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Segment Information (Financial Data by Segment) (Details) - USD ($)
$ in Thousands
 3 Months Ended 6 Months Ended
Jun. 30, 2017
Jun. 30, 2016
Jun. 30, 2017
Jun. 30, 2016
Segment Reporting Information [Line Items]        
Net premiums earned $ 180,353 $ 176,732 $ 363,256 $ 354,312
Net investment income 22,677 24,583 45,863 50,023
Equity in earnings (loss) of unconsolidated subsidiaries 2,516 376 4,324 (3,259)
Net realized gains (losses) (2,219) 10,929 11,061 2,578
Other income 2,250 2,181 4,071 4,535
Net losses and loss adjustment expenses (115,550) (106,899) (234,701) (217,854)
Underwriting, policy acquisition and operating expenses (57,885) (54,034) (114,994) (110,923)
Segregated portfolio cells dividend (expense) income (8,811) (1,523) (11,186) (2,699)
Interest expense (4,145) (3,851) (8,278) (7,537)
Income tax benefit (expense) 332 (5,413) 1,557 (6,777)
Net income 19,518 43,081 60,973 62,399
Depreciation and amortization, net of accretion 6,146 8,343 13,949 16,971
Operating Segments [Member] | Specialty P&C [Member]        
Segment Reporting Information [Line Items]        
Net premiums earned 109,005 108,126 222,063 218,882
Other income 1,469 1,732 2,668 3,008
Net losses and loss adjustment expenses (71,296) (62,301) (146,291) (133,477)
Underwriting, policy acquisition and operating expenses (26,239) (25,902) (52,217) (50,954)
Segregated portfolio cells dividend (expense) income (5,119)   (5,091)  
Net income 7,820 21,655 21,132 37,459
Depreciation and amortization, net of accretion 1,506 1,486 3,417 3,497
Operating Segments [Member] | Workers Compensation [Member]        
Segment Reporting Information [Line Items]        
Net premiums earned 56,854 55,093 112,137 109,476
Other income 209 139 354 610
Net losses and loss adjustment expenses (33,486) (34,661) (68,136) (69,687)
Underwriting, policy acquisition and operating expenses (17,093) (16,334) (33,784) (34,165)
Segregated portfolio cells dividend (expense) income (2,698) (1,277) (3,872) (1,990)
Net income 3,786 2,960 6,699 4,244
Depreciation and amortization, net of accretion 831 1,393 1,668 2,797
Operating Segments [Member] | Lloyds Syndicate [Member]        
Segment Reporting Information [Line Items]        
Net premiums earned 14,494 13,513 29,056 25,954
Net investment income 410 337 782 653
Net realized gains (losses) 47 14 74 8
Other income (151) 188 240 440
Net losses and loss adjustment expenses (10,768) (8,502) (20,274) (14,690)
Underwriting, policy acquisition and operating expenses (6,851) (5,240) (13,062) (10,406)
Income tax benefit (expense) 548 (812) 555 (897)
Net income (2,271) (502) (2,629) 1,062
Depreciation and amortization, net of accretion (5) 43 (8) 109
Operating Segments [Member] | Corporate [Member]        
Segment Reporting Information [Line Items]        
Net investment income 22,267 24,246 45,081 49,370
Equity in earnings (loss) of unconsolidated subsidiaries 2,516 376 4,324 (3,259)
Net realized gains (losses) (2,266) 10,915 10,987 2,570
Other income 778 286 951 744
Underwriting, policy acquisition and operating expenses (7,757) (8,157) (16,073) (15,665)
Segregated portfolio cells dividend (expense) income (994) (246) (2,223) (709)
Interest expense (4,145) (3,851) (8,278) (7,537)
Income tax benefit (expense) (216) (4,601) 1,002 (5,880)
Net income 10,183 18,968 35,771 19,634
Depreciation and amortization, net of accretion 3,814 5,421 8,872 10,568
Intersegment Eliminations [Member]        
Segment Reporting Information [Line Items]        
Net premiums earned 0 0 0 0
Other income (55) (164) (142) (267)
Net losses and loss adjustment expenses 0 (1,435) 0 0
Underwriting, policy acquisition and operating expenses 55 1,599 142 267
Net income 0 0 0 0
Depreciation and amortization, net of accretion $ 0 $ 0 $ 0 $ 0