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Investments and Cash - Narrative (Details)
1 Months Ended 3 Months Ended 6 Months Ended 12 Months Ended
Feb. 28, 2017
USD ($)
Jun. 30, 2020
USD ($)
Security
Investment_Funds
Jun. 30, 2019
USD ($)
Jun. 30, 2020
USD ($)
Security
manager
Investment_Funds
Jun. 30, 2019
USD ($)
Dec. 31, 2019
USD ($)
Security
Schedule of Investments [Line Items]            
Accrued investment income   $ 75,000,000   $ 75,000,000   $ 79,000,000
Proceeds from sale of fixed-maturity securities available-for-sale   $ 404,000,000 $ 443,000,000 $ 490,000,000 $ 914,000,000  
Number of outside managers managing investment portfolio | manager       6    
Number of securities with unrealized losses greater than 10% of book value for 12 months or more | Security   25   25   19
Total unrealized losses for securities having losses greater than 10% of book value for 12 months or more   $ 18,000,000   $ 18,000,000   $ 25,000,000
Assets held-in-trust   290,000,000   290,000,000   280,000,000
Limited Liability Company [Member]            
Schedule of Investments [Line Items]            
Equity Method Investments, Fair Value Disclosure   61,000,000   61,000,000    
Future Equity Investments [Member]            
Schedule of Investments [Line Items]            
Remaining minimum amount committed   84,000,000   84,000,000    
AGL Subsidiaries [Member]            
Schedule of Investments [Line Items]            
Assets held-in-trust   1,422,000,000   1,422,000,000   1,502,000,000
Maximum [Member] | Future Equity Investments [Member]            
Schedule of Investments [Line Items]            
Long-term purchase commitment, amount $ 100,000,000          
Assured Investment Management Funds [Member] | Maximum [Member] | AGL Subsidiaries [Member] | Future Equity Investments [Member]            
Schedule of Investments [Line Items]            
Long-term purchase commitment, amount       500,000,000   500,000,000
Assured Investment Management Funds [Member] | Maximum [Member] | AGL Subsidiaries [Member] | Equity Method Investments [Member]            
Schedule of Investments [Line Items]            
Long-term purchase commitment, amount       354,000,000   79,000,000
Long-term purchase commitment fair value   $ 367,000,000   367,000,000   $ 77,000,000
Various Future Consolidated Assured Investment Management Funds [Member] | Maximum [Member] | AGL Subsidiaries [Member] | Future Equity Investments [Member]            
Schedule of Investments [Line Items]            
Long-term purchase commitment, amount       $ 112,000,000    
Number of Investment Funds | Investment_Funds   4   4    
Individually Managed Accounts with BlueMountain [Member] | Maximum [Member] | AGL Subsidiaries [Member] | Municipal Obligations [Member]            
Schedule of Investments [Line Items]            
Long-term purchase commitment, amount       $ 250,000,000    
Individually Managed Accounts with BlueMountain [Member] | Maximum [Member] | AGL Subsidiaries [Member] | Collateralized Loan Obligations [Member]            
Schedule of Investments [Line Items]            
Long-term purchase commitment, amount       100,000,000    
Long-term purchase commitment, additional authorized amount       $ 200,000,000