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Unpaid Claims and Claim Expenses - Summary of Reinsurance Reserve Balances (Details) - USD ($)
$ in Thousands
3 Months Ended 6 Months Ended
Jun. 30, 2020
Jun. 30, 2019
Jun. 30, 2020
Jun. 30, 2019
Segment Reporting Information [Line Items]        
Beginning gross reserves     $ 442,854  
Claims and claim expense payments for claims occurring during:        
Ending gross reserves $ 444,558   444,558  
Benefits, claims and settlement expenses 143,010 $ 152,692 281,670 $ 292,076
Property and Casualty        
Segment Reporting Information [Line Items]        
Beginning gross reserves 382,248 359,701 386,976 367,180
Less: reinsurance recoverables 119,045 78,328 120,506 89,725
Net reserves, beginning of period 263,203 281,373 266,470 277,455
Incurred claims and claim expenses:        
Claims occurring in the current period 109,167 134,411 214,621 253,178
Decrease in estimated reserves for claims occurring in prior periods (1,000) (2,000) (2,000) (4,000)
Total claims and claim expenses incurred 108,167 132,411 212,621 249,178
Claims and claim expense payments for claims occurring during:        
Current period 61,420 83,755 104,883 129,469
Prior periods 37,542 39,512 101,800 106,647
Total claims and claim expense payments 98,962 123,267 206,683 236,116
Ending gross reserves 388,491 367,862 388,491 367,862
Plus: reinsurance recoverables 116,083 77,345 116,083 77,345
Net reserves, end of period 272,408 290,517 272,408 290,517
Life and Annuity Segments        
Claims and claim expense payments for claims occurring during:        
Net reserves, end of period 56,100 30,500 56,100 30,500
Benefits, claims and settlement expenses $ 34,800 $ 20,300 $ 69,100 $ 42,900