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Here's how they stack up this year, from Canadian Business magazine's Rich 100 List:
No. 1: Thomson family.
Net worth: $20.1-billion
Companies: Thomson Reuters, Woodbridge Co. (media conglomerate)
Pictured: Thomson Reuters chairman David Thomson.
No. 2: Galen Weston
Net worth: $8.2-billion
Companies: George Weston Ltd., Loblaws Cos. Ltd., Holt Renfrew (grocery, retail)
Pictured: Galen and Hilary Weston.
No. 3: Arthur and James Irving, and the estate of the late John Irving
Net worth: $8.07-billion
Home: Saint John, N.B.
Companies: Irving Oil Ltd., J.D. Irving Ltd. (oil)
Pictured: James K. Irving, left, Arthur Irving, middle, and John Ernest (Jack) Irving.
(Peter Power/The Globe and Mail)
No 4: Rogers family
Net worth: $6.41-billion
Companies: Rogers Communications Inc. (telecommunications)
Pictured: Edward S. Rogers III.
(Deborah Baic/The Globe and Mail)
No. 5: Jimmy Pattison
Net worth: $6.14-billion
Companies: Jim Pattison Group (auto sales, conglomerate)
No. 6: Jeff Skoll
Net worth: $4.55-billion
Home: Palo Alto, Calif.
Companies: eBay Inc. (online auction site)
(J.P. Moczulski For The Globe and Mail)
No. 7: Paul Desmarais, Sr.
Net worth: $4.4-billion
Home: Montreal Companies: Power Corp. of Canada (holding company)
Pictured: Paul Demarais, from left, Paul Desmarais Jr. and his brother Andre Desmarais.
(Paul Chiasson/The Canadian Press)
No. 8: Saputo family
Net worth: $4.23-billion
Companies: Saputo Inc. (cheese, dairy products)
Pictured: Joey Saputo, president of Montreal Impact, with player Marco Di Vaio.
(Ryan Remiorz/The Canadian Press)
No. 9: Carlo Fidani
Net worth: $3.6-billion
Companies: Orlando Corp. (construction and development)
Pictured: Architect's rendering of Citibank building in Mississauga.
No. 10: Chip Wilson
Net worth: $3.51-billion
Companies: Lululemon Athletica Inc. (athletic apparel)
(Laura Leyshon for The Globe and Mail)