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Reinsurance - Summary of Quota Reinsurance Arrangements (Details) - USD ($)
$ in Thousands
3 Months Ended 6 Months Ended
Jun. 30, 2020
Jun. 30, 2019
Jun. 30, 2020
Jun. 30, 2019
Dec. 31, 2019
Dec. 31, 2018
Effects of Reinsurance [Line Items]            
Ceded losses incurred $ 38,983 $ 3,431 $ 44,755 $ 5,105    
Reinsurance recoverable on loss reserves 63,444 18,402 63,444 18,402 $ 21,641 $ 33,328
Quota Share Reinsurance Agreements, Excluding Captive Agreements            
Effects of Reinsurance [Line Items]            
Ceded premiums written and earned, net of profit commission 61,357 36,525 88,203 64,689    
Ceded losses incurred 38,982 3,440 44,786 5,116    
Ceding commissions 12,025 13,356 23,390 26,765    
Profit commission (1,231) 37,021 28,748 75,902    
Reinsurance recoverable on loss reserves $ 63,400   $ 63,400   $ 21,600  
Quota Share Reinsurance Agreement, 2015            
Effects of Reinsurance [Line Items]            
Contingent termination fee   $ 6,800   $ 6,800