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Third-Party Reinsurance (OneBeacon) (Details) - USD ($)
$ in Millions
3 Months Ended 12 Months Ended 60 Months Ended
Mar. 31, 2017
Dec. 31, 2020
Dec. 31, 2017
Dec. 31, 2016
Dec. 31, 2020
Dec. 31, 2015
Dec. 31, 2014
Dec. 31, 2013
Effects of Reinsurance [Line Items]                
Reinsurance recoverable on paid losses       $ 6.6   $ 7.5    
Reinsurance recoverable on unpaid losses       172.9   $ 186.0 $ 161.6 $ 80.2
OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance recoverable on paid losses       6.6        
Reinsurance recoverable on unpaid losses       172.9        
Property Per Risk Reinsurance Program | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, amount retained       3.0        
Reinsurance retention policy, excess retention, amount reinsured       100.0        
Property Per Risk Reinsurance Program | OneBeacon | Maximum                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, excess retention, amount reinsured       3.0        
Workers compensation | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, amount retained       40.0        
Reinsurance retention policy, excess retention, amount reinsured       20.0        
Workers compensation | OneBeacon | Maximum                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, excess retention, amount reinsured       $ 6.0        
Property Catastrophe Program | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance Retention Policy, Reinsured Risk, Percentage       100.00%        
Reinsurance Retention Policy Excess Retention Amount Reinsured Net Of Participation       $ 110.0        
Property Catastrophe Program | Maximum | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, excess retention, amount reinsured       130.0        
Property Catastrophe Program | Minimum | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, amount retained       20.0        
Property Catastrophe Program | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, amount retained       20.0        
Reinsurance retention policy, excess retention, amount reinsured       110.0        
Property Catastrophe Program | OneBeacon | Maximum                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, excess retention, amount reinsured       20.0        
Specialty Property | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, amount retained       6.0        
Reinsurance retention policy, excess retention, amount reinsured       34.0        
Specialty Property | OneBeacon | Maximum                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, excess retention, amount reinsured       6.0        
Film Completion Bond Business [Member] | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, amount retained       2.0        
Reinsurance retention policy, excess retention, amount reinsured       38.0        
Film Completion Bond Business [Member] | OneBeacon | Maximum                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, excess retention, amount reinsured       2.0        
Combined Healthcare [Member] | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, amount retained       10.0        
Inland and Ocean Marine | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, amount retained       2.5        
Reinsurance retention policy, excess retention, amount reinsured       57.5        
Inland and Ocean Marine | OneBeacon | Maximum                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, excess retention, amount reinsured       7.0        
Combined Healthcare/ Casualty | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, excess retention, amount reinsured       10.0        
Combined Healthcare/ Casualty | OneBeacon | Maximum                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, excess retention, amount reinsured       3.0        
Property Per-Risk, Acts of Terrorism | Maximum | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, excess retention, amount reinsured       100,000.0        
Surety Reinsurance Program [Member] | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, amount retained       5.0        
Reinsurance retention policy, excess retention, amount reinsured       45.0        
Surety Reinsurance Program [Member] | OneBeacon | Maximum                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, excess retention, amount reinsured       5.0        
Other Casualty Business [Member] | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, amount retained       3.0        
Reinsurance retention policy, excess retention, amount reinsured       8.0        
Other Casualty Business [Member] | OneBeacon | Maximum                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, excess retention, amount reinsured       3.0        
HMO Provider Excess Reinsurance [Member] | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, amount retained       5.0        
HMO Provider Excess Reinsurance [Member] | OneBeacon | Maximum                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, excess retention, amount reinsured       5.0        
Healthcare Professional Liability [Member] | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, amount retained       3.0        
Reinsurance retention policy, excess retention, amount reinsured       7.0        
Healthcare Professional Liability [Member] | OneBeacon | Maximum                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, excess retention, amount reinsured       3.0        
Casualty 2nd layer | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, amount retained       11.0        
Scenario, Forecast [Member] | OneBeacon                
Effects of Reinsurance [Line Items]                
Percentage of certified losses required to be shared by federal government subject to terrorism risk insurance act   80.00% 83.00%          
Decreasing Annual Percentage of Certified Losses Required to be Shared by Federal Government Subject to Terrorism Risk Insurance Act         1.00%      
Retained Percentage Relating To Certified Losses Required to be Shared by Federal Government Subject to Terrorism Risk Insurance Act   20.00% 17.00%          
Increased Annual Retained Percentage Relating to Certified Losses Required to be Shared by Federal Government Subject to Terrorism Risk Insurance Act 1.00%              
Scenario, Forecast [Member] | Property Per-Risk, Acts of Terrorism | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, amount retained     $ 140.0          
Reinsurance Retention Policy, Reinsured Risk, Percentage     83.00%          
Scenario, Forecast [Member] | Property Per-Risk, Acts of Terrorism | Maximum | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, amount retained     $ 100,000.0          
Department of Treasury [Member] | Scenario, Forecast [Member] | Property and Casualty, Commercial Insurance Product Line [Member] | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance retention policy, excess retention, amount reinsured   $ 200.0 $ 140.0   $ 20.0      
Reinsurer Concentration Risk [Member] | Reinsurance Recoverable [Member] | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance Recoverables       $ 179.5        
Reinsurance recoverables, percentage of total       100.00%        
Reinsurer Concentration Risk [Member] | Reinsurance Recoverable [Member] | AM Best A plus | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance Recoverables       $ 73.9        
Reinsurance recoverables, percentage of total       41.00%        
Reinsurer Concentration Risk [Member] | Reinsurance Recoverable [Member] | AM Best A minus | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance Recoverables       $ 79.7        
Reinsurance recoverables, percentage of total       44.00%        
Reinsurer Concentration Risk [Member] | Reinsurance Recoverable [Member] | AM Best B | OneBeacon                
Effects of Reinsurance [Line Items]                
Reinsurance Recoverables       $ 25.9        
Reinsurance recoverables, percentage of total       15.00%