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Investment Securities (Net Unrealized Investment Gains (Losses)) (Details) - USD ($)
3 Months Ended 12 Months Ended
Mar. 31, 2019
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Investment securities        
Unrealized investment gains   $ 336,900,000 $ (83,600,000) $ 97,500,000
Foreign Currency Transaction Gain (Loss), Unrealized   (300,000) (11,800,000) 11,700,000
Net unrealized investment gains (losses), pre-tax   336,600,000 (95,400,000) 109,200,000
Trading Securities, Tax on Unrealized Holding Gain (Loss) on Investments   (76,400,000) 9,100,000 (4,000,000.0)
Trading Securities, Unrealized Foreign Currency Transaction Gain (Loss) Tax   0 0 0
Net Unrealized Gain (Loss) and Foreign Currency Gain (Loss) on Trading Securities Tax   (76,400,000) 9,100,000 (4,000,000.0)
Unrealized investment gains after tax   260,500,000 (74,500,000) 93,500,000
Trading Securities, Unrealized Foreign Currenc Gain (Loss) Net of Tax   (300,000) (11,800,000) 11,700,000
Net Unrealized Gain (Loss) and Foreign Currency Gain (Loss) on Trading Securities Net of Tax   260,200,000 (86,300,000) 105,200,000
Fixed maturity investments        
Investment securities        
Unrealized investment gains   38,600,000 (8,300,000) 13,800,000
Foreign Currency Transaction Gain (Loss), Unrealized   0 (14,800,000) 12,700,000
Net unrealized investment gains (losses), pre-tax   38,600,000 (23,100,000) 26,500,000
Common equity securities        
Investment securities        
Unrealized investment gains   109,800,000 (105,500,000) 99,300,000
Foreign Currency Transaction Gain (Loss), Unrealized   0 0 0
Net unrealized investment gains (losses), pre-tax   109,800,000 (105,500,000) 99,300,000
Other long-term investments        
Investment securities        
Unrealized investment gains   188,500,000 30,200,000 (15,600,000)
Foreign Currency Transaction Gain (Loss), Unrealized   (300,000) 3,000,000.0 (1,000,000.0)
Net unrealized investment gains (losses), pre-tax   188,200,000 $ 33,200,000 $ (16,600,000)
MediaAlpha        
Investment securities        
Unrealized investment gain $ 114,700,000 $ 180,000,000.0