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Christie Hefner
Chairman & CEO, Playboy Enterprises
Countless Chicagoans have gone into the family business, but few can say their workdays might require them to be surrounded by naked women. “I don’t think Playboy would have been successfully started on either coast,” says Hefner of the media empire her father started in 1953. “I think of Chicago as a great entrepreneur city, a city that supports its own, that isn’t as jaded as New York and L.A. We’re all part of why Playboy was successful.”—Scott Smith