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Subsequent Event	12 Months Ended
Subsequent Event	Dec. 31, 2017
Subsequent Events [Abstract]
Subsequent Events	Subsequent Events DavidShield On January 24, 2018, White Mountains acquired a 50% equity stake in DavidShield Life Insurance Agency (2000) Ltd. for approximately $28.0 million, its joint venture partner in PassportCard and a provider of expatriate medical and other accident and health insurance coverages. CrossHarbor On January 26, 2018, White Mountains entered into an agreement to invest up to $50.0 million in CrossHarbor Institutional Partners 2018, L.P. CrossHarbor Capital is an alternative investment management firm that invests in core-plus, value-add, and opportunistic commercial real estate transactions. Kudu On February 5, 2018, White Mountains entered into an agreement to invest up to $125.0 million in Kudu Investment Management, LLC (“Kudu”), a capital provider to asset management and wealth management firms. Through February of 2018, White Mountains has invested $1.8 million in Kudu.