Occupation: Founder and CEO, Citadel Investments
Considered the richest man in Chicago (Forbes estimates his wealth at $4.4 billion), this conservative hedge fund founder—who with his wife, Anne, is a big donor to health and education causes—commands attention when he speaks. But he doesn’t always hew to the party line. In 2013, for example, he attacked Mayor Emanuel for closing too few public schools—but he also criticized the nation’s megabanks as being too big.
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