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Reserves for Losses and Adjustment Expenses - Reconciliation of Beginning and Ending Consolidated Loss and Loss Adjustment Expenses (LAE) Reserves (Details) - USD ($)
$ in Millions
12 Months Ended
Jan. 10, 2022
Dec. 31, 2022
Dec. 31, 2021
Dec. 31, 2020
May 30, 2022
Mar. 02, 2020
Dec. 31, 2019
Insurance [Abstract]              
Provision for losses and LAE, beginning balance   $ 7,611.8 $ 7,165.3 $ 6,951.8      
Less reinsurance recoverable     (3,298.1) (3,195.2)     $ (2,319.8)
Net losses and LAE reserves, beginning balance   4,313.7 3,970.1 4,632.0      
Movement in net provision for losses and LAE for claims incurred:              
Current year   1,651.9 1,648.2 1,841.7      
Prior years   28.1 45.1 (0.9)      
Total incurred   1,680.0 1,693.3 1,840.8      
Net Losses and LAE payments for claims incurred:              
Current year   (192.7) (729.1) (404.9)      
Prior years   (1,098.4) (580.7) (1,359.7)      
Total paid   (1,291.1) (1,309.8) (1,764.6)      
Foreign exchange (gains)/losses   (49.3) (39.9) 80.4      
Net losses and LAE reserves, ending balance   2,813.2 4,313.7 3,970.1      
Plus reinsurance recoverable on unpaid losses at the end of the year   4,897.7 3,298.1 3,195.2      
Provision for losses and LAE at the end of the year   7,710.9 7,611.8 7,165.3      
SEC Schedule, 12-17, Insurance Companies, Reinsurance [Line Items]              
Net loss and LAE expenses disposed (1)   1,840.1 0.0 818.5      
Reinsurance Contracts [Axis]: LPT              
SEC Schedule, 12-17, Insurance Companies, Reinsurance [Line Items]              
Reinsurance recoverable total         $ (2,610.1)    
Insurance              
Insurance [Abstract]              
Provision for losses and LAE, beginning balance   2,165.3 1,874.4        
Net losses and LAE reserves, beginning balance   2,165.3 1,874.4        
Movement in net provision for losses and LAE for claims incurred:              
Prior years   86.9          
Net Losses and LAE payments for claims incurred:              
Net losses and LAE reserves, ending balance   1,452.5 2,165.3 1,874.4      
Provision for losses and LAE at the end of the year   $ 1,452.5 2,165.3 $ 1,874.4      
Surety Product Line | Insurance              
SEC Schedule, 12-17, Insurance Companies, Reinsurance [Line Items]              
Net loss and LAE expenses disposed (1)     (42.0)        
Accident and Health Insurance Product Line              
SEC Schedule, 12-17, Insurance Companies, Reinsurance [Line Items]              
Net loss and LAE expenses disposed (1)     $ (6.5)        
Enstar              
Net Losses and LAE payments for claims incurred:              
Plus reinsurance recoverable on unpaid losses at the end of the year           $ 770.0  
Enstar | Reinsurance Contracts [Axis]: LPT net losses reinsured              
SEC Schedule, 12-17, Insurance Companies, Reinsurance [Line Items]              
Reinsurance, Excess Retention, Amount Reinsured, Per Event $ 3,120.0