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Segment Information (Financial Data by Segment) (Details) - USD ($)
$ in Thousands
 3 Months Ended 6 Months Ended
Jun. 30, 2018
Jun. 30, 2017
Jun. 30, 2018
Jun. 30, 2017
Segment Reporting Information [Line Items]        
Net premiums earned $ 223,591 $ 180,353 $ 410,750 $ 363,256
Net investment income 22,384 22,677 44,411 45,863
Equity in earnings (loss) of unconsolidated subsidiaries 5,380 2,516 7,019 4,324
Net realized gains (losses) 2,795 (2,219) (9,722) 11,061
Other income (expense) 2,044 2,250 4,767 4,071
Net losses and loss adjustment expenses (161,728) (115,550) (291,515) (234,701)
Underwriting, policy acquisition and operating expenses (59,611) (57,885) (116,969) (114,994)
Segregated portfolio cells dividend (expense) income (2,785) (8,811) (4,532) (11,186)
Interest expense (3,958) (4,145) (7,663) (8,278)
Income tax benefit (expense) 311 332 3,733 1,557
Net income 28,423 19,518 40,279 60,973
Depreciation and amortization, net of accretion 4,957 6,146 11,036 13,949
Pre-tax expense 28,112 19,186 36,546 59,416
Tax Impact (311) (332) (3,733) (1,557)
Specialty P&C        
Segment Reporting Information [Line Items]        
Net premiums earned 143,847 109,005 260,125 222,063
Workers' Compensation        
Segment Reporting Information [Line Items]        
Net premiums earned 62,254 56,854 120,660 112,137
Lloyd's Syndicates        
Segment Reporting Information [Line Items]        
Net premiums earned 17,490 14,494 29,965 29,056
Operating Segments | Specialty P&C        
Segment Reporting Information [Line Items]        
Net premiums earned 143,847 109,005 260,125 222,063
Net investment income 0 0 0 0
Equity in earnings (loss) of unconsolidated subsidiaries 0 0 0 0
Net realized gains (losses) 0 0 0 0
Other income (expense) 1,262 1,469 2,519 2,668
Net losses and loss adjustment expenses (111,838) (71,296) (196,425) (146,291)
Underwriting, policy acquisition and operating expenses (28,050) (26,239) (56,327) (52,217)
Segregated portfolio cells dividend (expense) income (118) (5,119) (88) (5,091)
Interest expense 0   0 0
Income tax benefit (expense) 0   0 0
Net income 5,103 7,820 9,804 21,132
Depreciation and amortization, net of accretion 1,761 1,506 3,628 3,417
Tax Impact 0   0 0
Operating Segments | Workers' Compensation        
Segment Reporting Information [Line Items]        
Net premiums earned 62,254 56,854 120,660 112,137
Net investment income 0 0 0 0
Equity in earnings (loss) of unconsolidated subsidiaries 0 0 0 0
Net realized gains (losses) 0 0 0 0
Other income (expense) 212 209 578 354
Net losses and loss adjustment expenses (37,385) (33,486) (74,099) (68,136)
Underwriting, policy acquisition and operating expenses (17,969) (17,093) (35,301) (33,784)
Segregated portfolio cells dividend (expense) income (2,751) (2,698) (4,645) (3,872)
Interest expense 0   0 0
Income tax benefit (expense) 0   0 0
Net income 4,361 3,786 7,193 6,699
Depreciation and amortization, net of accretion 958 831 1,914 1,668
Tax Impact 0   0 0
Operating Segments | Lloyd's Syndicates        
Segment Reporting Information [Line Items]        
Net premiums earned 17,490 14,494 29,965 29,056
Net investment income 836 410 1,587 782
Equity in earnings (loss) of unconsolidated subsidiaries 0 0 0 0
Net realized gains (losses) (252) 47 (306) 74
Other income (expense) (436) (151) (105) 240
Net losses and loss adjustment expenses (12,505) (10,768) (20,991) (20,274)
Underwriting, policy acquisition and operating expenses (8,060) (6,851) (15,306) (13,062)
Segregated portfolio cells dividend (expense) income 0 0 0 0
Interest expense 0 0 0 0
Income tax benefit (expense) 0 548 (6) 555
Net income (2,927) (2,271) (5,162) (2,629)
Depreciation and amortization, net of accretion (2) (5) (3) (8)
Tax Impact 0 (548) 6 (555)
Operating Segments | Corporate        
Segment Reporting Information [Line Items]        
Net premiums earned 0 0 0 0
Net investment income 21,548 22,267 42,824 45,081
Equity in earnings (loss) of unconsolidated subsidiaries 5,380 2,516 7,019 4,324
Net realized gains (losses) 3,047 (2,266) (9,416) 10,987
Other income (expense) 1,095 778 2,037 951
Net losses and loss adjustment expenses 0 0 0 0
Underwriting, policy acquisition and operating expenses (5,621) (7,757) (10,297) (16,073)
Segregated portfolio cells dividend (expense) income 84 (994) 201 (2,223)
Interest expense (3,958) (4,145) (7,663) (8,278)
Income tax benefit (expense) 311 (216) 3,739 1,002
Net income 21,886 10,183 28,444 35,771
Depreciation and amortization, net of accretion 2,240 3,814 5,497 8,872
Tax Impact (311) 216 (3,739) (1,002)
Inter-segment Eliminations        
Segment Reporting Information [Line Items]        
Net premiums earned 0 0 0 0
Net investment income 0 0 0 0
Equity in earnings (loss) of unconsolidated subsidiaries 0 0 0 0
Net realized gains (losses) 0 0 0 0
Other income (expense) (89) (55) (262) (142)
Net losses and loss adjustment expenses 0 0 0 0
Underwriting, policy acquisition and operating expenses 89 55 262 142
Segregated portfolio cells dividend (expense) income 0 0 0 0
Interest expense 0   0 0
Income tax benefit (expense) 0   0 0
Net income 0 0 0 0
Depreciation and amortization, net of accretion 0 0 0 0
Tax Impact $ 0   0 $ 0
Previously Unrecognized Segregated Portfolio Cells (SPC) Dividend Expense [Member] | Operating Segments | Specialty P&C        
Segment Reporting Information [Line Items]        
Pre-tax expense   5,200 5,200  
Previously Unrecognized Segregated Portfolio Cells (SPC) Dividend Expense [Member] | Operating Segments | Corporate        
Segment Reporting Information [Line Items]        
Income tax benefit (expense)   (1,800) (1,800)  
Tax Impact   $ 1,800 $ 1,800