White Mountains acquires its initial stake in personal insurance agency Answer Financial (AFI) as a complement to Esurance. AFI became wholly owned later that year.

White Mountains acquires its initial stake in personal insurance agency Answer Financial (AFI) as a complement to Esurance. AFI became wholly owned later that year.
Symetra goes public.
White Mountains sells Esurance and Answer Financial to Allstate.
White Mountains sponsors the creation of the U.S.’s first mutually-owned municipal bond guarantor Build America Mutual and its primary reinsurer HG Re Ltd.
White Mountains invests in PassportCard, a managing general agent in the travel insurance industry.
White Mountains acquires MediaAlpha, a leading marketing technology company.
White Mountains acquires Tranzact, a leading provider of end-to-end customer acquisition solutions to the insurance sector.
White Mountains sells Sirius Group to China Minsheng Investment Corp.
Symetra is acquired by Sumitomo Life.
White Mountains sells Tranzact to Clayton, Dubilier & Rice.
OneBeacon is acquired by Intact Financial Corp.
White Mountains acquires NSM, a full-service managing general agent and program administrator for specialty property & casualty insurance.
White Mountains invests in Kudu, a provider of capital solutions and advisory services to boutique asset managers.
MediaAlpha goes public.
White Mountains acquires Ark, a leading specialty P&C insurance and reinsurance platform.