The Education of Groupon CEO Andrew Mason

Groupon’s merry prankster CEO is spending less time trying to be funny and a lot more time figuring out a second act for his once-hot company
Photograph by Saverio Truglia

There’s an excellent Japanese restaurant in Chicago’s Wicker Park neighborhood. The place has been around for years and still draws a crowd, a trendy mix of tattooed hipsters and business-casual professionals. Black-clad waiters with spiky hair shuttle plates of sashimi, which is pricey but worth it, judging from the reviews on Yelp. On weekend nights, customers might be directed to their tables by the most absurdly overqualified maitre d’ on earth: Andrew Mason, who is also the chief executive officer and founder of Groupon.

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