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Goodwill & Other Intangible Assets - Other Intangible Assets (Details) - USD ($)
12 Months Ended
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Amortized Intangible Assets:      
Finite-Lived Intangible Assets, Gross $ 1,274,000,000 $ 775,000,000  
Accumulated Amortization (299,000,000) (132,000,000)  
Net Carrying Amount 975,000,000 643,000,000  
Total Indefinite Life Intangible Assets [5] 95,000,000 14,000,000  
Total Other Intangible Assets 1,369,000,000 789,000,000  
Total Other Intangible Assets 1,070,000,000 657,000,000  
Value of in-force contracts [1]      
Amortized Intangible Assets:      
Finite-Lived Intangible Assets, Gross 203,000,000 23,000,000  
Accumulated Amortization (125,000,000) (23,000,000)  
Net Carrying Amount 78,000,000 0  
Value of in-force contracts [1] | The Navigators Group, Inc. [Member]      
Amortized Intangible Assets:      
Finite-lived Intangible Assets Acquired $ 180    
Finite-Lived Intangible Asset, Useful Life 3 years    
Customer relationships [2]      
Amortized Intangible Assets:      
Finite-Lived Intangible Assets, Gross $ 636,000,000 636,000,000  
Accumulated Amortization (92,000,000) (49,000,000)  
Net Carrying Amount 544,000,000 587,000,000  
Customer relationships [2] | The Navigators Group, Inc. [Member]      
Amortized Intangible Assets:      
Accumulated Amortization 102,000,000 0 $ 0
Customer relationships [2] | Foremost [Domain]      
Amortized Intangible Assets:      
Finite-lived Intangible Assets Acquired   $ 46,000,000  
Finite-Lived Intangible Asset, Useful Life   10 years  
Marketing agreement with Aetna      
Amortized Intangible Assets:      
Finite-Lived Intangible Assets, Gross 16,000,000 $ 16,000,000  
Accumulated Amortization (2,000,000) (1,000,000)  
Net Carrying Amount 14,000,000 15,000,000  
Distribution Agreement      
Amortized Intangible Assets:      
Finite-Lived Intangible Assets, Gross 79,000,000 79,000,000  
Accumulated Amortization (61,000,000) (56,000,000)  
Net Carrying Amount 18,000,000 23,000,000  
Distribution and Agency relationships & Other [3] [4]      
Amortized Intangible Assets:      
Finite-Lived Intangible Assets, Gross 340,000,000 21,000,000  
Accumulated Amortization (19,000,000) (3,000,000)  
Net Carrying Amount 321,000,000 18,000,000  
Distribution and Agency relationships & Other [3] [4] | Y-Risk [Domain]      
Amortized Intangible Assets:      
Finite-lived Intangible Assets Acquired   $ 12,000,000  
Finite-Lived Intangible Asset, Useful Life   15 years  
Distribution relationships [Member] | The Navigators Group, Inc. [Member]      
Amortized Intangible Assets:      
Finite-lived Intangible Assets Acquired $ 302    
Finite-Lived Intangible Asset, Useful Life 15 years    
Trade Names [Member] | The Navigators Group, Inc. [Member]      
Amortized Intangible Assets:      
Finite-lived Intangible Assets Acquired $ 17    
Finite-Lived Intangible Asset, Useful Life 10 years    
License [Member] | The Navigators Group, Inc. [Member]      
Amortized Intangible Assets:      
Indefinite-lived Intangible Assets Acquired $ 15    
Lloyd's Syndicate Capacity [Member] | The Navigators Group, Inc. [Member]      
Amortized Intangible Assets:      
Indefinite-lived Intangible Assets Acquired $ 66