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Investment Securities - Schedule of Interest Income on Fixed Maturity Investments (Details) - USD ($)
$ in Millions
3 Months Ended 9 Months Ended
Sep. 30, 2021
Sep. 30, 2020
Sep. 30, 2021
Sep. 30, 2020
Schedule of Investments [Line Items]        
Total investment income $ (20.1) $ (71.5) $ (58.8) $ (114.6)
Third-party investment expenses (0.6) (0.3) (1.6) (0.9)
Net investment income 19.5 71.2 57.2 113.7
Fixed maturity investments        
Schedule of Investments [Line Items]        
Total investment income (8.2) (7.0) (21.9) (22.4)
Short-term investments        
Schedule of Investments [Line Items]        
Total investment income 0.0 (0.1) (0.5) (1.0)
Common equity securities        
Schedule of Investments [Line Items]        
Total investment income (0.1) (0.5) (0.1) (6.5)
Marketing Technology (MediaAlpha)        
Schedule of Investments [Line Items]        
Total investment income 0.0 (55.0) 0.0 (60.0)
Other long-term investments        
Schedule of Investments [Line Items]        
Total investment income (12.0) (8.9) (37.1) (24.7)
Amount attributable to TPC Providers        
Schedule of Investments [Line Items]        
Total investment income $ (0.2) $ 0.0 $ (0.8) $ 0.0