Matthew Corrin, the 31-year-old founder and chief executive of the 100-unit fast-casual Freshii chain, should have had no trouble passing for a culinary-school graduate working his first job when he appeared on “Undercover Boss Canada” earlier this month. Although Corrin raised eyebrows when he encouraged cashiers to up-sell guests, employees were still surprised when he was revealed as the person who started the health-oriented brand in Toronto in 2005. “I was ...

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