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CONSOLIDATED STATEMENTS OF OPERATIONS (Unaudited) - USD ($)
$ in Millions
 3 Months Ended
Mar. 31, 2021
Mar. 31, 2020
Revenues:    
Earned insurance premiums $ 111.0 $ 5.4
Net investment income 20.6 22.9
Net realized and unrealized investment (losses) gains 1.1 (186.7)
Net realized and unrealized investment (losses) gains from investment in MediaAlpha (40.6) (156.7)
Commission revenues 61.9 55.1
Other revenues 25.3 14.1
Total revenues 178.2 (59.2)
Expenses:    
Insurance acquisition expenses   1.7
Loss and loss adjustment expenses 66.0  
Insurance and reinsurance acquisition expenses 38.6  
Cost of sales 4.0 2.0
General and administrative expenses 138.4 74.3
Broker commission expenses 18.9 18.3
Change in fair value of contingent consideration earnout liabilities 0.0 (0.6)
Amortization of other intangible assets 9.2 5.1
Loss on assets held for sale 28.7  
Interest expense 13.1 6.0
Total expenses 316.9 106.8
Pre-tax loss from continuing operations (138.7) (166.0)
Income tax benefit 9.5 25.5
Net loss from continuing operations (129.2) (140.5)
Net income from sale of discontinued operations, net of tax 18.7 0.9
Net loss (110.5) (139.6)
Net loss attributable to non-controlling interests 35.2 10.8
Net loss attributable to White Mountains’s common shareholders (75.3) (128.8)
Marketing Technology (MediaAlpha)    
Revenues:    
Net realized and unrealized investment (losses) gains from investment in MediaAlpha (41.7) 30.0
Financial Guarantee (HG Global/BAM)    
Revenues:    
Earned insurance premiums 6.4 5.4
Net investment income 4.5 5.5
Net realized and unrealized investment (losses) gains (17.9) 6.1
Commission revenues 0.0 0.0
Other revenues 0.3 0.5
Total revenues (6.7) 17.5
Expenses:    
Insurance acquisition expenses   1.7
Loss and loss adjustment expenses 0.0  
Insurance and reinsurance acquisition expenses 1.9  
Cost of sales 0.0 0.0
General and administrative expenses 16.4 14.7
Broker commission expenses 0.0 0.0
Change in fair value of contingent consideration earnout liabilities 0.0 0.0
Amortization of other intangible assets 0.0 0.0
Loss on assets held for sale 0.0  
Interest expense 0.0 0.0
Total expenses 18.3 16.4
Pre-tax loss from continuing operations (25.0) 1.1
Financial Guarantee (HG Global/BAM) | Marketing Technology (MediaAlpha)    
Revenues:    
Net realized and unrealized investment (losses) gains from investment in MediaAlpha 0.0 0.0
P&C Insurance and Reinsurance (Ark)    
Revenues:    
Earned insurance premiums 104.6 0.0
Net investment income 0.8 0.0
Net realized and unrealized investment (losses) gains 1.1 0.0
Commission revenues 0.0  
Other revenues 2.6 0.0
Total revenues 109.1 0.0
Expenses:    
Loss and loss adjustment expenses 66.0 0.0
Insurance and reinsurance acquisition expenses 36.7 0.0
Other underwriting expenses 11.2 0.0
Cost of sales 0.0  
General and administrative expenses 26.6 0.0
Broker commission expenses 0.0  
Change in fair value of contingent consideration earnout liabilities 0.0  
Amortization of other intangible assets 0.0  
Loss on assets held for sale 0.0  
Interest expense 1.1 0.0
Total expenses 141.6 0.0
Pre-tax loss from continuing operations (32.5)  
P&C Insurance and Reinsurance (Ark) | Marketing Technology (MediaAlpha)    
Revenues:    
Net realized and unrealized investment (losses) gains from investment in MediaAlpha 0.0  
Specialty Insurance Distribution (NSM)    
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 59.6 53.0
Other revenues 15.2 12.0
Total revenues 74.8 65.0
Expenses:    
Insurance acquisition expenses   0.0
Loss and loss adjustment expenses 0.0  
Insurance and reinsurance acquisition expenses 0.0  
Cost of sales 0.0 0.0
General and administrative expenses 46.0 39.6
Broker commission expenses 18.9 18.3
Change in fair value of contingent consideration earnout liabilities 0.0 (0.6)
Amortization of other intangible assets 8.6 4.8
Loss on assets held for sale 28.7 0.0
Interest expense 5.9 4.3
Total expenses 108.1 66.4
Pre-tax loss from continuing operations (33.3) (1.4)
Specialty Insurance Distribution (NSM) | Marketing Technology (MediaAlpha)    
Revenues:    
Net realized and unrealized investment (losses) gains from investment in MediaAlpha 0.0 0.0
Asset Management (Kudu)    
Revenues:    
Earned insurance premiums 0.0 0.0
Net investment income 8.2 7.3
Net realized and unrealized investment (losses) gains 15.8 (24.8)
Commission revenues 0.0 0.0
Other revenues 0.1 0.1
Total revenues 24.1 (17.4)
Expenses:    
Insurance acquisition expenses   0.0
Loss and loss adjustment expenses 0.0  
Insurance and reinsurance acquisition expenses 0.0  
Cost of sales 0.0 0.0
General and administrative expenses 2.5 2.5
Broker commission expenses 0.0 0.0
Change in fair value of contingent consideration earnout liabilities 0.0 0.0
Amortization of other intangible assets 0.1 0.1
Loss on assets held for sale 0.0  
Interest expense 5.8 1.4
Total expenses 8.4 4.0
Pre-tax loss from continuing operations 15.7 (21.4)
Asset Management (Kudu) | Marketing Technology (MediaAlpha)    
Revenues:    
Net realized and unrealized investment (losses) gains from investment in MediaAlpha 0.0 0.0
Other Operations    
Revenues:    
Earned insurance premiums 0.0 0.0
Net investment income 7.1 10.1
Net realized and unrealized investment (losses) gains 2.1 (168.0)
Commission revenues 2.3 2.1
Other revenues 7.1 1.5
Total revenues (23.1) (124.3)
Expenses:    
Insurance acquisition expenses   0.0
Loss and loss adjustment expenses 0.0  
Insurance and reinsurance acquisition expenses 0.0  
Cost of sales 4.0 2.0
General and administrative expenses 35.7 17.5
Broker commission expenses 0.0 0.0
Change in fair value of contingent consideration earnout liabilities 0.0 0.0
Amortization of other intangible assets 0.5 0.2
Loss on assets held for sale 0.0  
Interest expense 0.3 0.3
Total expenses 40.5 20.0
Pre-tax loss from continuing operations (63.6) (144.3)
Other Operations | Marketing Technology (MediaAlpha)    
Revenues:    
Net realized and unrealized investment (losses) gains from investment in MediaAlpha $ (41.7) $ 30.0