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Investment Securities - Fair Value Measurement by Level (Details) - USD ($)
$ in Millions
Sep. 30, 2021
Dec. 31, 2020
Sep. 30, 2020
Dec. 31, 2019
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments $ 3,594.4 $ 2,796.2 $ 2,533.4 $ 2,746.0
Other long-term investments 1,285.5 786.8    
Debt securities issued by corporations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 954.2 547.4    
Mortgage and asset-backed securities        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 250.1 218.5    
Collateralized loan obligations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 127.6 0.0    
Short-term investments        
Debt and Equity Securities, FV-NI [Line Items]        
Short-term investments, at fair value 609.5 142.9 571.8 201.2
Level 1        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 524.0 978.5 295.3 780.0
Level 2        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 1,784.9 1,030.9 1,066.8 1,109.6
Level 2 | Mortgage and asset-backed securities        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 250.1 218.5    
Level 2 | Collateralized loan obligations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 127.6 0.0    
Level 3 | Mortgage and asset-backed securities        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Level 3 | Collateralized loan obligations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Level 3 | Other long-term investments        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 814.5 614.2 $ 1,000.3 $ 654.0
Fair value measured on a recurring basis        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 4,203.9 2,939.1    
Other long-term investments 1,285.5      
Fair value measured on a recurring basis | Marketing Technology (MediaAlpha)        
Debt and Equity Securities, FV-NI [Line Items]        
Other long-term investments 316.4 802.2    
Fair value measured on a recurring basis | U.S. Government and agency obligations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 207.6 176.3    
Fair value measured on a recurring basis | Debt securities issued by corporations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 954.2 547.4    
Fair value measured on a recurring basis | Debt securities issued by corporations | Financials        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 246.5 133.9    
Fair value measured on a recurring basis | Debt securities issued by corporations | Consumer        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 180.5 81.9    
Fair value measured on a recurring basis | Debt securities issued by corporations | Technology        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 110.8 66.7    
Fair value measured on a recurring basis | Debt securities issued by corporations | Industrial        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 114.8 66.9    
Fair value measured on a recurring basis | Debt securities issued by corporations | Healthcare        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 98.2 51.5    
Fair value measured on a recurring basis | Debt securities issued by corporations | Utilities        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 69.9 32.3    
Fair value measured on a recurring basis | Debt securities issued by corporations | Communications        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 53.2 44.5    
Fair value measured on a recurring basis | Debt securities issued by corporations | Energy        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 47.0 35.8    
Fair value measured on a recurring basis | Debt securities issued by corporations | Materials        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 33.3 33.9    
Fair value measured on a recurring basis | Municipal obligations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 293.4 265.0    
Fair value measured on a recurring basis | Mortgage and asset-backed securities        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 250.1 218.5    
Fair value measured on a recurring basis | Collateralized loan obligations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 127.6      
Fair value measured on a recurring basis | Fixed maturity investments        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 1,832.9 1,207.2    
Fair value measured on a recurring basis | Short-term investments        
Debt and Equity Securities, FV-NI [Line Items]        
Short-term investments, at fair value 609.5 142.9    
Fair value measured on a recurring basis | Common Equity Securities        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 159.6      
Fair value measured on a recurring basis | Other long-term investments        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments   786.8    
Other long-term investments 814.5      
Fair value measured on a recurring basis | Other Long-term Investments, Excluding NAV        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments   614.2    
Fair value measured on a recurring basis | Other long-term investments — NAV        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments   172.6    
Other long-term investments 471.0      
Fair value measured on a recurring basis | Level 1        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 1,125.6 1,121.4    
Other long-term investments 0.0      
Fair value measured on a recurring basis | Level 1 | Marketing Technology (MediaAlpha)        
Debt and Equity Securities, FV-NI [Line Items]        
Other long-term investments 316.4 802.2    
Fair value measured on a recurring basis | Level 1 | U.S. Government and agency obligations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 207.6 176.3    
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations | Financials        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations | Consumer        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations | Technology        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations | Industrial        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations | Healthcare        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations | Utilities        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations | Communications        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations | Energy        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 1 | Debt securities issued by corporations | Materials        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 1 | Municipal obligations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 1 | Mortgage and asset-backed securities        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 1 | Collateralized loan obligations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0      
Fair value measured on a recurring basis | Level 1 | Fixed maturity investments        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 207.6 176.3    
