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Retirement and Postretirement Plans (Cash Flow) (Details) - USD ($)
12 Months Ended
Dec. 31, 2016
Dec. 31, 2015
Dec. 31, 2014
Employee savings plan      
Defined Benefit Plan, Benefit Obligation $ 23,800,000 $ 109,500,000 $ 119,700,000
(Unfunded) over funded status at end of year (10,800,000) 30,300,000  
OneBeacon Ltd.      
Expected Benefit Payments      
Expected future benefit payments, next twelve months 2,100,000    
Expected future benefit payments, year two 2,100,000    
Expected future benefit payments, year three 2,000,000    
Expected future benefit payments, year four 2,000,000    
Expected future benefit payments, year five 1,900,000    
Expected future benefit payments, five fiscal years thereafter 8,400,000    
Employee savings plan      
Anticipated contribution to plan   2,100,000  
OneBeacon      
Employee savings plan      
Assets Held-in-trust, Noncurrent 29,300,000 33,900,000  
Withdraw from rabbi trust 5,500,000    
Disability and Health Benefits [Member] | OneBeacon      
Employee savings plan      
Post-employment benefit liability 3,100,000 4,100,000  
Death benefits [Member] | OneBeacon      
Employee savings plan      
Postemployment Benefits Liability 12,800,000 12,500,000  
One Beacon Employee Stock Ownership Plan      
Employee savings plan      
Defined Contribution Plan, Cost Recognized $ 5,500,000 5,700,000 4,400,000
Annual base contribution provided to participants expressed as percentage of salary 3.00%    
Social security wage base amount maximum $ 118,500    
Variable contribution provided to participants (as percentage) 6.00%    
One Beacon Employee Stock Ownership Plan | OneBeacon      
Employee savings plan      
Defined Contribution Plan, Employer Matching Contribution, Percent of Match 50.00%    
Defined Contribution Plan, Employer Matching Contribution, Percent of Employees' Gross Pay 6.00%    
Defined Contribution Plan, Cost Recognized $ 3,200,000 $ 3,000,000 $ 2,700,000
IRS | OneBeacon      
Employee savings plan      
Defined Benefit Plan Compensation LImits $ 265,000