J.B. Pritzker

As bad a year as Rahm had at the power table, Pritzker seemed to turn over all aces. In October, the billionaire financier burnished his philanthropic rep by dropping a cool $100 million to support scholarships at Northwestern University’s law school, the largest gift ever to a U.S. law school. The ice-skating ribbon in Maggie … Read more

Ken Griffin

By some measures, the recently divorced Griffin may be the most eligible bachelor in town. Forbes pegs his net worth at $7.2 billion, making him Chicago’s richest man. And he’s getting richer by the minute: Citadel’s main funds rose nearly 13 percent from January 1, 2015 through November, according to Bloomberg, as the S&P closed … Read more

Mike Madigan

In 2015, Madigan did what he does best: be Mike Madigan. Just as he’s done for, well, practically forever, the wily speaker used his absolute control over the statehouse to stand as the impenetrable roadblock to anything—anything!—that threatens his power source: his 71-seat Democratic supermajority. We defy you to name one of Madigan’s accomplishments last … Read more

Sam Zell

When this brass-tacks billionaire talks investing, people listen. Why wouldn’t they? Last year, three publicly traded real estate investment trusts that Zell controls delivered the largest returns of any in town. In October, one of those trusts sold off a quarter of its apartment properties for $5.3 billion, and Zell is reportedly selling more this year, … Read more

Rocky Wirtz

Whispers of the D-word—“dynasty”—began in 2013 after Wirtz’s Chicago Blackhawks won their second Stanley Cup in three years. When they hoisted their third last year, those whispers became a chorus. Winning the Big One with any sports franchise confers power—and produces big profits. Thanks to their Cup runs, the Hawks are now the fourth most … Read more