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Investment Securities - Narrative (Details)
$ / shares in Units, shares in Millions, $ in Millions
3 Months Ended 12 Months Ended
Jun. 30, 2024
USD ($)
$ / shares
shares
Jun. 30, 2023
$ / shares
shares
Dec. 31, 2024
USD ($)
fund
$ / shares
shares
Dec. 31, 2023
USD ($)
$ / shares
Dec. 31, 2022
USD ($)
Concentration Risk [Line Items]          
Gross realized investment gains     $ 139.1 $ 113.7 $ 129.9
Loss on sale of investment securities     21.1 16.9 14.8
Proceeds from sale and maturity of investments     $ 1,200.0 $ 800.0 $ 500.0
Weighted average portfolio period     1 year 10 months 24 days 1 year 10 months 24 days  
Weighted average portfolio period, excluding short-term invetments     2 years 7 months 6 days 3 years 3 months 18 days  
Other long-term investments     $ 2,150.2 $ 1,998.2  
Total investments     6,477.6 6,388.7  
Level 3 | Recent transaction          
Concentration Risk [Line Items]          
Other long-term investments     23.4 19.0  
Private equity funds          
Concentration Risk [Line Items]          
Other long-term investments     $ 249.5    
Number of investments | fund     17    
Hedge funds          
Concentration Risk [Line Items]          
Number of investments | fund     2    
Hedge funds | Minimum          
Concentration Risk [Line Items]          
Notice period     45 days    
Bank loan fund          
Concentration Risk [Line Items]          
Other long-term investments     $ 264.7 194.4  
Other long-term investments, redemption, written notice period     15 days    
Foreign Regulatory Deposits          
Concentration Risk [Line Items]          
Other long-term investments     $ 149.9 158.0  
ILS funds          
Concentration Risk [Line Items]          
Other long-term investments     $ 74.0 160.5  
ILS funds | Minimum          
Concentration Risk [Line Items]          
Notice period     30 days    
ILS funds | Maximum          
Concentration Risk [Line Items]          
Notice period     90 days    
IPO | MediaAlpha          
Concentration Risk [Line Items]          
Increase in book value per share (in dollars per share) | $ / shares     $ 7.00    
Collateralized loan obligations          
Concentration Risk [Line Items]          
Fixed maturity investments, at fair value     $ 236.7 209.1  
Collateralized loan obligations | Level 3          
Concentration Risk [Line Items]          
Fixed maturity investments, at fair value     0.0 0.0  
Fair value measured on a recurring basis | MediaAlpha          
Concentration Risk [Line Items]          
Other long-term investments     201.6 254.9  
Fair value measured on a recurring basis | MediaAlpha | Level 3          
Concentration Risk [Line Items]          
Other long-term investments     0.0 0.0  
Fair value measured on a recurring basis | Collateralized loan obligations          
Concentration Risk [Line Items]          
Fixed maturity investments, at fair value     236.7 209.1  
Fair value measured on a recurring basis | Collateralized loan obligations | Level 3          
Concentration Risk [Line Items]          
Fixed maturity investments, at fair value     0.0 0.0  
Lloyd’s trust deposits          
Concentration Risk [Line Items]          
Other long-term investments     149.9 158.0  
Lloyds Bank          
Concentration Risk [Line Items]          
Total investments     361.5 345.2  
Additional Investments, Insurance Regulators and Reinsurance Counterparties | Asset Pledged as Collateral          
Concentration Risk [Line Items]          
Total investments     226.5 244.5  
Outrigger Re          
Concentration Risk [Line Items]          
Short-term investments, at fair value     203.7 $ 265.3  
Bamboo CRV          
Concentration Risk [Line Items]          
Restricted cash     32.2    
Pledged collateral     $ 46.7    
MediaAlpha          
Concentration Risk [Line Items]          
Shares purchased (in shares) | shares 7.6 5.9      
Purchase price (in dollars per share) | $ / shares $ 19.00 $ 10.00 $ 11.29 $ 11.15  
Net of underwriting fees (in dollars per share) | $ / shares $ 18.24        
Investment owned (in shares) | shares     17.9    
Ownership interest (as a percent)     26.60% 34.90%  
Fully diluted ownership interest (as a percent)     25.40%    
Increase in investment owned (in dollars per share) | $ / shares     $ 1.00    
MediaAlpha | Secondary Offering          
Concentration Risk [Line Items]          
Number of shares issued (in shares) | shares 5.0        
Proceeds from sale of business $ 91.2        
Largest Investment | Investments | Private Equity and Hedge Fund Concentration Risk          
Concentration Risk [Line Items]          
Other long-term investments     $ 59.2 $ 57.3