credit issued under the facility was $250.0 million.
Shareholders' Equity
Voting Ordinary Shares
Share Repurchases
On February 25, 2021, our Board of Directors approved an extension of the duration of the Repurchase Program through March 1, 2022. Subsequent to December 31, 2020, we repurchased 18,103 ordinary shares at an average price of $234.73 for an aggregate price of $4.2 million. As of June 11, 2021, the remaining capacity under the Repurchase Program was $119.7 million.
Non-Voting Ordinary Shares
Warrants to acquire 175,901 Series C Non-Voting Ordinary Shares for an exercise price of $115.00 per share were exercised on a non-cash basis during the three months ended March 31, 2021, which resulted in a total of 89,590 Series C Non-Voting Ordinary Shares being issued in the period. As of March 31, 2021, there were no warrants outstanding following the exercise described above.
Dividends on Preferred Shares
On May 5, 2021, we declared $7.0 million and $1.9 million of dividends on the Series D and E Preferred Shares, respectively, to be paid on June 1, 2021 to shareholders of record as of May 15, 2021.
Related Party Transactions
Stone Point
On March 19, 2021, we entered into a commitment letter to invest $12.0 million in T-VIII Celestial Co-Invest LP, an entity formed by Stone Point to participate in a private equity transaction to acquire CoreLogic, Inc. (NYSE: CLGX). The transaction closed on April 20, 2021, and we funded our capital commitment on April 29, 2021.
Hillhouse
During the first quarter of 2021, Hillhouse Capital exercised the warrants described above and we redeemed our investments in the other Hillhouse Funds at their carrying value plus an implied interim return and received $381.3 million in the form of additional interest in the InRe Fund.
AnglePoint previously received sub-advisory services with respect to InRe Fund from its affiliate, AnglePoint HK, an investment advisory company licensed by the Securities and Futures Commission in Hong Kong. Pursuant to the TRA, we acquired an option to buy AnglePoint HK, which we also had the right to assign to a third-party. On April 1, 2021, we entered into a Designation Agreement with Jie Liu (the "Designation Agreement"), pursuant to which we designated Mr. Liu, an AnglePoint HK partner, as the purchaser of AnglePoint HK, and he acquired the company from an affiliate of Hillhouse Capital on the same day. AnglePoint simultaneously assigned its investment
221

Table of Contents
ENSTAR GROUP LIMITED
NOTES TO THE CONSOLIDATED FINANCIAL STATEMENTS — (Continued)
management agreement with InRe Fund to AnglePoint HK. The Designation Agreement requires us and AnglePoint HK to amend the InRe Fund investment management agreement and limited partnership agreement to incorporate a revised fee structure for AnglePoint HK and certain other agreed changes.
In April 2021, we redeemed $800 million of our investment in the InRe Fund for cash.
We will re-evaluate our conclusions with regard to consolidation of the InRe Fund in accordance with the accounting for variable interest entities at the June 30, 2021 balance sheet measurement date.
222



SCHEDULE I
ENSTAR GROUP LIMITED
SUMMARY OF INVESTMENTS OTHER THAN INVESTMENTS IN RELATED PARTIES
As of December 31, 2020
(Expressed in thousands of U.S. Dollars)
 
