Best Gadfly (2008)
Call Wooley the thinking man's activist. The native Miamian has a B.A. in economics from the University of Chicago, an MBA from Harvard, and a doctorate from the University of Chicago. He spent a career as an executive in the freight industry before retiring in 1997. "I didn't like what I saw," he says. "I didn't like the deep interests of the developers and real estate interests. Looked to me like the town was in the iron grip of those people." He's a fixture at city hall meetings, where he's lent an intelligent and decidedly dissident voice to the proceedings. He ran for mayor of Cooper City last year and lost in a three-way race. But he's far from done. "I'm going to keep going," says the 66-year-old Wooley. "And I think we keep gaining converts."