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Accounting Policies - Narrative (Details)
$ in Thousands
3 Months Ended 6 Months Ended
Jun. 30, 2020
USD ($)
company
Jun. 30, 2019
USD ($)
Jun. 30, 2020
USD ($)
company
Jun. 30, 2019
USD ($)
Mar. 31, 2020
USD ($)
Jan. 01, 2020
USD ($)
Dec. 31, 2019
USD ($)
Mar. 31, 2019
USD ($)
Dec. 31, 2018
USD ($)
New Accounting Pronouncements or Change in Accounting Principle [Line Items]                  
Pre-tax (income) loss $ (39,760) $ (24,962) $ 1,458 $ (50,453)          
Income tax expense (benefit) 4,146 4,655 (257) $ 7,418          
Effective U.S. federal income tax expense rate       14.70%          
Shareholders' equity 795,711 791,050 795,711 $ 791,050 $ 720,317   $ 778,581 $ 754,297 $ 709,241
Cumulative Effect, Period of Adoption, Adjustment                  
New Accounting Pronouncements or Change in Accounting Principle [Line Items]                  
Shareholders' equity                 8,280
VIE, not primary beneficiary                  
New Accounting Pronouncements or Change in Accounting Principle [Line Items]                  
Investment in variable interest entities $ 31,300   $ 31,300       31,200    
UNITED STATES                  
New Accounting Pronouncements or Change in Accounting Principle [Line Items]                  
Number of insurance companies | company 5   5            
BERMUDA                  
New Accounting Pronouncements or Change in Accounting Principle [Line Items]                  
Number of insurance companies | company 2   2            
ASU 2019-05 | Cumulative Effect, Period of Adoption, Adjustment                  
New Accounting Pronouncements or Change in Accounting Principle [Line Items]                  
Bank loan participations           $ (8,400) (8,400)    
Shareholders' equity             (7,827)    
ASU 2016-13 | Cumulative Effect, Period of Adoption, Adjustment                  
New Accounting Pronouncements or Change in Accounting Principle [Line Items]                  
Shareholders' equity             (265)    
Retained Earnings                  
New Accounting Pronouncements or Change in Accounting Principle [Line Items]                  
Shareholders' equity $ 61,770 $ 112,729 $ 61,770 $ 112,729 $ 35,412   89,586 $ 101,617 79,753
Retained Earnings | Cumulative Effect, Period of Adoption, Adjustment                  
New Accounting Pronouncements or Change in Accounting Principle [Line Items]                  
Shareholders' equity                 $ 8,280
Retained Earnings | ASU 2019-05 | Cumulative Effect, Period of Adoption, Adjustment                  
New Accounting Pronouncements or Change in Accounting Principle [Line Items]                  
Shareholders' equity           (7,800) (7,827)    
Retained Earnings | ASU 2016-13 | Cumulative Effect, Period of Adoption, Adjustment                  
New Accounting Pronouncements or Change in Accounting Principle [Line Items]                  
Shareholders' equity           $ (265) $ (265)