Type of investment
Cost (1)
Fair Value Amount at which shown in the balance sheet
Short-term and fixed maturity investments — Trading and short-term and fixed maturity investments within funds held - directly managed:(2)
U.S. government and agency $ 219,487  $ 233,050  $ 233,050 
U.K. government 34,494  37,508  37,508 
Other government 321,306  352,026  352,026 
Corporate 3,353,054  3,749,383  3,749,383 
Municipal 116,588  132,637  132,637 
Residential mortgage-backed 219,360  225,074  225,074 
Commercial mortgage-backed 554,639  577,602  577,602 
Asset-backed 349,941  339,675  339,675 
Total 5,168,869  5,646,955  5,646,955 
Short-term and fixed maturity investments — AFS:(2)
U.S. government and agency 715,527  717,998  717,998 
U.K. government 12,494  13,574  13,574 
Other government 142,459  150,127  150,127 
Corporate 1,873,184  1,937,349  1,937,349 
Municipal 28,881  30,032  30,032 
Residential mortgage-backed 326,268  328,871  328,871 
Commercial mortgage-backed 273,516  276,488  276,488 
Asset-backed 199,467  199,610  199,610 
Total 3,571,796  3,654,049  3,654,049 
Equities(3)
444,570  512,557  512,557 
Other investments, at fair value(4)
982,770  982,770  982,770 
Total $ 10,168,005  $ 10,796,331  $ 10,796,331 
(1)Original cost of fixed maturity securities is reduced by repayments and adjusted for amortization of premiums or accretion of discounts.
(2)The difference in the amount of fixed maturities shown at fair value and the fixed maturities shown in our consolidated balance sheet relates to the fair value of $18.2 million as of December 31, 2020 for our investment in fixed maturities issued by affiliates of Stone Point. Refer to Note 21 - "Related Party Transactions" of the notes to the consolidated financial statements.
(3)The difference in the amount of equities shown at fair value and the equities shown in our consolidated balance sheet relates to the fair value of $77.1 million as of December 31, 2020 for our investment in a registered investment company affiliated with entities owned by Trident, $26.9 million as a co-investor alongside Stone Point and a $230.3 million investment in AmTrust. Refer to Note 21 - "Related Party Transactions" of the notes to the consolidated financial statements.
(4)The difference in the amount of other investments shown at fair value and the other investments shown in our consolidated balance sheet relates to the fair value of $3.3 billion as of December 31, 2020 for our other investments in funds or companies owned by or affiliated with certain related parties. Refer to Note 21 - "Related Party Transactions" of the notes to the consolidated financial statements.

223

Table of Contents
SCHEDULE II
ENSTAR GROUP LIMITED
CONDENSED FINANCIAL INFORMATION OF REGISTRANT

Balance Sheets - Parent Company Only
As of December 31, 2020 and 2019

 
2020 2019
  (in thousands of U.S.
dollars, except share data)
ASSETS
Cash and cash equivalents $ 7,872  $ 4,568 
Balances due from subsidiaries 18,951  134,897 
Investments in subsidiaries 7,887,255  6,050,197 
Other assets 8,047  6,391 
TOTAL ASSETS $ 7,922,125  $ 6,196,053 
LIABILITIES
Debt obligations $ 903,447  $ 1,191,207 
Balances due to subsidiaries 300,987  135,532 
Other liabilities 43,296  27,131 
TOTAL LIABILITIES 1,247,730  1,353,870 
COMMITMENTS AND CONTINGENCIES
SHAREHOLDERS’ EQUITY
Ordinary shares (par value $1 each, issued and outstanding 2020: 22,085,232; 2019: 21,511,505):
Voting Ordinary Shares (issued and outstanding 2020: 18,575,550; 2019: 18,001,823)
18,576  18,002 
Non-voting convertible ordinary Series C Shares (issued and outstanding 2020 and 2019: 2,599,672)
2,600  2,600 
Non-voting convertible ordinary Series E Shares (issued and outstanding 2020 and 2019: 910,010)
910  910 
Preferred Shares:
Series C Preferred Shares (issued and held in treasury 2020 and 2019: 388,571)
389  389 
Series D Preferred Shares (issued and outstanding 2020 and 2019: 16,000)
400,000  400,000 
Series E Preferred Shares (issued and outstanding 2020 and 2019: 4,400)
110,000  110,000 
Treasury shares, at cost (Series C Preferred Shares 2020 and 2019: 388,571)
(421,559) (421,559)
Joint Share Ownership Plan (voting ordinary shares, held in trust 2020: 565,630; 2019: 0)
(566) — 
Additional paid-in capital 1,836,074  1,836,778 
Accumulated other comprehensive income 80,659  7,171 
Retained earnings 4,647,312  2,887,892 
Total Enstar Group Limited Shareholders’ Equity 6,674,395  4,842,183 
TOTAL LIABILITIES AND SHAREHOLDERS’ EQUITY $ 7,922,125  $ 6,196,053 
See accompanying notes to the Condensed Financial Information of Registrant
224

Table of Contents
SCHEDULE II
ENSTAR GROUP LIMITED
CONDENSED FINANCIAL INFORMATION OF REGISTRANT - CONTINUED

Statements of Earnings - Parent Company Only
For the Years Ended December 31, 2020, 2019 and 2018
 
