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CONSOLIDATED STATEMENTS OF OPERATIONS (Unaudited) - USD ($)
$ in Millions
 3 Months Ended 9 Months Ended
Sep. 30, 2018
Sep. 30, 2017
Sep. 30, 2018
Sep. 30, 2017
Revenues:        
Earned insurance premiums $ 3.3 $ 2.4 $ 9.7 $ 6.6
Net investment income 13.4 12.2 44.9 39.7
Net realized and unrealized investment (losses) gains 66.1 32.5 22.9 102.5
Commission revenues 112.2   278.6 103.9
Other revenue 3.7 1.6 7.0 7.1
Total revenues 198.7 87.5 363.1 259.8
Expenses:        
Insurance acquisition expenses 1.2 0.9 3.9 3.0
Other underwriting expenses 0.1 0.1 0.3 0.3
Cost of sales 62.9   182.0 88.7
General and administrative and other expenses 68.5 41.7 174.6 156.1
Broker commission expense 10.9   17.5  
Amortization of other intangible assets 7.4 2.4 12.9 7.3
Interest expense 3.4 0.9 6.0 1.8
Total expenses 154.4 79.1 397.2 257.2
Pre-tax income (loss) from continuing operations 44.3 8.4 (34.1) 2.6
Income tax benefit 3.6 4.0 0.4 5.3
Net income (loss) from continuing operations 47.9 12.4 (33.7) 7.9
Net (loss) gain from sale of discontinued operations, net of tax   554.3 (17.2) 552.7
Net (loss) income from discontinued operations, net of tax 0.0 (15.2) 0.0 20.5
Net income (loss) 30.6 551.5 (50.9) 581.1
Net loss attributable to non-controlling interests 10.2 10.6 47.2 23.6
Net income (loss) attributable to White Mountains’s common shareholders 40.8 562.1 (3.7) 604.7
HG Global-BAM | HG Global-BAM        
Revenues:        
Earned insurance premiums 3.3 2.4 9.7 6.6
Net investment income 4.8 3.3 12.5 8.9
Net realized and unrealized investment (losses) gains (4.1) 0.8 (14.4) 3.2
Commission revenues 0.0   0.0 0.0
Other revenue 0.2 0.2 0.8 0.8
Total revenues 4.2 6.7 8.6 19.5
Expenses:        
Insurance acquisition expenses 1.2 0.9 3.9 3.0
Other underwriting expenses 0.1 0.1 0.3 0.3
Cost of sales 0.0     0.0
General and administrative and other expenses 11.3 10.6 36.5 31.5
Broker commission expense 0.0   0.0  
Amortization of other intangible assets 0.0 0.0 0.0  
Interest expense 0.0 0.0   0.0
Total expenses 12.6 11.6 40.7 34.8
Pre-tax income (loss) from continuing operations (8.4) (4.9) (32.1) (15.3)
NSM Holding Co LLC | NSM Holding Co LLC        
Revenues:        
Earned insurance premiums 0.0   0.0  
Net investment income 0.0   0.0  
Net realized and unrealized investment (losses) gains 0.0   0.0  
Commission revenues 36.6   59.2 0.0
Other revenue 3.1 0.0 4.0 0.0
Total revenues 39.7 0.0 63.2 0.0
Expenses:        
Insurance acquisition expenses 0.0   0.0  
Other underwriting expenses 0.0   0.0  
Cost of sales 0.0   0.0  
General and administrative and other expenses 25.8 0.0 37.9 0.0
Broker commission expense 10.9 0.0 17.5 0.0
Amortization of other intangible assets 5.0 0.0 5.0 0.0
Interest expense 3.2 0.0 4.8 0.0
Total expenses 44.9 0.0 65.2 0.0
Pre-tax income (loss) from continuing operations (5.2)   (2.0)  
MediaAlpha | MediaAlpha        
Revenues:        
Earned insurance premiums 0.0 0.0   0.0
Net investment income 0.0 0.0   0.0
Net realized and unrealized investment (losses) gains 0.0 0.0   0.0
Commission revenues 74.5 37.9 216.4 101.2
Other revenue 0.0   1.6 0.0
Total revenues 74.5 37.9 218.0 101.2
Expenses:        
Insurance acquisition expenses 0.0 0.0   0.0
Other underwriting expenses 0.0 0.0   0.0
Cost of sales 61.8 32.2 179.1 86.0
General and administrative and other expenses 5.4 3.8 21.2 10.7
Broker commission expense 0.0   0.0  
Amortization of other intangible assets 2.4 2.3 7.8 7.2
Interest expense 0.2 0.1 0.9 0.6
Total expenses 69.8 38.4 209.0 104.5
Pre-tax income (loss) from continuing operations 4.7 (0.5) 9.0 (3.3)
Other | Other Segment        
Revenues:        
Earned insurance premiums 0.0 0.0 0.0 0.0
Net investment income 8.6 8.9 32.4 30.8
Net realized and unrealized investment (losses) gains 70.2 31.7 37.3 99.3
Commission revenues 1.1 0.9 3.0 2.7
Other revenue 0.4 1.4 0.6 6.3
Total revenues 80.3 42.9 73.3 139.1
Expenses:        
Insurance acquisition expenses 0.0 0.0 0.0 0.0
Other underwriting expenses 0.0 0.0 0.0 0.0
Cost of sales 1.1 0.9 2.9 2.7
General and administrative and other expenses 26.0 27.3 79.0 113.9
Broker commission expense 0.0   0.0  
Amortization of other intangible assets 0.0 0.1 0.1 0.1
Interest expense 0.0 0.8 0.3 1.2
Total expenses 27.1 29.1 82.3 117.9
Pre-tax income (loss) from continuing operations 53.2 13.8 (9.0) 21.2
Advertising and Commission Revenue        
Revenues:        
Commission revenues   38.8    
Advertising and Commission Revenue | HG Global-BAM | HG Global-BAM        
Revenues:        
Commission revenues   0.0    
Service        
Expenses:        
Cost of sales   33.1    
Service | HG Global-BAM | HG Global-BAM        
Expenses:        
Cost of sales   0.0    
Discontinued Operations        
Expenses:        
Net income (loss) attributable to White Mountains’s common shareholders 40.8 562.1 (3.7) 604.7
Discontinued Operations | Sirius Group        
Revenues:        
Earned insurance premiums   0.0   0.0
Net investment income   0.0   0.0
Net realized and unrealized investment (losses) gains   0.0   0.0
Total revenues   0.0   0.0
Expenses:        
Insurance acquisition expenses   0.0   0.0
Other underwriting expenses   0.0   0.0
General and administrative and other expenses   0.0   0.0
Interest expense   0.0   0.0
Total expenses   0.0   0.0
Net (loss) gain from sale of discontinued operations, net of tax (17.3) (0.2) 0.1 (0.8)
Net (loss) income from discontinued operations, net of tax   $ 0.0   $ 0.0
Swedish Tax Authority | Discontinued Operations | Sirius Group        
Expenses:        
Net (loss) gain from sale of discontinued operations, net of tax $ (17.3)   $ (17.2)