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Reclassifications from Accumulated Other Comprehensive Income - Schedule of Accumulated Other Comprehensive Income Reclassification (Details) - USD ($)
$ in Millions
 12 Months Ended
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Reclassification Adjustment out of Accumulated Other Comprehensive Income [Line Items]      
(Loss) from operations before income taxes $ (31.5) $ (218.8) $ (156.0)
Income tax (expense)/benefit (8.6) (22.9) 10.2
General, administrative and corporate expenses (410.9) (521.6) (491.7)
Net (loss) (40.1) (241.7) (145.8)
Net (loss) (40.1) (241.7) $ (145.8)
Reclassification out of Accumulated Other Comprehensive Income      
Reclassification Adjustment out of Accumulated Other Comprehensive Income [Line Items]      
Net (loss) (66.8) (2.8)  
Available for sale securities | Reclassification out of Accumulated Other Comprehensive Income      
Reclassification Adjustment out of Accumulated Other Comprehensive Income [Line Items]      
Available for sale securities — gross realized gains (69.3) (14.4)  
Realized gains on sale of securities 2.2 7.6  
(Loss) from operations before income taxes (67.1) (6.8)  
Income tax (expense)/benefit 0.0 0.0  
Net (loss) (67.1) (6.8)  
Foreign currency translation adjustments | Reclassification out of Accumulated Other Comprehensive Income      
Reclassification Adjustment out of Accumulated Other Comprehensive Income [Line Items]      
Income tax (expense)/benefit 0.0 (0.8)  
General, administrative and corporate expenses 0.3 4.8  
Net (loss) $ 0.3 $ 4.0