2020 2019 2018
  (in thousands of U.S. dollars)
INCOME
Net investment income $ 1,680  $ 3,649  $ 142 
1,680  3,649  142 
EXPENSES
General and administrative expenses 45,689  44,964  68,977 
Interest expense 51,739  51,508  27,353 
Net foreign exchange losses (gains) (2,655) (21,516) 7,655 
94,773  74,956  103,985 
EARNINGS (LOSSES) BEFORE EQUITY IN UNDISTRIBUTED EARNINGS OF SUBSIDIARIES (93,093) (71,307) (103,843)
Equity in undistributed earnings (losses) of subsidiaries - continuing operations 1,831,886  1,002,021  (47,867)
Equity in undistributed earnings (losses) of subsidiaries - discontinued operations 16,251  7,375  1,489 
NET EARNINGS 1,755,044  938,089  (150,221)
Dividends on preferred shares (35,700) (35,914) (12,133)
NET EARNINGS (LOSS) ATTRIBUTABLE TO ENSTAR GROUP LIMITED ORDINARY SHAREHOLDERS $ 1,719,344  $ 902,175  $ (162,354)
See accompanying notes to the Condensed Financial Information of Registrant

Statements of Comprehensive Income - Parent Company Only
For the Years Ended December 31, 2020, 2019 and 2018
2020 2019 2018
  (in thousands of U.S. dollars)
NET EARNINGS $ 1,755,044  $ 938,089  $ (150,221)
OTHER COMPREHENSIVE INCOME (LOSS) RELATING TO SUBSIDIARIES, NET OF TAX 73,488  (3,269) (27)
COMPREHENSIVE INCOME $ 1,828,532  $ 934,820  $ (150,248)
See accompanying notes to the Condensed Financial Information of Registrant
225

Table of Contents
SCHEDULE II
ENSTAR GROUP LIMITED
CONDENSED FINANCIAL INFORMATION OF REGISTRANT - CONTINUED

Statements of Cash Flows - Parent Company Only
For the Years Ended December 31, 2020, 2019 and 2018
2020 2019 2018
  (in thousands of U.S. dollars)
OPERATING ACTIVITIES:
Net cash flows provided by (used in) operating activities $ 117,220  $ (128,462) $ (128,382)
INVESTING ACTIVITIES:
Dividends and return of capital from subsidiaries 44,000  65,500  101,000 
Contributions to subsidiaries (26,000) (240,382) (660,339)
Net cash flows provided by (used in) investing activities 18,000  (174,882) (559,339)
FINANCING ACTIVITIES:
Net proceeds from the issuance of preferred shares —  —  495,357 
Dividends on preferred shares (35,700) (35,914) (12,133)
Repurchase of shares (26,006) —  — 
Repayment of loans (449,210) (219,000) (898,633)
Receipt of loans 379,000  547,613  1,115,885 
Net cash flows provided by (used in) financing activities (131,916) 292,699  700,476 
NET INCREASE (DECREASE) IN CASH AND CASH EQUIVALENTS 3,304  (10,645) 12,755 
CASH AND CASH EQUIVALENTS, BEGINNING OF YEAR 4,568  15,213  2,458 
CASH AND CASH EQUIVALENTS, END OF YEAR $ 7,872  $ 4,568  $ 15,213 
See accompanying notes to the Condensed Financial Information of Registrant
226

