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Investment Securities - Investments Held on Deposit or as Collateral (Details) - USD ($)
$ in Millions
Jun. 30, 2023
Dec. 31, 2022
Jun. 16, 2022
Debt and Equity Securities, FV-NI [Line Items]      
Investments held in trusts $ 524.0 $ 500.5  
Assets held by insurance regulators 4.6 4.6  
Other long-term investments 1,815.0 1,488.0  
Outrigger Re | Cash and Short Term Investments      
Debt and Equity Securities, FV-NI [Line Items]      
Investment owned, balance 211.4 203.7  
Senior Notes | Secured Debt      
Debt and Equity Securities, FV-NI [Line Items]      
Interest reserve account 29.7 31.2 $ 29.2
Lloyd’s trust deposits      
Debt and Equity Securities, FV-NI [Line Items]      
Other long-term investments 152.3 137.4  
Additional Investments, Insurance Regulators and Reinsurance Counterparties | Asset Pledged as Collateral      
Debt and Equity Securities, FV-NI [Line Items]      
Investments pledged as collateral 244.9 257.0  
Short-term investments | Asset Pledged as Collateral      
Debt and Equity Securities, FV-NI [Line Items]      
Investments pledged as collateral 145.5 90.3  
Lloyds Bank      
Debt and Equity Securities, FV-NI [Line Items]      
Fair value investments $ 335.3 $ 319.2