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Fair Value Measurements - Assets and Liabilities Not Measured at Fair Value (Details) - USD ($)
$ in Thousands
Dec. 31, 2019
Dec. 31, 2018
Senior Notes | 5.75% Senior Notes due 2023    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Stated interest rate (in hundredths) 5.75%  
9% Convertible Junior Subordinated Debentures due 2063    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Stated interest rate (in hundredths) 9.00%  
Carrying Value    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Other invested assets $ 3,100 $ 3,100
FHLB Advance 155,000 155,000
5.75% Notes 420,867 419,713
9% Debentures 256,872 256,872
Total financial liabilities 832,739 831,585
Fair Value | Significant Other Observable Inputs (Level 2)    
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]    
Other invested assets 3,100 3,100
FHLB Advance 156,422 150,551
5.75% Notes 471,827 425,791
9% Debentures 346,289 338,069
Total financial liabilities $ 974,538 $ 914,411