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Investments and Cash - Internally Managed Investment Portfolio (Details) - USD ($)
$ in Millions
Jun. 30, 2020
Dec. 31, 2019
Debt and Equity Securities, FV-NI [Line Items]    
Unrealized loss position $ 9,451 $ 10,122
Short-term investments at fair value 821 1,268
Other invested assets (includes $15 and $6 measured at fair value) 122 118
Total investment portfolio 9,573 10,240
Securities, Managed Externally [Member]    
Debt and Equity Securities, FV-NI [Line Items]    
Unrealized loss position 7,503 7,978
Securities, Managed Internally [Member]    
Debt and Equity Securities, FV-NI [Line Items]    
Unrealized loss position 773 876
Securities, Managed Internally by Assured Investment Management [Member]    
Debt and Equity Securities, FV-NI [Line Items]    
Unrealized loss position 354 0
Other Investments, Internally Managed [Member]    
Debt and Equity Securities, FV-NI [Line Items]    
Other invested assets (includes $15 and $6 measured at fair value) 15 7
Equity Method Investments, Internally Managed [Member]    
Debt and Equity Securities, FV-NI [Line Items]    
Other invested assets (includes $15 and $6 measured at fair value) $ 107 $ 111
BIG [Member]    
Debt and Equity Securities, FV-NI [Line Items]    
Fixed-Maturity Investments, Non-Investment Grade, Percent 7.70% 8.60%