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Income Taxes Income Taxes - NOL Usage Table (Details) - USD ($)
$ in Millions
 6 Months Ended 12 Months Ended 87 Months Ended
Jun. 30, 2020
Dec. 31, 2019
Dec. 31, 2018
Sep. 30, 2011
Net Income Loss Reconciliation [Line Items]        
AACNetTaxableIncome     $ 1,508  
Remaining Net Operating Loss Carryforward, Amount     $ 2,142  
Tolling Payment Payable to AFG, Gross $ 28      
NOL allocated amount       $ 3,650
Tier C Tolling Payments Payable to IRS 12.50%      
Tier D Tolling Payments Payable to IRS 17.50%      
Ambac Assurance [Member]        
Net Income Loss Reconciliation [Line Items]        
AACNetTaxableIncome $ 137      
NOL allocated amount 2,423      
Operating Loss Generated in Current Year   $ 143    
Afg [Member]        
Net Income Loss Reconciliation [Line Items]        
NOL allocated amount 1,251      
Operating Loss Generated in Current Year 138      
Tier A [Member]        
Net Income Loss Reconciliation [Line Items]        
NOL allocated amount $ 479      
NOL applicable percentage 15.00%      
Tier B [Member]        
Net Income Loss Reconciliation [Line Items]        
NOL allocated amount $ 1,057      
NOL applicable percentage 40.00%      
Tier C [Member]        
Net Income Loss Reconciliation [Line Items]        
NOL allocated amount $ 1,057      
NOL applicable percentage 10.00%      
Tier D [Member]        
Net Income Loss Reconciliation [Line Items]        
NOL allocated amount $ 1,057      
NOL applicable percentage 15.00%      
Domestic Tax Authority [Member]        
Net Income Loss Reconciliation [Line Items]        
NOL allocated amount $ 3,674      
Minimum [Member]        
Net Income Loss Reconciliation [Line Items]        
Operating Loss Carryforwards, Expiration Date Dec. 31, 2029      
Maximum [Member]        
Net Income Loss Reconciliation [Line Items]        
Operating Loss Carryforwards, Expiration Date Dec. 31, 2040