Table of Contents
Notes to the Condensed Financial Information of Registrant
The Condensed Financial Information of Registrant should be read in conjunction with our consolidated financial statements and the accompanying notes thereto included in Part II - Item 8 of this Exhibit 99.2. Our wholly-owned and majority owned subsidiaries are recorded based upon our proportionate share of our subsidiaries' net assets (similar to presenting them on the equity method).
Net investment income relates to interest on loans to subsidiaries. For the years ended December 31, 2020, 2019, and 2018, interest paid was $46.5 million, $46.5 million, and $25.1 million, respectively.
Investing activities in the Condensed Statements of Cash Flows primarily represents the flow of funds to and from subsidiaries to provide cash on hand to fund business acquisitions and significant new business.
Non-Cash investing activities during the years ended December 31, 2020, 2019, and 2018, included:
i.$130.0 million, $0 and $0, respectively, for dividends and return of capital from subsidiaries. In 2020, these transactions were to settle intercompany balances, resulting in a net reduction in balances due to subsidiaries and a decrease in investments in subsidiaries.
ii.$0, $0 and $414.8 million, respectively, for contributions to subsidiaries. In 2018, these transactions represented the contribution of the acquired outstanding shares and warrants of KaylaRe Holdings, Ltd, to another subsidiary company.
As of December 31, 2020 and 2019, parental guarantees and capital support instruments supporting subsidiaries' insurance obligations were $1.5 billion and $1.0 billion, respectively. In addition, as of December 31, 2020 and 2019, there were $210.0 million and $252.0 million, respectively, of unsecured letters of credit for Funds at Lloyd's which have a parental guarantee. Furthermore, as of December 31, 2020, we also guarantee the Junior Subordinated Notes issued in 2020 for an aggregate principal amount of $350.0 million.
As of December 31, 2020 and 2019, retained earnings were $4,647.3 million and $2,887.9 million, respectively, an increase of $1,759.4 million. This increase was primarily attributable to the net earnings of $1,719.3 million.
227

Table of Contents
SCHEDULE III
ENSTAR GROUP LIMITED
SUPPLEMENTARY INSURANCE INFORMATION
(Expressed in thousands of U.S. Dollars)
 
As of December 31, Year ended December 31,
Deferred
Acquisition
Costs
Reserves
for Losses
and Loss
Adjustment
Expenses
Unearned
Premiums
Policy Benefits for Life and Annuity Contracts Net
Premiums
Earned
Net
Investment
Income
Losses
and Loss
Expenses
and
Policy
Benefits
Amortization
of Deferred
Acquisition
Costs
Other Operating Expenses Net
Premiums
Written
2020
Run-off (1)
$ 22,736  $ 9,432,525  $ 71,629  $ —  $ 58,695  $ —  $ (145,358) $ 20,177  $ 173,247  $ 2,987 
Investments —  —  —  —  —  269,832  —  —  33,793  — 
Legacy Underwriting (1)
21,703  1,358,529  203,052  —  513,397  32,985  371,486  150,843  158,464  429,837 
Corporate & Other —  (197,772) —  —  —  —  189,798  —  135,975  — 
Total $ 44,439  $ 10,593,282  $ 274,681  $ —  $ 572,092  $ 302,817  $ 415,926  $ 171,020  $ 501,479  $ 432,824 
2019
Run-off $ 41,753  $ 8,683,983  $ 129,715  $ —  $ 168,496  $ —  $ (153,370) $ 73,642  $ 173,531  $ (25,338)
Investments —  —  —  —  —  266,826  —  —  29,654  — 
Legacy Underwriting 74,760  1,569,865  403,977  —  635,551  41,445  562,051  166,967  96,694  570,391 
Corporate & Other —  (385,444) —  —  —  —  205,498  —  113,205  — 
Total $ 116,513  $ 9,868,404  $ 533,692  $ —  $ 804,047  $ 308,271  $ 614,179  $ 240,609  $ 413,084  $ 545,053 
2018
Run-off $ 4,378  $ 8,132,941  $ 136,023  $ —  $ 9,427  $ —  $ (339,389) $ 4,006  $ 121,657  $ (9,217)
Investments —  —  —  —  —  229,012  —  —  18,375  — 
Legacy Underwriting 82,880  1,505,125  470,036  105,080  686,352  32,686  635,173  173,849  122,835  663,564 
Corporate & Other —  (589,270) —  —  —  —  27,938  —  85,919  — 
Total $ 87,258  $ 9,048,796  $ 606,059  $ 105,080  $ 695,779  $ 261,698  $ 323,722  $ 177,855  $ 348,786  $ 654,347 
(1) As of December 31, 2020, the assets and liabilities of Northshore, the holding company which owns Atrium (included in the Legacy Underwriting Segment) and Arden (included in the Run-off segment), were classified as held-for-sale. Deferred acquisition costs, reserves for losses and loss adjustment expenses and unearned premiums for Northshore were $24.0 million, $254.1 million and $91.4 million, respectively. Refer to Note 5 - "Divestitures, Held-for-Sale Businesses and Discontinued Operations" for further information.
228

Table of Contents
SCHEDULE IV
ENSTAR GROUP LIMITED
REINSURANCE
For the Years Ended December 31, 2020, 2019 and 2018
(Expressed in thousands of U.S. Dollars)
 
