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Investment Securities (Net Unrealized Investment Gains (Losses)) (Details) - USD ($)
3 Months Ended 9 Months Ended
Sep. 30, 2019
Mar. 31, 2019
Sep. 30, 2018
Sep. 30, 2019
Sep. 30, 2018
Debt and Equity Securities, FV-NI [Line Items]          
Unrealized gains (losses) on investments $ 48,200,000   $ 76,400,000 $ 257,800,000 $ 48,400,000
Net Foreign Exchange Gains, pre-tax (800,000)   (100,000) (800,000) (11,600,000)
Net unrealized investment gains (losses), pre-tax 47,400,000   76,300,000 257,000,000.0 36,800,000
Net Unrealized Gains (Losses), tax 13,000,000.0   12,000,000.0 (60,500,000) 17,100,000
Net Foreign Exchange Gains, tax 0   0 0 0
Total Net Unrealized Gains (Losses) Reflected in Earnings, tax 13,000,000.0   12,000,000.0 (60,500,000) 17,100,000
Net Unrealized Gains (Losses), after-tax 35,200,000   64,400,000 197,300,000 31,300,000
Net Foreign Exchange Gains, after-tax (800,000)   (100,000) (800,000) (11,600,000)
Total Net Unrealized Gains (Losses) Reflected in Earnings, after-tax 34,400,000   64,300,000 196,500,000 19,700,000
Fixed maturity investments          
Debt and Equity Securities, FV-NI [Line Items]          
Unrealized gains (losses) on investments 7,500,000   1,500,000 43,400,000 (15,700,000)
Net Foreign Exchange Gains, pre-tax 0   0 0 (14,800,000)
Net unrealized investment gains (losses), pre-tax 7,500,000   1,500,000 43,400,000 (30,500,000)
Short-term investments          
Debt and Equity Securities, FV-NI [Line Items]          
Unrealized gains (losses) on investments 0   (100,000) 200,000 (100,000)
Net Foreign Exchange Gains, pre-tax 0   0 0 0
Net unrealized investment gains (losses), pre-tax 0   (100,000) 200,000 (100,000)
Common equity securities          
Debt and Equity Securities, FV-NI [Line Items]          
Unrealized gains (losses) on investments (11,600,000)   54,900,000 60,100,000 43,700,000
Net Foreign Exchange Gains, pre-tax 0   0 0 0
Net unrealized investment gains (losses), pre-tax (11,600,000)   54,900,000 60,100,000 43,700,000
Other long-term investments          
Debt and Equity Securities, FV-NI [Line Items]          
Unrealized gains (losses) on investments 52,300,000   20,100,000 154,100,000 20,500,000
Net Foreign Exchange Gains, pre-tax (800,000)   (100,000) (800,000) 3,200,000
Net unrealized investment gains (losses), pre-tax 51,500,000   $ 20,000,000.0 153,300,000 $ 23,700,000
MediaAlpha          
Debt and Equity Securities, FV-NI [Line Items]          
Unrealized investment gain $ 35,300,000 $ 114,700,000   $ 150,000,000.0