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CONSOLIDATED STATEMENTS OF OPERATIONS - USD ($)
3 Months Ended 8 Months Ended 9 Months Ended 10 Months Ended 12 Months Ended
Sep. 28, 2017
Dec. 31, 2019
Sep. 30, 2019
Jun. 30, 2019
Mar. 31, 2019
Dec. 31, 2018
Sep. 30, 2018
Jun. 30, 2018
Mar. 31, 2018
Dec. 31, 2018
Sep. 28, 2017
Dec. 31, 2019
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Revenues                              
Earned insurance premiums                         $ 16,300,000 $ 13,900,000 $ 10,400,000
Net investment income                         79,700,000 59,000,000.0 56,000,000.0
Net realized and unrealized investment gains                         318,500,000    
Net realized and unrealized investment gains (losses)                         433,200,000 (108,300,000) 133,300,000
Commission revenues                         249,100,000 389,200,000 167,000,000.0
Other revenue                         47,600,000 15,300,000 7,100,000
Total revenues   $ 175,300,000 $ 155,500,000 $ 129,000,000.0 $ 433,600,000 $ 6,000,000.0 $ 198,700,000 $ 122,300,000 $ 42,100,000       893,400,000 369,100,000 373,800,000
Expenses                              
Loss and loss adjustment expenses                             1,100,000
Insurance acquisition expense                         5,700,000 5,300,000 4,100,000
Other underwriting expenses                         400,000 400,000 400,000
Cost of sales                         48,100,000 248,700,000 139,400,000
General and administrative expenses                         327,800,000 233,500,000 208,000,000.0
Broker commission expense                         64,800,000 28,400,000  
Change in fair value of contingent consideration earnout liabilities                         2,100,000 2,700,000  
Amortization of other intangible assets                         21,800,000 18,800,000 10,700,000
Interest expense on debt                         17,600,000 9,500,000 2,300,000
Total expenses   118,800,000 104,400,000 113,200,000 151,900,000 150,100,000 154,400,000 134,700,000 108,100,000       488,300,000 547,300,000 366,000,000.0
Pre-tax income (loss)   56,500,000 51,100,000 15,800,000 281,700,000 (144,100,000) 44,300,000 (12,400,000) (66,000,000.0)       405,100,000 (178,200,000) 7,800,000
Income tax (expense) benefit   (10,400,000) (8,800,000) 100,000 (10,200,000) 3,600,000 3,600,000 (2,500,000) (700,000)       (29,300,000) 4,000,000.0 7,800,000
Net income (loss) from continuing operations   46,100,000 42,300,000 15,900,000 271,500,000 (140,500,000) 47,900,000 (14,900,000) (66,700,000)       375,800,000 (174,200,000) 15,600,000
Gain (loss) on sale of other discontinued operations, net of tax                         800,000 (17,200,000) 557,000,000.0
Net income from discontinued operations, net of tax   (800,000) 900,000 0 700,000 0 (17,300,000) 0 100,000       0 0 20,500,000
Net income                         376,600,000 (191,400,000) 593,100,000
Net loss attributable to non-controlling interests   15,600,000 5,500,000 4,600,000 12,200,000 3,000,000.0 10,200,000 18,400,000 18,600,000       37,900,000 50,200,000 34,100,000
Net income attributable to White Mountains’s common shareholders   $ 60,900,000 $ 48,700,000 $ 20,500,000 $ 284,400,000 $ (137,500,000) $ 40,800,000 $ 3,500,000 $ (48,000,000.0)       414,500,000 (141,200,000) 627,200,000
Kudu                              
Revenues                              
Earned insurance premiums                         0    
Net investment income                         14,700,000 0 0
Net realized and unrealized investment gains                         6,300,000    
Net realized and unrealized investment gains (losses)                           0 0
Commission revenues                         0    
Other revenue                         200,000 0 0
Total revenues                         21,200,000 0 0
Expenses                              
Insurance acquisition expense                         0    
Other underwriting expenses                         0    
Cost of sales                         0    
General and administrative expenses                         10,100,000 0 0
Broker commission expense                         0    
Amortization of other intangible assets                         200,000 0 0
Interest expense on debt                         100,000 0 0
Total expenses                         10,400,000 0 0
Pre-tax income (loss)                         10,800,000    
HG Global-BAM                              
Revenues                              
Net investment income                         21,600,000 16,700,000 12,300,000
Net realized and unrealized investment gains                         27,100,000    
Net realized and unrealized investment gains (losses)                           (7,500,000) 600,000
Commission revenues                         0    
Other revenue                         1,600,000 1,200,000 1,000,000.0
Total revenues                         66,600,000 24,300,000 23,300,000
Expenses                              
Insurance acquisition expense                         5,700,000 5,300,000 4,000,000.0
Other underwriting expenses                         400,000 400,000 400,000
Cost of sales                         0    
General and administrative expenses                         50,500,000 48,000,000.0 42,900,000
Broker commission expense                         0    
Amortization of other intangible assets                         0    
Interest expense on debt                         0    
Total expenses                         56,600,000 53,700,000 47,300,000
Pre-tax income (loss)                         10,000,000.0 (29,400,000) (24,000,000.0)
NSM Holding Co LLC                              
Revenues                              
Earned insurance premiums                         0    
Net investment income                         0    
Net realized and unrealized investment gains                         0    
Commission revenues                         193,400,000 89,600,000 0
Other revenue                         39,700,000 12,000,000.0 0
Total revenues                         233,100,000 101,600,000 0
Expenses                              
Insurance acquisition expense                         0    
Other underwriting expenses                         0    
Cost of sales                         0    
General and administrative expenses                         132,200,000 59,400,000 0
Broker commission expense                         64,800,000 28,400,000 0
Change in fair value of contingent consideration earnout liabilities                         2,100,000 2,700,000 0
Amortization of other intangible assets                         19,400,000 8,300,000 0
Interest expense on debt                         16,700,000 8,000,000.0 0
