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Segment Information - Gross Premiums Earned by Product (Details) - USD ($)
$ in Thousands
3 Months Ended 12 Months Ended
Dec. 31, 2019
Sep. 30, 2019
Jun. 30, 2019
Mar. 31, 2019
Dec. 31, 2018
Sep. 30, 2018
Jun. 30, 2018
Mar. 31, 2018
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Segment Reporting Information [Line Items]                      
Ceded premiums earned                 $ (124,171) $ (126,036) $ (110,347)
Net premiums earned $ 214,446 $ 215,788 $ 209,149 $ 208,149 $ 202,033 $ 206,070 $ 223,591 $ 187,159 847,532 818,853 738,531
Specialty P&C                      
Segment Reporting Information [Line Items]                      
Ceded premiums earned                 (81,738) (88,235) (87,760)
Net premiums earned                 499,058 491,787 449,823
Premiums assumed under Quota Share Agreement                 100 5,000 11,800
Specialty P&C | Healthcare professional liability                      
Segment Reporting Information [Line Items]                      
Gross premiums earned                 517,977 518,303 477,561
Specialty P&C | Legal professional liability                      
Segment Reporting Information [Line Items]                      
Gross premiums earned                 26,766 26,094 25,771
Specialty P&C | Medical technology liability                      
Segment Reporting Information [Line Items]                      
Gross premiums earned                 33,957 35,157 33,836
Specialty P&C | Other                      
Segment Reporting Information [Line Items]                      
Gross premiums earned                 2,096 468 415
Workers' Compensation Insurance                      
Segment Reporting Information [Line Items]                      
Ceded premiums earned                 (98,169) (96,895) (90,635)
Net premiums earned                 189,240 186,079 163,309
Workers' Compensation Insurance | Traditional business                      
Segment Reporting Information [Line Items]                      
Gross premiums earned                 203,195 199,466 173,246
Workers' Compensation Insurance | Alternative market business                      
Segment Reporting Information [Line Items]                      
Gross premiums earned                 84,214 83,508 80,698
Segregated Portfolio Cell Reinsurance                      
Segment Reporting Information [Line Items]                      
Ceded premiums earned                 (9,741) (9,324) (8,714)
Net premiums earned                 78,563 73,940 68,197
Segregated Portfolio Cell Reinsurance | Healthcare professional liability                      
Segment Reporting Information [Line Items]                      
Gross premiums earned                 6,059 5,009 4,097
Segregated Portfolio Cell Reinsurance | Other                      
Segment Reporting Information [Line Items]                      
Gross premiums earned                 480 0 0
Segregated Portfolio Cell Reinsurance | Workers' compensation                      
Segment Reporting Information [Line Items]                      
Gross premiums earned                 81,765 78,255 72,814
Lloyd's Syndicates                      
Segment Reporting Information [Line Items]                      
Gross premiums earned                 101,222 83,307 69,749
Ceded premiums earned                 (20,551) (16,260) (12,547)
Net premiums earned                 $ 80,671 $ 67,047 $ 57,202