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Investment Securities - Net Realized and Unrealized Investment Gains (Losses) (Details) - USD ($)
$ in Millions
3 Months Ended
Mar. 31, 2022
Mar. 31, 2021
Debt and Equity Securities, FV-NI [Line Items]    
Net realized investment gains (losses) $ 17.4 $ 143.0
Net unrealized investment gains (losses) (9.1) (182.3)
Gain (loss) on investments, exchange rate effect 2.6 (0.2)
Investments Held    
Debt and Equity Securities, FV-NI [Line Items]    
Net realized and unrealized investment gains (losses) 10.4 (40.6)
Fixed maturity investments    
Debt and Equity Securities, FV-NI [Line Items]    
Net realized investment gains (losses) (1.1) 1.9
Net unrealized investment gains (losses) (79.5) (27.3)
Short-term investments    
Debt and Equity Securities, FV-NI [Line Items]    
Net realized investment gains (losses) (0.2) (0.3)
Net unrealized investment gains (losses) 0.2 (1.0)
Common equity securities    
Debt and Equity Securities, FV-NI [Line Items]    
Net unrealized investment gains (losses) 1.0 1.0
Net unrealized investment gains (losses) on investment securities held at the end of the period 1.0 1.0
Marketing Technology (MediaAlpha)    
Debt and Equity Securities, FV-NI [Line Items]    
Net realized investment gains (losses) 0.0 160.3
Net unrealized investment gains (losses) 18.8 (202.0)
Net unrealized investment gains (losses) on investment securities held at the end of the period 18.8 (41.7)
Other long-term investments    
Debt and Equity Securities, FV-NI [Line Items]    
Net realized investment gains (losses) 18.7 (18.9)
Net unrealized investment gains (losses) 50.4 47.0
Net realized and unrealized investment (losses) gains    
Debt and Equity Securities, FV-NI [Line Items]    
Net unrealized investment gains (losses) on investment securities held at the end of the period 8.3 (39.3)
TPC Providers    
Debt and Equity Securities, FV-NI [Line Items]    
Net unrealized investment gains (losses) on investment securities held at the end of the period 2.1 (1.3)
Fixed maturity and short-term investments    
Debt and Equity Securities, FV-NI [Line Items]    
Net unrealized investment gains (losses) on investment securities held at the end of the period (80.6) (26.7)
Net realized and unrealized investment gains (losses) (1.0) (0.9)
Fixed maturity and short-term investments | Investments Held    
Debt and Equity Securities, FV-NI [Line Items]    
Net unrealized investment gains (losses) on investment securities held at the end of the period (79.6) (25.8)
Common equity securities and investment in MediaAlpha    
Debt and Equity Securities, FV-NI [Line Items]    
Net unrealized investment gains (losses) on investment securities held at the end of the period 19.8 (40.7)
Net realized and unrealized investment gains (losses) 0.0 (19.9)
Common equity securities and investment in MediaAlpha | Investments Held    
Debt and Equity Securities, FV-NI [Line Items]    
Net unrealized investment gains (losses) on investment securities held at the end of the period $ 19.8 $ (60.6)