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Commitments, Contingencies and Other Items - Narrative (Details) - USD ($)
$ in Millions
12 Months Ended
Dec. 31, 2022
Dec. 31, 2021
Commitments and Contingencies [Line Items]    
Initial commitments $ 2,900.0 $ 2,700.0
Fulfilled commitments 1,700.0 1,300.0
Unfunded commitments $ 1,200.0 $ 1,400.0
Operating lease, weighted average lease term 7 years 1 month 6 days  
Operating Lease, Right-of-Use Asset, Statement of Financial Position [Extensible List] Other assets Other assets
Operating Lease, Liability, Statement of Financial Position [Extensible List] Other liabilities Other liabilities
Operating lease, right-of-use asset $ 66.6 $ 22.9
Operating lease, liability 67.1 23.1
Operating lease, expense $ 8.8 $ 8.4
Lessee, finance lease, term of contract 20 years  
Lessee, finance lease, renewal term 30 years  
Finance Lease, Right-of-Use Asset, Statement of Financial Position [Extensible List] Other assets Other assets
Finance Lease, Liability, Statement of Financial Position [Extensible List] Other liabilities Other liabilities
Finance lease, right-of-use asset $ 17.1 $ 28.0
Finance lease, liability 22.0 22.5
Letter of Credit    
Commitments and Contingencies [Line Items]    
Letters of credit outstanding 1,400.0  
Letter of Credit | Top Layer Reinsurance Ltd.    
Commitments and Contingencies [Line Items]    
Line of credit facility, maximum borrowing capacity 37.5  
Letter of Credit | Capital Support Agreement | Top Layer Reinsurance Ltd.    
Commitments and Contingencies [Line Items]    
Maximum mandatory capital contribution in the event of loss that reduced capital and surplus below specified level 50.0  
Interest Expense    
Commitments and Contingencies [Line Items]    
Finance lease, interest expense 2.2 2.3
Other income (loss)    
Commitments and Contingencies [Line Items]    
Finance lease, right-of-use asset, amortization $ 0.5 $ 0.5