In 2016 (A case), the founder of Tokyo Smoke, a cannabis retailing enterprise based in Toronto, needed to attract investors. The former Google Inc. employee had taken advantage of public policy changes in Canada and was modelling his retail business on Starbucks Corporation, which had educated North American consumers about coffee and captured a huge share of the coffee market. He needed investment capital in order to build his brand and needed to determine an appropriate valuation as part of his pitch for investment capital. By 2018 (B case), he had to address new challenges in his role as chief retail officer of Canopy Growth Corporation (Canopy), the Canadian licensed producer of cannabis that had taken over the company he founded. How could he position Canopy as a world leader in retail cannabis?