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Variable Interest Entities (Details)
$ in Millions
3 Months Ended 12 Months Ended
May 07, 2020
USD ($)
Jan. 24, 2018
USD ($)
Dec. 31, 2022
USD ($)
Dec. 31, 2022
USD ($)
director
Dec. 31, 2021
USD ($)
May 06, 2020
May 31, 2019
USD ($)
Private equity funds              
Variable Interest Entity [Line Items]              
Trading security, fair value     $ 140.6 $ 140.6 $ 141.8    
Outrigger Re              
Variable Interest Entity [Line Items]              
Purchase price     $ 205.0        
Ownership interest after all transactions (as a percent)     100.00%        
BAM              
Variable Interest Entity [Line Items]              
Number directors to designate for election | director       2      
First Loss Reinsurance Treaty | HG Global              
Variable Interest Entity [Line Items]              
Percentage of par value of policy reinsured     15.00% 15.00%      
First Loss Reinsurance Treaty | BAM              
Variable Interest Entity [Line Items]              
Percentage of premiums     60.00% 60.00%      
Elementum Holdings, L.P.              
Variable Interest Entity [Line Items]              
Ownership interest (as a percent)     29.70% 29.70% 29.70%   30.00%
Other investments     $ 30.0 $ 30.0     $ 55.1
DavidShield              
Variable Interest Entity [Line Items]              
Ownership interest (as a percent)   50.00%          
PassportCard              
Variable Interest Entity [Line Items]              
Ownership interest (as a percent)   50.00%          
PassportCard/DavidShield              
Variable Interest Entity [Line Items]              
Ownership interest (as a percent) 53.80%   53.80% 53.80% 53.80% 50.00%  
Other investments     $ 144.6 $ 144.6      
Payments to acquire businesses, gross   $ 41.8          
Payments to acquire business   $ 28.3          
Additional investment in acquisition $ 15.0