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Unpaid Claims and Claim Expenses - Summary of Reinsurance Reserve Balances (Details) - USD ($)
$ in Thousands
3 Months Ended
Mar. 31, 2020
Mar. 31, 2019
Segment Reporting Information [Line Items]    
Beginning gross reserves $ 442,854  
Claims and claim expense payments for claims occurring during:    
Ending gross reserves 438,403  
Benefits, claims and settlement expenses 138,660 $ 139,384
Property and Casualty    
Segment Reporting Information [Line Items]    
Beginning gross reserves 386,976 367,180
Less: reinsurance recoverables 120,506 89,725
Net reserves, beginning of period 266,470 277,455
Incurred claims and claim expenses:    
Claims occurring in the current period 105,454 118,767
Decrease in estimated reserves for claims occurring in prior periods (1,000) (2,000)
Total claims and claim expenses incurred 104,454 116,767
Claims and claim expense payments for claims occurring during:    
Current period 43,463 45,714
Prior periods 64,258 67,135
Total claims and claim expense payments 107,721 112,849
Net reserves, end of period 263,203 281,373
Plus: reinsurance recoverables 119,045 78,328
Ending gross reserves 382,248 359,701
Life and Annuity Segments    
Claims and claim expense payments for claims occurring during:    
Net reserves, end of period 56,200 33,800
Benefits, claims and settlement expenses $ 34,200 $ 22,600