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Matthew Drewnowsky has worked in a variety of roles since 2006. Starting as a Server at Jack Astor's Bar and Grill, they then moved to Stock Manager at American Apparel in 2008. In 2012, they became a Keyholder at Deja Vu Discs, followed by Store Supervisor at DashVapes.com in 2014. From 2016 to 2022, they worked at Pacific Smoke International Inc. as an Account Manager and International Business Development Representative. Currently, they are a Community Development Representative at Commsor.

Matthew Drewnowsky obtained a Bachelor of Arts - BA from York University. Matthew also holds a certification from the Canadian Professional Sales Association as a CPSA Member.