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Investment Securities - Narrative (Details)
$ / shares in Units, shares in Millions, $ in Millions
3 Months Ended 9 Months Ended
Jun. 30, 2024
USD ($)
$ / shares
shares
Jun. 30, 2023
$ / shares
shares
Sep. 30, 2024
USD ($)
fund
$ / shares
shares
Dec. 31, 2023
USD ($)
Concentration Risk [Line Items]        
Other long-term investments     $ 2,071.1 $ 1,998.2
Investments held in trusts     $ 641.4 585.6
MediaAlpha | IPO        
Concentration Risk [Line Items]        
Increase in book value per share (in dollars per share) | $ / shares     $ 7.00  
Fair value measured on a recurring basis | MediaAlpha        
Concentration Risk [Line Items]        
Other long-term investments     $ 323.4 254.9
Lloyd’s trust deposits        
Concentration Risk [Line Items]        
Other long-term investments     172.7 158.0
Lloyds Bank        
Concentration Risk [Line Items]        
Fair value investments     356.8 344.7
Outrigger Re        
Concentration Risk [Line Items]        
Short-term investments     199.9 $ 265.3
Bamboo Captive        
Concentration Risk [Line Items]        
Short-term investments     32.9  
Bamboo CRV        
Concentration Risk [Line Items]        
Pledged collateral     $ 12.1  
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 $ 18.11  
Purchase price net of underwriting fees (in dollars per share) | $ / shares $ 18.24      
Investment owned (in shares) | shares     17.9  
Ownership interest (as a percent)     26.80% 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]        
Sale of stock, number of shares issued in transaction (in shares) | shares 5.0      
Proceeds from sale of business $ 91.2      
Largest Investment | Private Equity and Hedge Fund Concentration Risk | Investments        
Concentration Risk [Line Items]        
Other long-term investments     $ 56.6 $ 57.3
HG Global Senior Notes | Senior Notes        
Concentration Risk [Line Items]        
Interest reserve account     29.3 30.4
Kudu Credit Facility | Secured Debt        
Concentration Risk [Line Items]        
Restricted cash     14.8 14.9
Asset Pledged as Collateral        
Concentration Risk [Line Items]        
Short-term investments     208.0 198.9
Asset Pledged as Collateral | Additional Investments, Insurance Regulators and Reinsurance Counterparties        
Concentration Risk [Line Items]        
Fair value investments     215.8 244.5
Collateralized loan obligations        
Concentration Risk [Line Items]        
Fixed maturity investments, at fair value     289.8 209.1
Collateralized loan obligations | Fair value measured on a recurring basis        
Concentration Risk [Line Items]        
Fixed maturity investments, at fair value     289.8 209.1
Private equity funds        
Concentration Risk [Line Items]        
Other long-term investments     $ 262.0  
Number of investments | fund     17  
Hedge funds        
Concentration Risk [Line Items]        
Number of investments | fund     2  
Bank loan fund        
Concentration Risk [Line Items]        
Other long-term investments     $ 258.9 194.4
Foreign regulatory deposits        
Concentration Risk [Line Items]        
Other long-term investments     172.7 158.0
ILS funds        
Concentration Risk [Line Items]        
Other long-term investments     $ 71.2 $ 160.5
ILS funds | Minimum        
Concentration Risk [Line Items]        
Notice period     30 days  
ILS funds | Maximum        
Concentration Risk [Line Items]        
Notice period     90 days