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Unaudited Quarterly Financial Data - Summary of Quarterly Financial Data (Details) - USD ($)
$ / shares in Units, $ in Millions
3 Months Ended 12 Months Ended
Dec. 31, 2018
Sep. 30, 2018
Jun. 30, 2018
Mar. 31, 2018
Dec. 31, 2017
Sep. 30, 2017
Jun. 30, 2017
Mar. 31, 2017
Dec. 31, 2016
Sep. 30, 2016
Jun. 30, 2016
Mar. 31, 2016
Dec. 31, 2018
Dec. 31, 2017
Dec. 31, 2016
Quarterly Financial Information Disclosure [Abstract]                              
Net earned premium $ 538.5 $ 623.2 $ 519.5 $ 533.5 $ 511.0 $ 652.5 $ 562.0 $ 581.1 $ 612.4 $ 681.0 $ 680.8 $ 663.1 $ 2,214.7 $ 2,306.6 $ 2,637.3
Net investment income 52.5 48.0 50.4 47.3 47.5 46.4 47.4 47.7 43.2 46.4 48.0 49.5 198.2 189.0 187.1
Realized and unrealized investment gains 4.1 1.8 3.5 100.6 18.8 29.9 49.0 51.2 (29.0) 26.7 45.1 65.6 110.0 148.9 108.4
Other income 3.4 1.4 2.1 2.1 3.9 (2.2) 3.6 3.6 3.3 1.5 (0.5) 1.4 9.0 8.9 5.7
Total revenues 598.5 674.4 575.5 683.5 581.2 726.6 662.0 683.6 629.9 755.6 773.4 779.6 2,531.9 2,653.4 2,938.5
Losses and loss adjustment expenses 521.3 431.1 310.4 310.2 544.2 776.2 346.1 328.2 387.3 389.2 442.2 357.4 1,573.0 1,994.7 1,576.1
Amortization of deferred policy acquisition costs 93.9 101.0 85.9 90.8 85.1 105.4 96.3 113.7 141.1 130.9 126.7 130.2 371.6 400.5 528.9
General, administrative and corporate expenses 100.1 160.4 110.2 121.0 150.1 110.9 119.9 121.3 128.9 125.0 116.4 119.8 491.7 502.2 490.1
Interest on long-term debt 5.5 5.4 7.6 7.4 7.3 7.4 7.4 7.4 7.4 7.3 7.4 7.4 25.9 29.5 29.5
Change in fair value of derivatives 16.4 (7.2) 46.1 (23.5) (2.5) (4.5) (17.6) (3.1) 17.6 (0.6) 0.4 7.2 31.8 (27.7) 24.6
Change in fair value of loan notes issued by variable interest entities 0.3 1.7 3.4 (1.0) (17.6) (9.8) 3.3 2.9 3.4 9.8 (0.5) 4.4 4.4 (21.2) 17.1
Realized and unrealized investment losses 9.5 2.7 24.2 138.3 4.0 12.4 7.0 5.0 29.1 5.2 8.3 20.6 174.7 28.4 63.2
Realized loss on debt extinguishment 0.0 0.0 8.6 0.0                 8.6 0.0 0.0
Net realized and unrealized foreign exchange (gains)/losses (5.5) 9.5 (5.2) 4.7 2.8 (8.4) 20.6 8.9 (12.0) (10.8) 5.3 15.7 3.5 23.9 (1.8)
Other (expense) 0.6 0.4 0.5 1.2 2.9 0.0 2.0 0.0 1.2 (0.9) 1.0 0.0 2.7 4.9 1.3
Total expenses 742.1 705.0 591.7 649.1 776.3 989.6 585.0 584.3 704.0 655.1 707.2 662.7 2,687.9 2,935.2 2,729.0
(Loss)/income from operations before income tax (143.6) (30.6) (16.2) 34.4 (195.1) (263.0) 77.0 99.3 (74.1) 100.5 66.2 116.9 (156.0) (281.8) 209.5
Income tax benefit/(expense) (3.2) 15.5 1.5 (3.6) 10.2 9.2 (1.2) (2.8) 2.6 (4.9) (1.3) (2.5) 10.2 15.4 (6.1)
Net (loss)/income $ (146.8) $ (15.1) $ (14.7) $ 30.8 $ (184.9) $ (253.8) $ 75.8 $ 96.5 $ (71.5) $ 95.6 $ 64.9 $ 114.4 $ (145.8) $ (266.4) $ 203.4
Ordinary shares:                              
Basic weighted average ordinary shares (in shares) 59,431,469 59,692,623 59,671,684 59,546,165 59,431,469 59,759,730 59,966,358 59,862,662 60,152,420 60,225,705 60,705,028 60,867,815 59,655,507 59,753,886 60,478,740
Diluted weighted average ordinary shares (in shares) 59,431,469 59,692,623 59,671,684 60,513,147 59,431,469 59,795,730 61,022,981 61,196,772 60,152,420 61,577,018 62,192,142 62,483,938 59,655,507 59,753,886 61,860,689
Weighted average number of ordinary share and share equivalents                              
Basic, in usd per share $ (2.60) $ (0.38) $ (0.38) $ 0.39 $ (3.25) $ (4.48) $ 1.09 $ 1.39 $ (1.41) $ 1.43 $ 0.91 $ 1.73 $ (2.97) $ (5.22) $ 2.67
Diluted, in usd per share $ (2.60) $ (0.38) $ (0.38) $ 0.38 $ (3.25) $ (4.48) $ 1.07 $ 1.36 $ (1.41) $ 1.40 $ 0.89 $ 1.68 $ (2.97) $ (5.22) $ 2.61