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Investments - Summary of Investment Income (Details) - USD ($)
$ 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
Schedule of Investment Income, Reported Amounts, by Category [Line Items]                              
Investment income                         $ 207.1 $ 200.1 $ 199.1
Investment expenses                         (8.9) (11.1) (12.0)
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
Fixed income securities                              
Schedule of Investment Income, Reported Amounts, by Category [Line Items]                              
Investment income                         134.1 133.3 141.3
Short-term investments                              
Schedule of Investment Income, Reported Amounts, by Category [Line Items]                              
Investment income                         1.4 0.4 0.6
Short-term investment, Trading                              
Schedule of Investment Income, Reported Amounts, by Category [Line Items]                              
Investment income                         0.4 0.8 0.2
Fixed term deposits (included in cash and cash equivalents)                              
Schedule of Investment Income, Reported Amounts, by Category [Line Items]                              
Investment income                         14.2 6.2 3.4
Equity securities — Trading                              
Schedule of Investment Income, Reported Amounts, by Category [Line Items]                              
Investment income                         2.1 13.6 20.4
Catastrophe bonds — Trading                              
Schedule of Investment Income, Reported Amounts, by Category [Line Items]                              
Investment income                         2.8 1.8 1.6
Other investments, at fair value                              
Schedule of Investment Income, Reported Amounts, by Category [Line Items]                              
Investment income                         2.5 0.0 0.0
Fixed Income Securities                              
Schedule of Investment Income, Reported Amounts, by Category [Line Items]                              
Investment income                         $ 49.6 $ 44.0 $ 31.6