Total expenses                         235,200,000 106,800,000 0
Pre-tax income (loss)                         (2,100,000) (5,200,000)  
MediaAlpha                              
Revenues                              
Commission revenues                         48,800,000 295,500,000 163,200,000
Other revenue                         0 1,600,000 0
Total revenues                         48,800,000 297,100,000 163,200,000
Expenses                              
Cost of sales                         40,600,000 245,000,000.0 135,900,000
General and administrative expenses                         12,500,000 31,700,000 16,200,000
Amortization of other intangible assets                         1,600,000 10,300,000 10,500,000
Interest expense on debt                         200,000 1,200,000 1,000,000.0
Total expenses                         54,900,000 288,200,000 163,600,000
Pre-tax income (loss)                         (6,100,000) 8,900,000 (400,000)
Other                              
Revenues                              
Earned insurance premiums                         0 0 1,000,000.0
Net investment income                         43,400,000 42,300,000 43,700,000
Net realized and unrealized investment gains                         285,100,000    
Net realized and unrealized investment gains (losses)                           (100,800,000) 132,700,000
Realized gain and unrealized investment gain from the MediaAlpha Transaction                           0 0
Commission revenues                         6,900,000 4,100,000 3,800,000
Other revenue                         6,100,000 500,000 6,100,000
Total revenues                         523,700,000 (53,900,000) 187,300,000
Expenses                              
Loss and loss adjustment expenses                         0 0 1,100,000
Insurance acquisition expense                         0 0 100,000
Other underwriting expenses                         0    
Cost of sales                         7,500,000 3,700,000 3,500,000
General and administrative expenses                         122,500,000 94,400,000 148,900,000
Broker commission expense                         0    
Amortization of other intangible assets                         600,000 200,000 200,000
Interest expense on debt                         600,000 300,000 1,300,000
Total expenses                         131,200,000 98,600,000 155,100,000
Pre-tax income (loss)                         392,500,000 (152,500,000) 32,200,000
NSM Holding Co LLC                              
Expenses                              
Change in fair value of contingent consideration earnout liabilities                   $ 2,700,000     2,100,000    
MediaAlpha | MediaAlpha                              
Revenues                              
Total revenues                       $ 359,200,000      
MediaAlpha | Other                              
Revenues                              
Realized gain and unrealized investment gain from the MediaAlpha Transaction                         182,200,000    
OneBeacon                              
Expenses                              
Gain (loss) on sale of other discontinued operations, net of tax $ 554,600,000                            
Net income from discontinued operations, net of tax                     $ 20,500,000        
Tranzact                              
Expenses                              
Gain (loss) on sale of other discontinued operations, net of tax                           3,200,000 3,200,000
Sirius Group                              
Expenses                              
Gain (loss) on sale of other discontinued operations, net of tax                           (17,300,000)  
Discontinued Operations                              
Expenses                              
Net income attributable to White Mountains’s common shareholders                         414,500,000 (141,200,000) 627,200,000
Discontinued Operations | OneBeacon                              
Revenues                              
Earned insurance premiums                             807,600,000
Net investment income                             39,700,000
Net realized and unrealized investment gains (losses)                             38,800,000
Other revenue                             7,700,000
Total revenues                             893,800,000
Expenses                              
Loss and loss adjustment expenses                             546,000,000.0
Other underwriting expenses                             156,200,000
General and administrative expenses                             21,200,000
Interest expense on debt                             10,000,000.0
Total expenses                             879,000,000.0
Gain (loss) on sale of other discontinued operations, net of tax                             554,500,000
Net income from discontinued operations, net of tax                             20,500,000
Discontinued Operations | Tranzact                              
Revenues                              
Earned insurance premiums                             0
Net investment income                             0
Net realized and unrealized investment gains (losses)                             0
Other revenue                             0
Total revenues                             0
Expenses                              
Loss and loss adjustment expenses                             0
Other underwriting expenses                             0
General and administrative expenses                             0
Interest expense on debt                             0
Total expenses                             0
Gain (loss) on sale of other discontinued operations, net of tax                             3,200,000
Net income from discontinued operations, net of tax                             0
Discontinued Operations | Sirius Group                              
Revenues                              
Earned insurance premiums                             0
Net investment income                             0
Net realized and unrealized investment gains (losses)                             0
Other revenue                             0
Total revenues                             0
Expenses                              
Loss and loss adjustment expenses                             0
Other underwriting expenses                             0
General and administrative expenses                             0
Interest expense on debt                             0
Total expenses                             0
Gain (loss) on sale of other discontinued operations, net of tax                         $ 800,000 $ (17,200,000) (700,000)
Net income from discontinued operations, net of tax                             $ 0