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Equity-Method Eligible Investments - Narrative (Details) - USD ($)
$ / shares in Units, $ in Millions
3 Months Ended 10 Months Ended 12 Months Ended
Dec. 31, 2020
Sep. 30, 2020
Jun. 30, 2020
Mar. 31, 2020
Dec. 31, 2019
Sep. 30, 2019
Jun. 30, 2019
Mar. 31, 2019
Dec. 31, 2019
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Oct. 30, 2020
Feb. 26, 2019
Feb. 25, 2019
Schedule of Equity Method Investments [Line Items]                              
Net investment income                   $ 131.0 $ 79.7 $ 59.0      
Unrealized investment gain                     180.0        
Net realized and unrealized investment gains from MediaAlpha                   716.8 433.2 (108.3)      
Total revenues $ 520.8 $ 459.5 $ 259.6 $ (59.2) $ 175.3 $ 155.5 $ 129.0 $ 433.6   1,180.7 893.4 369.1      
Other Operations                              
Schedule of Equity Method Investments [Line Items]                              
Net investment income                   82.0 43.4 42.3      
Net realized and unrealized investment gains from MediaAlpha                       0.0      
Total revenues                   $ 781.4 523.7 (53.9)      
MediaAlpha                              
Schedule of Equity Method Investments [Line Items]                              
Ownership interest (as a percent)                         35.00%    
Fully diluted ownership interest (as a percent)                         32.30%    
Investment owned (in shares)                         20,532,202    
Share price (in USD per share) $ 39.07                 $ 39.07          
Investment owned, balance $ 802.2                 $ 802.2          
MediaAlpha                              
Schedule of Equity Method Investments [Line Items]                              
Net investment income                   $ 95.0 $ 14.8 3.7      
Ownership interest (as a percent) 35.00%       48.30%       48.30% 35.00% 48.30%        
Assets, fair value               114.7              
Unrealized investment gain               $ 114.7              
Net realized and unrealized investment gains from MediaAlpha                   $ 686.0 $ 180.0 $ 0.0      
Total revenues                 $ 359.2            
Total expenses                 336.3            
Net income                 $ 22.9            
MediaAlpha | Other Operations                              
Schedule of Equity Method Investments [Line Items]                              
Net realized and unrealized investment gains from MediaAlpha                   $ 686.0 $ 180.0        
MediaAlpha | Minimum                              
Schedule of Equity Method Investments [Line Items]                              
Ownership interest (as a percent)                           48.30%  
Fully diluted ownership interest (as a percent)                           42.00%  
MediaAlpha | Maximum                              
Schedule of Equity Method Investments [Line Items]                              
Ownership interest (as a percent)                             61.00%
Fully diluted ownership interest (as a percent)                             58.90%