Jim Treliving (Season 1–15), a former Royal Canadian Mounted Police officer and co-owner of Boston Pizza and Mr. Lube.
Kevin O'Leary (Seasons 1–8), co-host of CBC News Network's business news series The Lang and O'Leary Exchange. O'Leary is the former president of The Learning Company, which was sold to Mattel for $4.2 billion in 1999. He also appears on the US version of the show, Shark Tank. On March 14, 2014, it was announced that O'Leary would not be returning to the show for season 9. On January 18, 2017, O'Leary announced his campaign for Leader of the Conservative Party of Canada.
Robert Herjavec (Seasons 1–6, Seasons 17-18) founder of an IT security firm that he sold at the height of the dot-com bubble for over $30.2 million. Currently head of IT security firm "The Herjavec Group". He also appears on the American version of the program titled, Shark Tank as well as the Australian version, Shark Tank Australia.
Laurence Lewin (Seasons 1 & 2), co-founder of La Senza, a chain of lingerie shops with more than 310 stores throughout Canada, and, through corporate licensees, a further 320 stores operating in 30 countries around the world. Lewin left the show for health reasons and died on November 12, 2008. The show broadcast a dedication in memory of him on November 17, 2008.
Jennifer Wood (Season 1), an executive in Canada's beef industry. Her career in the cattle business began in 1990.
W. Brett Wilson (Seasons 3–5) is a founder of FirstEnergy Capital Corp, a part owner of the English football team Derby County, and a minor partner in NHL's Nashville Predators team. During his time on the show, he brokered more business deals than any other Dragon on any version of the show worldwide. Said to be the most philanthropically-minded of the Canadian Dragons, he has been involved in numerous charities and participated in a CBC staff video for the online It Gets Better Project. Wilson left the show following season 5. In interviews following the announcement of his departure, Wilson criticized the show's producers for sticking to a format that favoured "abuse" and "criticism", rather than offering constructive guidance and feedback to potential entrepreneurs. He subsequently announced his own entrepreneurship-themed series, Risky Business, to air on Slice.
Bruce Croxon (Seasons 6–8) entrepreneur.
Michael Wekerle (Season 9–12), founder and CEO of Difference Capital.
Joe Mimran (Season 10–12), fashion retailer formerly associated with Club Monaco and Joe Fresh.
Lane Merrifield (Season 13–15), co-founded FreshGrade in 2011 and has since served in multiple roles, including his current position as CEO. He was previously the co-founder and CEO of Club Penguin, the largest virtual world for kids, leading the company to rapid growth and an eventual acquisition by Disney in 2007 for $350 million. After the acquisition, he spent five years as Executive Vice President of Disney Online Studios.
Vincenzo Guzzo (Seasons 13–18), Executive Vice-President and C.O.O. of Cinémas Guzzo. Guzzo was also a 'Guest Dragon' on the current season of the Quebec version.
