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Investment Securities - Narrative (Details)
$ / shares in Units, shares in Millions, $ in Millions
3 Months Ended 6 Months Ended
Jun. 30, 2024
USD ($)
fund
$ / shares
shares
Jun. 30, 2024
USD ($)
fund
$ / shares
shares
Jun. 30, 2023
USD ($)
$ / shares
Jun. 30, 2024
USD ($)
fund
$ / shares
shares
Dec. 31, 2023
USD ($)
Concentration Risk [Line Items]          
Other long-term investments $ 2,022.4 $ 2,022.4   $ 2,022.4 $ 1,998.2
Investments held in trusts 611.8 611.8   611.8 585.6
Assets held by insurance regulators 4.8 4.8   $ 4.8 4.6
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 235.2 235.2   $ 235.2 254.9
Lloyd’s trust deposits          
Concentration Risk [Line Items]          
Other long-term investments 156.1 156.1   156.1 158.0
Lloyds Bank          
Concentration Risk [Line Items]          
Fair value investments 353.4 353.4   353.4 344.7
Outrigger Re          
Concentration Risk [Line Items]          
Short-term investments 238.6 238.6   238.6 $ 265.3
Bamboo Captive          
Concentration Risk [Line Items]          
Short-term investments 28.9 28.9   28.9  
Bamboo CRV          
Concentration Risk [Line Items]          
Pledged collateral $ 12.0 12.0   $ 12.0  
MediaAlpha          
Concentration Risk [Line Items]          
Tender offer purchase price   $ 7.6 $ 5.9    
Purchase price (in dollars per share) | $ / shares $ 13.17 $ 19.00 $ 10.00    
Purchase price net of underwriting fees (in dollars per share) | $ / shares   $ 18.24      
Investment owned (in shares) | shares 17.9 17.9   17.9  
Ownership interest (as a percent) 26.90% 26.90%   26.90% 34.90%
Fully diluted ownership interest (as a percent) 25.40% 25.40%   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 $ 60.1 60.1   $ 60.1 $ 57.3
HG Global Senior Notes | Senior Notes          
Concentration Risk [Line Items]          
Interest reserve account 29.4 29.4   29.4 30.4
Kudu Credit Facility | Secured Debt          
Concentration Risk [Line Items]          
Restricted cash 15.0 15.0   15.0 14.9
Asset Pledged as Collateral          
Concentration Risk [Line Items]          
Short-term investments 203.0 203.0   203.0 198.9
Asset Pledged as Collateral | Additional Investments, Insurance Regulators and Reinsurance Counterparties          
Concentration Risk [Line Items]          
Fair value investments 206.0 206.0   206.0 244.5
Collateralized loan obligations          
Concentration Risk [Line Items]          
Fixed maturity investments, at fair value 270.0 270.0   270.0 209.1
Collateralized loan obligations | Fair value measured on a recurring basis          
Concentration Risk [Line Items]          
Fixed maturity investments, at fair value 270.0 270.0   270.0 209.1
Private equity funds          
Concentration Risk [Line Items]          
Other long-term investments $ 264.0 $ 264.0   $ 264.0  
Number of investments | fund 17 17   17  
Hedge funds          
Concentration Risk [Line Items]          
Number of investments | fund 1 1   1  
Notice period       45 days  
Bank loan fund          
Concentration Risk [Line Items]          
Other long-term investments $ 254.3 $ 254.3   $ 254.3 194.4
Foreign regulatory deposits          
Concentration Risk [Line Items]          
Other long-term investments 156.1 156.1   156.1 158.0
ILS funds          
Concentration Risk [Line Items]          
Other long-term investments $ 110.2 $ 110.2   $ 110.2 $ 160.5
ILS funds | Minimum          
Concentration Risk [Line Items]          
Notice period       30 days  
ILS funds | Maximum          
Concentration Risk [Line Items]          
Notice period       90 days