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Senior Debt (Details) - USD ($)
3 Months Ended
Jun. 30, 2020
Mar. 31, 2020
Sep. 30, 2020
Dec. 31, 2019
Debt Instrument [Line Items]        
Drawn balance outstanding     $ 217,300,000 $ 158,300,000
2013 Facility        
Debt Instrument [Line Items]        
Amount drawn   $ 60,000,000.0    
Unsecured Debt | 2013 Facility        
Debt Instrument [Line Items]        
Line of credit (up to)   212,500,000    
Drawn balance outstanding     163,300,000  
Line of Credit | 2013 Facility        
Debt Instrument [Line Items]        
Line of credit (up to)   315,000,000.0    
Repaid amount $ 30,000,000.0      
JRG Reinsurance Company, Ltd. | 2013 Facility        
Debt Instrument [Line Items]        
Amount of letters of credit issued     76,000,000.0  
JRG Reinsurance Company, Ltd. | 2017 Facility        
Debt Instrument [Line Items]        
Amount drawn   $ 59,000,000.0    
Line of credit (up to)     100,000,000.0  
Repaid amount $ 30,000,000.0      
Amount of letters of credit issued     17,500,000  
JRG Reinsurance Company, Ltd. | Unsecured Debt | 2017 Facility        
Debt Instrument [Line Items]        
Drawn balance outstanding     $ 39,000,000.0