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Reserve for Losses and Loss Adjustment Expenses - Reserve for Losses and Loss Adjustment Expenses, Net of Reinsurance (Details) - USD ($)
$ in Thousands
12 Months Ended
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Liability for Unpaid Claims and Claims Adjustment Expense, Period Increase (Decrease) [Abstract]      
Reserve for losses and loss adjustment expenses net of reinsurance recoverables at beginning of period $ 1,194,088 $ 989,825 $ 761,128
Add: Incurred losses and loss adjustment expenses net of reinsurance:      
Current year 603,094 582,604 533,905
Prior years 69,008 17,672 21,472
Total incurred losses and loss and adjustment expenses 672,102 600,276 555,377
Deduct: Loss and loss adjustment expense payments net of reinsurance:      
Current year 75,249 86,355 103,205
Prior years 413,480 309,658 223,475
Total loss and loss adjustment expense payments 488,729 396,013 326,680
Reserve for losses and loss adjustment expenses net of reinsurance recoverables at end of period 1,377,461 1,194,088 989,825
Add: Reinsurance recoverables on unpaid losses and loss adjustment expenses at end of period 668,045 467,371 302,524
Reserve for losses and loss adjustment expenses gross of reinsurance recoverables on unpaid losses and loss adjustment expenses at end of period $ 2,045,506 $ 1,661,459 $ 1,292,349