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Investment Securities (Net Unrealized Investment Gains (Losses)) (Details) - USD ($)
$ in Millions
3 Months Ended
Mar. 31, 2019
Mar. 31, 2018
Debt and Equity Securities, FV-NI [Line Items]    
Unrealized gains (losses) on investments $ 220.2 $ (37.9)
Trading Securities, Tax on Unrealized Holding Gain (Loss) on Investments (50.5) 6.3
Trading Securities Unrealized Holding Gain (Loss) on Investments after Tax 169.7 (31.6)
Foreign Currency Transaction Gain (Loss), Unrealized (0.3) (10.7)
Trading Securities, Unrealized Foreign Currency Transaction Gain (Loss) Tax 0.0 0.0
Trading Securities, Unrealized Foreign Currency Gain (Loss) Net of Tax (0.3) (10.7)
Net unrealized investment gains (losses), pre-tax (1) 219.9 (48.6)
Net Unrealized Gain (Loss) and Foreign Currency Gain (Loss) on Trading Securities Tax (50.5) 6.3
Net Unrealized Gain (Loss) and Foreign Currency Gain (Loss) on Trading Securities Net of Tax 169.4 (42.3)
Fixed maturity investments    
Debt and Equity Securities, FV-NI [Line Items]    
Unrealized gains (losses) on investments 22.0 (18.6)
Foreign Currency Transaction Gain (Loss), Unrealized 0.0 (14.8)
Net unrealized investment gains (losses), pre-tax (1) 22.0 (33.4)
Short-term investments    
Debt and Equity Securities, FV-NI [Line Items]    
Unrealized gains (losses) on investments 0.0 (0.7)
Foreign Currency Transaction Gain (Loss), Unrealized 0.0 0.0
Net unrealized investment gains (losses), pre-tax (1) 0.0 (0.7)
Common equity securities    
Debt and Equity Securities, FV-NI [Line Items]    
Unrealized gains (losses) on investments 85.5 (16.7)
Foreign Currency Transaction Gain (Loss), Unrealized 0.0 0.0
Net unrealized investment gains (losses), pre-tax (1) 85.5 (16.7)
Other long-term investments    
Debt and Equity Securities, FV-NI [Line Items]    
Unrealized gains (losses) on investments 112.7 (1.9)
Foreign Currency Transaction Gain (Loss), Unrealized (0.3) 4.1
Net unrealized investment gains (losses), pre-tax (1) 112.4 $ 2.2
MediaAlpha    
Debt and Equity Securities, FV-NI [Line Items]    
Unrealized investment gain $ 114.7