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Reinsurance (Details) - USD ($)
$ in Thousands
12 Months Ended
May 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Insurance [Abstract]        
Reinsurance Retention Policy, Excess Retention, Amount Reinsured $ 3,200,000      
Insurance Commissions and Fees, Flood Program   $ 1,506 $ 1,575 $ 1,255
Percentage of Flood Premiums Ceded   100.00%    
Increase (Decrease) in Ceded Losses and LAE Incurred   $ 240,995    
Losses ceded under aggregate contract   $ 26,488