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Craig first started painting in 2006 as a summer job in high school. While at UBC studying Psychology, he became a student painting franchise owner for the Dunbar area in Vancouver, where he quickly learned there was a lot more to a painting business than simply putting paint onto walls. At the same time, his cousin and future business partner, Tristan, was learning the same in Gordon Head. What started out as a friendly competition eventually turned into co-operation as Craig moved over to Victoria in 2016 and Envision Painting was founded with the goal of becoming the top painting company in town.