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Debt - Debt Maturities (Details) - USD ($)
$ in Thousands
Mar. 31, 2020
Dec. 31, 2019
Debt Instrument    
2020 (remaining nine months) $ 10,199  
2021 8,607  
2022 3,439  
2023 142,144  
2024 351,360  
2025 735  
Thereafter 174,392  
Total principal amount of debt 690,876  
Unamortized debt issuance costs and unamortized discount (5,798) $ (5,981)
Carrying amount of debt 685,078 686,006
Senior Notes | 6.75% Notes    
Debt Instrument    
2020 (remaining nine months) 0  
2021 0  
2022 0  
2023 0  
2024 350,000  
2025 0  
Thereafter 0  
Total principal amount of debt 350,000  
Carrying amount of debt 347,252 347,091
Senior Notes | 7.625% Notes    
Debt Instrument    
2020 (remaining nine months) 0  
2021 0  
2022 0  
2023 0  
2024 0  
2025 0  
Thereafter 100,000  
Total principal amount of debt 100,000  
Carrying amount of debt 96,950 $ 96,928
Surplus Notes | Subordinated Debentures Tranche I    
Debt Instrument    
2020 (remaining nine months) 0  
2021 0  
2022 0  
2023 0  
2024 0  
2025 0  
Thereafter 41,238  
Total principal amount of debt 41,238  
Surplus Notes | Subordinated Debentures Tranche II    
Debt Instrument    
2020 (remaining nine months) 0  
2021 0  
2022 0  
2023 0  
2024 0  
2025 0  
Thereafter 30,930  
Total principal amount of debt 30,930  
Finance lease liabilities | Finance lease liabilities    
Debt Instrument    
2020 (remaining nine months) 5,380  
2021 5,664  
2022 3,439  
2023 2,144  
2024 1,360  
2025 735  
Thereafter 2,224  
Total principal amount of debt 20,946  
Other | Other    
Debt Instrument    
2020 (remaining nine months) 4,819  
2021 2,943  
2022 0  
2023 0  
2024 0  
2025 0  
Thereafter 0  
Total principal amount of debt 7,762  
JPMorgan Chase, N.A. | 2019 Credit Agreement    
Debt Instrument    
2020 (remaining nine months) 0  
2021 0  
2022 0  
2023 140,000  
2024 0  
2025 0  
Thereafter 0  
Total principal amount of debt $ 140,000