Fair value measured on a recurring basis | Level 1 | Short-term investments        
Debt and Equity Securities, FV-NI [Line Items]        
Short-term investments, at fair value 601.6 142.9    
Fair value measured on a recurring basis | Level 1 | Common Equity Securities        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0      
Fair value measured on a recurring basis | Level 1 | Other long-term investments        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments   0.0    
Other long-term investments 0.0      
Fair value measured on a recurring basis | Level 1 | Other Long-term Investments, Excluding NAV        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments   0.0    
Fair value measured on a recurring basis | Level 1 | Other long-term investments — NAV        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments   0.0    
Other long-term investments 0.0      
Fair value measured on a recurring basis | Level 2        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 1,792.8 1,030.9    
Other long-term investments 0.0      
Fair value measured on a recurring basis | Level 2 | Marketing Technology (MediaAlpha)        
Debt and Equity Securities, FV-NI [Line Items]        
Other long-term investments 0.0 0.0    
Fair value measured on a recurring basis | Level 2 | U.S. Government and agency obligations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 954.2 547.4    
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations | Financials        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 246.5 133.9    
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations | Consumer        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 180.5 81.9    
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations | Technology        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 110.8 66.7    
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations | Industrial        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 114.8 66.9    
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations | Healthcare        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 98.2 51.5    
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations | Utilities        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 69.9 32.3    
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations | Communications        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 53.2 44.5    
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations | Energy        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 47.0 35.8    
Fair value measured on a recurring basis | Level 2 | Debt securities issued by corporations | Materials        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 33.3 33.9    
Fair value measured on a recurring basis | Level 2 | Municipal obligations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 293.4 265.0    
Fair value measured on a recurring basis | Level 2 | Mortgage and asset-backed securities        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 250.1 218.5    
Fair value measured on a recurring basis | Level 2 | Collateralized loan obligations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 127.6      
Fair value measured on a recurring basis | Level 2 | Fixed maturity investments        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 1,625.3 1,030.9    
Fair value measured on a recurring basis | Level 2 | Short-term investments        
Debt and Equity Securities, FV-NI [Line Items]        
Short-term investments, at fair value 7.9 0.0    
Fair value measured on a recurring basis | Level 2 | Common Equity Securities        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 159.6      
Fair value measured on a recurring basis | Level 2 | Other long-term investments        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments   0.0    
Other long-term investments 0.0      
Fair value measured on a recurring basis | Level 2 | Other Long-term Investments, Excluding NAV        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments   0.0    
Fair value measured on a recurring basis | Level 2 | Other long-term investments — NAV        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments   0.0    
Other long-term investments 0.0      
Fair value measured on a recurring basis | Level 3        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 814.5 614.2    
Other long-term investments 814.5      
Fair value measured on a recurring basis | Level 3 | Marketing Technology (MediaAlpha)        
Debt and Equity Securities, FV-NI [Line Items]        
Other long-term investments 0.0 0.0    
Fair value measured on a recurring basis | Level 3 | U.S. Government and agency obligations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations | Financials        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations | Consumer        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations | Technology        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations | Industrial        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations | Healthcare        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations | Utilities        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations | Communications        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations | Energy        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 3 | Debt securities issued by corporations | Materials        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 3 | Municipal obligations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 3 | Mortgage and asset-backed securities        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 3 | Collateralized loan obligations        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0      
Fair value measured on a recurring basis | Level 3 | Fixed maturity investments        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0 0.0    
Fair value measured on a recurring basis | Level 3 | Short-term investments        
Debt and Equity Securities, FV-NI [Line Items]        
Short-term investments, at fair value 0.0 0.0    
Fair value measured on a recurring basis | Level 3 | Common Equity Securities        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments 0.0      
Fair value measured on a recurring basis | Level 3 | Other long-term investments        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments   614.2    
Other long-term investments 814.5      
Fair value measured on a recurring basis | Level 3 | Other Long-term Investments, Excluding NAV        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments   614.2    
Fair value measured on a recurring basis | Level 3 | Other long-term investments — NAV        
Debt and Equity Securities, FV-NI [Line Items]        
Fair value investments   $ 0.0    
Other long-term investments $ 0.0