Greg Wasson

AGE: 53
OCCUPATION: President and CEO, Walgreen

Chief of the largest Fortune 500 company in the Chicago area by revenues ($67 billion), Wasson has emerged as a tough risk taker. In January, he broke from Express Scripts, one of the pharmacy giant’s biggest customers, rather than cave on pricing. Now he’s entering the upscale grocery business: the new Walgreens on State and Randolph includes a sushi bar and humidor.

MORE ON WASSON: Walgreens’s CEO Talks Business

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Photograph: Bob Stefko