HERITAGE APPROACH TEAM COMPANIES ESG CONTACT FOR SHAREHOLDERS Heritage Commitment to value creation and strong partnership White Mountains (NYSE: WTM) is a diversified insurance and related financial services holding company that owns and manages businesses seeking a stable, sophisticated partner to drive value creation. Grounded in the core principles of our visionary founder Jack Byrne, we have been careful, opportunistic and successful stewards of our shareholders’ capital for more than three decades. We are most proud and protective of our reputation as a good partner – to our shareholders, to other stakeholders in our businesses and to the talented management teams who run them. In the end, doing right by your partners is what guarantees the next deal and the deal after that. Our enduring principles Underwriting Comes First Maintain a Disciplined Balance Sheet Invest for Total Return Think Like Owners A history of business building and reinvention Our story began in the early 1980s when Jack Byrne was recruited by American Express to turn around troubled property and casualty insurer Fireman’s Fund. When Jack took Fireman’s Fund public in 1985, it was the largest IPO in American history, and when the insurer was sold to Allianz six years later, shareholders were rewarded with gains exceeding $1 billion. Throughout our history, we’ve been nimble and opportunistic investors; as Jack often said, “You shoot ducks when ducks are flying.” Previous 1985 1991 1994 Next Jack Byrne takes Fireman’s Fund public at $25.75 per share. White Mountains Insurance Group, Ltd. 26 Reid Street, Suite 601 Hamilton HM 11, Bermuda 441-278-3160 23 South Main Street, Suite 3B Hanover, New Hampshire 03755 603-640-2200 265 Franklin Street, Suite 901 Boston, Massachusetts 02110 617-725-7122 200 Hubbard Road Guilford, Connecticut 06437 203-458-5823 info@whitemountains.com Community Engagement Privacy Policy Safe Harbor Statement ©2021 White Mountains Insurance Group, Ltd.