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Transactions with Related Persons (Details) (USD $)
 12 Months Ended 12 Months Ended 1 Months Ended 12 Months Ended 12 Months Ended 12 Months Ended
Dec. 31, 2011
Prospector
Dec. 31, 2010
Prospector
Dec. 31, 2009
Prospector
Dec. 31, 2011
Prospector
Minimum
Dec. 31, 2011
Prospector
Maximum
Dec. 31, 2011
Prospector
Performance cycle 2012-2014
Dec. 31, 2010
Prospector
Performance cycle 2011-2013
Dec. 31, 2009
Prospector
Performance cycle 2010-2012
Feb. 29, 2012
Prospector
Performance cycle 2009-2011
Dec. 31, 2009
Prospector
Performance cycle 2009-2011
Dec. 31, 2011
Prospector
OneBeacon
Dec. 31, 2011
Symetra
Dec. 31, 2010
Symetra
Dec. 31, 2009
Symetra
Jan. 07, 2011
Franklin Mutual Advisers
Dec. 31, 2009
Dowling & Partners Connecticut Fund III, LP (Fund III)
Mr. John Gillespie
Dec. 31, 2011
Dowling & Partners Connecticut Fund III, LP (Fund III)
Mr. John Gillespie
entity
Dec. 31, 2011
WM Advisors
Prospector
Dec. 31, 2006
OneBeacon Professional Insurance
Dec. 31, 2006
White Mountains Specialty Underwriting, Inc.
Transactions with Related Persons                                        
Advisors fees charged on first $200 million of assets under management (as a percent)                                   1.00%    
First threshold limit of assets under management                                   $ 200,000,000    
Advisors fees charged on second $200 million of assets under management (as a percent)                                   0.50%    
Second threshold limit of assets under management                                   200,000,000    
Advisors fees charged on over $400 million of assets under management (as a percent)                                   0.25%    
Third threshold limit of assets under management                                   400,000,000    
Assets under management                     558,200,000 26,300,000,000 23,600,000,000         408,200,000    
ERISA Assets                     216,600,000                  
Asset management total fees earned 6,000,000 6,600,000 6,500,000                 15,200,000 13,800,000 13,700,000            
Percentage of target number granted actually received by prospector                 151.00%                      
Number of performance shares granted           7,750 8,500 9,200   10,800                    
Target number of performance shares granted (as a percent)       0.00% 200.00%                              
Payment made with respect to the performance shares granted to the related party                 7,700,000                      
Performance shares granted at the beginning of each performance cycle 4,500,000                                      
Percentage of fees in excess of $500,000 revenue chargeable 6.00%                                      
Amount of revenue over which 6% of fees chargeable 500,000                                      
Revenue sharing agreement fee earned 200,000 700,000 200,000                                  
Invested in limited partnership investment interests 109,100,000                   42,900,000                  
Management fees incurred                     1,100,000                  
Incentive fees incurred                     0                  
Number of shares repurchased                             140,000          
Purchase price per share of shares repurchased (in dollars per share)                             $ 342.50          
Excess of market price over purchase price per share of shares repurchased (in dollars per share)                             $ 2.50          
Interest in Dowling & Partners Connecticut Fund III, LP (as a percent)                                 33.00%      
Number of indirect subsidiaries borrowing from Fund III                                 2      
Borrowings from Fund III                                     8,000,000 7,000,000
Tax credits generated by related party                               $ 500,000