Gross Ceded to
Other
Companies
Assumed
from
Other
Companies
Net Amount Percentage
of Amount
Assumed
to Net
2020
Premiums earned:
Property and casualty $ 542,119  $ (157,826) $ 187,799  $ 572,092  32.8  %
Total premiums earned $ 542,119  $ (157,826) $ 187,799  $ 572,092 
2019
Life insurance in force $ 725,293  $ (65,795) $ —  $ 659,498  —  %
Premiums earned:
Property and casualty 679,212  (145,460) 269,023  802,775  33.5  %
Life and annuities 1,295  (23) —  1,272  —  %
Total premiums earned $ 680,507  $ (145,483) $ 269,023  $ 804,047 
2018
Life insurance in force $ 855,366  $ (84,603) $ —  $ 770,763  —  %
Premiums earned:
Property and casualty 539,169  (166,308) 319,052  691,913  46.1  %
Life and annuities 3,892  (26) —  3,866  —  %
Total premiums earned $ 543,061  $ (166,334) $ 319,052  $ 695,779 
229

Table of Contents
SCHEDULE V
ENSTAR GROUP LIMITED
VALUATION AND QUALIFYING ACCOUNTS
For the Years Ended December 31, 2020, 2019 and 2018
(Expressed in thousands of U.S. Dollars)
 
Balance at Beginning of Year Charged to costs and expenses
Charged to other accounts (1)
Deductions (2)
Balance at End of Year
December 31, 2020
Reinsurance balances recoverable on paid and unpaid losses:
Allowance for estimated uncollectible reinsurance $ 147,639  $ —  $ 124  $ (10,641) $ 137,122 
Insurance balances recoverable:
Allowance for estimated uncollectible insurance 3,818  —  1,006  —  4,824 
Valuation allowance for deferred tax assets 117,390  3,854  —  (3,015) 118,229 
December 31, 2019
Reinsurance balances recoverable on paid and unpaid losses:
Allowance for estimated uncollectible reinsurance 156,732  —  111  (9,204) 147,639 
Insurance balances recoverable:
Allowance for estimated uncollectible insurance —  —  3,818  —  3,818 
Valuation allowance for deferred tax assets 212,113  2,792  —  (97,515) 117,390 
December 31, 2018
Reinsurance balances recoverable on paid and unpaid losses:
Allowance for estimated uncollectible reinsurance 165,213  —  (1,837) (6,644) 156,732 
Valuation allowance for deferred tax assets 188,300  (2,492) 18,000  8,305  212,113 
(1)The 2020 amount includes $3.0 million for the cumulative effect of change in accounting principle.
(2)Credited to the related asset account.

230

Table of Contents
SCHEDULE VI
ENSTAR GROUP LIMITED
SUPPLEMENTARY INFORMATION CONCERNING PROPERTY/CASUALTY INSURANCE OPERATIONS
As of and for the years ended December 31, 2020, 2019 and 2018
(Expressed in thousands of U.S. Dollars)
 
As of December 31, Year ended December 31,
 Affiliation with Registrant
Deferred Acquisition Costs Reserves for Unpaid Losses and Loss Adjustment Expenses Unearned
Premiums
Net Premiums Earned Net Investment Income Net Losses and Loss Expenses Incurred Net Paid Losses and Loss Expenses Amortization of Deferred Acquisition Costs Net Premiums Written
Current Year Prior Year
Consolidated Subsidiaries
2020 $ 44,439  $ 10,593,282  $ 274,681  $ 572,092  $ 302,817  $ 405,178  $ 10,748  $ (1,485,489) $ 171,020  $ 432,824 
2019 116,513  9,868,404  533,692  802,775  307,775  580,074  34,105  (1,788,470) 240,432  543,781 
2018 87,258  9,048,796  606,059  691,912  260,120  533,081  (209,359) (1,334,786) 177,855  650,484 
231

Table of Contents
PART IV

 ITEM 15. EXHIBITS, FINANCIAL STATEMENT SCHEDULES
(a)Financial Statements and Financial Statement Schedules: see Item 8 in Part II of this report.
(b)Exhibits: see accompanying exhibit index that precedes the signature page of this report.
232