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Steven McEwen has held various high-ranking positions in the retail industry. Steven began their career at Loblaw Companies Limited, where they served as Pricing Promotions Manager, Sr. Category Manager for Coffee/Tea, and Sr. Category Manager for Frozen Grocery. Steven then pursued a Masters in Business Administration (MBA) at Queens School of Business. Following their studies, they joined Sears Canada as Divisional Vice President for various departments, including Craftsman, Electronics, Vacuums, and Fitness. Steven also briefly served as Vice President for Hometown Stores & Catalogue Locations. Later, they worked at Canadian Tire Corporation as Associate Vice President for Electronics, Home Environment & Safety, Home Environment & Hardware, and Merchandising Operations. Most recently, they joined Staples Canada as Vice President of Merchandising for the Technology Division.

Steven McEwen completed their Master of Business Administration (MBA) degree at Queen's University from 2012 to 2013. Steven also obtained a Bachelor of Business Administration (BBA) degree with a specialization in Business from the University of Guelph/Humber between 2002 and 2006.