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Discontinued Operations (Details 3) (USD $)
In Millions, except Share data, unless otherwise specified
3 Months Ended 6 Months Ended
Jun. 30, 2012
Jun. 30, 2011
Jun. 30, 2012
Jun. 30, 2011
Discontinued Operations        
Weighted Average Number Diluted Shares Outstanding Adjustment 0 [1] 0 [1] 0 [1] 0 [1]
Basic and diluted earnings (loss) per share numerators (in millions):        
Net income attributable to White Mountains' common shareholders $ 0 $ (1.5) $ 0.1 $ 1.0
Net income attributable to White Mountains' common shareholders, net of restricted common share amounts 26.1 11.7 119.9 (16.5)
Basic earnings per share denominators (in thousands):        
Total average common shares outstanding during the period 6,638,700 7,958,800 7,033,000 7,995,100
Average unvested restricted common shares (93,500) [1],[2] (73,300) [1],[2] (85,900) [1],[2] (65,200) [1],[2]
Basic earnings (loss) per share denominator 6,545,200 7,885,500 6,947,100 7,929,900
Diluted earnings per share denominator (in thousands):        
Total average common shares outstanding during the period 6,638,700 7,958,800 7,033,000 7,995,100
Average unvested restricted common shares (93,500) [1],[2] (73,300) [1],[2] (85,900) [1],[2] (65,200) [1],[2]
Diluted earnings (loss) per share denominator 6,545,200 7,885,500 6,947,100 7,929,900
Discontinued Operations.
       
Discontinued Operations        
Weighted Average Number Diluted Shares Outstanding Adjustment 0 0 0 0
Basic and diluted earnings (loss) per share numerators (in millions):        
Net income attributable to White Mountains' common shareholders 0 (1.5) 0.1 1.0
Net income attributable to White Mountains' common shareholders, net of restricted common share amounts $ 0 [3] $ (1.5) [3] $ 0.1 [3] $ 1.0 [3]
Basic earnings per share denominators (in thousands):        
Total average common shares outstanding during the period 6,638,700 7,958,800 7,033,000 7,995,100
Average unvested restricted common shares (93,500) [4] (73,300) [4] (85,900) [4] (65,200) [4]
Diluted earnings per share denominator (in thousands):        
Total average common shares outstanding during the period 6,638,700 7,958,800 7,033,000 7,995,100
Average unvested restricted common shares (93,500) [4] (73,300) [4] (85,900) [4] (65,200) [4]
Diluted earnings (loss) per share denominator 6,545,200 7,885,500 6,947,100 7,929,900
Basic and diluted earnings (loss) per share (in dollars per share): $ 0.00 $ (0.18) $ 0.02 $ 0.13
[1] (3) The diluted earnings (loss) per share denominator for the three and six months ended June 30, 2012 and 2011 do not include common shares issuable upon exercise of the Non-Qualified Options as they are anti-dilutive to the calculation.
[2] (2) Restricted shares outstanding vest either in equal annual installments or upon a stated date (see Note 12).
[3] (2) Net income (loss) attributable to White Mountains’ common shareholders, net of restricted share amounts, is equal to undistributed earnings (loss) for the three and six months ended June 30, 2012 and 2011.
[4] (1) Restricted shares issued by White Mountains contain dividend participation features, and therefore, are considered participating securities.