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Investment Securities (Net Realized Investment Gain (losses) (Details) - USD ($)
$ in Millions
3 Months Ended 12 Months Ended
Mar. 31, 2019
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Investment securities        
Net realized investment gains (losses), pre-tax   $ 96.6 $ (23.9) $ 35.3
Net realized investment gains (losses), foreign, pre-tax   0.0 11.0 (11.2)
Net realized investment gains (losses), pre-tax, total   96.6 (12.9) 24.1
Income tax expense attributable to net realized investment gains (losses)   (10.6) 9.1 8.9
Income tax expense attributable to net realized investment gains (losses), foreign   0.0 0.0 0.0
Income tax expense attributable to net realized investment gains, total   (10.6) 9.1 8.9
Net realized investment gains (losses), after-tax   86.0 (14.8) 26.4
Net realized investment gains (losses), foreign, after-tax   0.0 11.0 (11.2)
Net realized investment gains (losses), total, after-tax   86.0 (3.8) 15.2
Realized gains   104.0 49.4 61.5
Realized losses   7.4 62.3 37.4
Fixed maturity investments        
Investment securities        
Net realized investment gains (losses), pre-tax   4.9 (29.8) (1.6)
Net realized investment gains (losses), foreign, pre-tax   0.0 18.2 4.1
Net realized investment gains (losses), pre-tax, total   4.9 (11.6) 2.5
Short-term investments        
Investment securities        
Net realized investment gains (losses), pre-tax   0.2 (0.8) (0.3)
Net realized investment gains (losses), foreign, pre-tax   0.0 0.0 0.0
Net realized investment gains (losses), pre-tax, total   0.2 (0.8) (0.3)
Common equity securities        
Investment securities        
Net realized investment gains (losses), pre-tax   85.9 6.6 18.1
Net realized investment gains (losses), foreign, pre-tax   0.0 0.0 6.0
Net realized investment gains (losses), pre-tax, total   85.9 6.6 24.1
Other long-term investments        
Investment securities        
Net realized investment gains (losses), pre-tax   5.6 0.1 19.1
Net realized investment gains (losses), foreign, pre-tax   0.0 (7.2) (21.3)
Net realized investment gains (losses), pre-tax, total   5.6 $ (7.1) $ (2.2)
MediaAlpha        
Investment securities        
Realized gain from transaction $ 67.5 $ 67.5