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Investment Securities - Net Realized and Unrealized Investment Gains and Losses - (Details) - USD ($)
$ in Millions
12 Months Ended
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Debt Securities, Available-for-sale [Line Items]      
Net realized and unrealized investment gains (losses) $ 716.8 $ 433.2 $ (108.3)
Less: net gains (losses) on investment securities sold during the period 20.2 24.6 (33.0)
Realized gains 214.4 104.0 49.4
Realized losses 27.3 7.4 62.3
MediaAlpha      
Debt Securities, Available-for-sale [Line Items]      
Net realized and unrealized investment gains (losses) 686.0 180.0 0.0
Investments Held      
Debt Securities, Available-for-sale [Line Items]      
Net realized and unrealized investment gains (losses) 696.6 408.6 (75.3)
Fixed maturity investments      
Debt Securities, Available-for-sale [Line Items]      
Net realized and unrealized investment gains (losses) 38.5 43.5 (34.7)
Short-term investments      
Debt Securities, Available-for-sale [Line Items]      
Net realized and unrealized investment gains (losses) 0.4 0.2 (0.8)
Common equity securities      
Debt Securities, Available-for-sale [Line Items]      
Net realized and unrealized investment gains (losses) 6.5 195.7 (98.9)
Other long-term investments      
Debt Securities, Available-for-sale [Line Items]      
Net realized and unrealized investment gains (losses) (14.6) 13.8 26.1
Gain (loss) on investments related to foreign currency exchange $ 4.0 $ (0.3) $ (0.8)