The Largest Single Family Offices in Canada
Westerkirk Capital is just one of 70 Canadian single family offices covered in our curated database — from Toronto and Vancouver to Montreal. Each entry is manually researched and regularly updated.
The Canadian investor and businesswoman
Sherry Brydson is a Canadian billionaire and investor. She is known to be the single largest shareholder of Woodbridge, the investment arm of the Thomson family. She is the grandchild of Roy Thomson. Roy Thomson bought his first newspaper in the 1930s and went on to build the Thomson Reuters media empire. Today, Woodbridge owns a majority stake in Thomson Reuters, a global information services company. Her stake in the company is estimated at about 23%. Despite her huge role in the company, Brydson is one of the Thomson family members who has never appeared on an international wealth ranking. Nevertheless, Bloomberg estimates her wealth at around $20 billion. This puts her at the top of the richest Canadian women.
About Woodbridge and the Thomas Reuters Corp.
Woodbridge is the private holding company for the Thomson family and owns a majority interest in Thomson Reuters Corporation, the leading source of intelligent information for businesses and professionals in the legal, tax, and compliance markets. Thomson Reuters was formed in 2008 with the acquisition of the British-based Reuters Group by the Thomson Corporation. The merger united two companies to form a global leader in providing business information services. Outside of its ownership in Thomson Reuters, Woodbridge maintains various other investments in media, real estate, and private equity.
About Westerkirk Capital, the Sherry Brydson family office
Sherry Bridson is a very secretive person, and little is known about her and her investments. She also denies every interview request, which makes her very unknown to the public despite her immense wealth. Westerkirk Capital, the family office of Canadian billionaire Sherry Brydson, is an investment firm headquartered in Toronto. It specializes in the hospitality, aviation, and real estate sectors. Through Westerkirk Capital, Brydson owns Viking Air in British Columbia, which manufactures a revived edition of the Twin Otter airplane for international customers. The firm’s diverse portfolio includes the Moose FM radio network in Ontario and a hotel development company in Nova Scotia. Brydson has further explored investments in real estate and oil and gas.
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Last Updated on June 2, 2026
