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Segment Information - Schedule of Earned Premiums by Geographic Location (Detail) - USD ($)
$ in Millions
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
Revenues from External Customers and Long-Lived Assets [Line Items]                      
Total earned premiums $ 425.8 $ 451.5 $ 431.7 $ 420.5 $ 452.4 $ 446.9 $ 417.7 $ 414.7 $ 1,729.5 $ 1,731.7 $ 1,572.3
United States [Member]                      
Revenues from External Customers and Long-Lived Assets [Line Items]                      
Total earned premiums                 1,115.6 1,073.1 930.8
United Kingdom [Member]                      
Revenues from External Customers and Long-Lived Assets [Line Items]                      
Total earned premiums                 391.5 455.8 489.3
Bermuda [Member]                      
Revenues from External Customers and Long-Lived Assets [Line Items]                      
Total earned premiums                 80.7 85.4 92.1
Malta [Member]                      
Revenues from External Customers and Long-Lived Assets [Line Items]                      
Total earned premiums                 85.0 61.0 11.1
Other Jurisdiction [Member]                      
Revenues from External Customers and Long-Lived Assets [Line Items]                      
Total earned premiums                 $ 56.7 $ 56.4 $ 49.0