Mark Walter

95 Mark Walter Age: 53 Occupation: CEO, Guggenheim Partners This financial services executive and controlling owner of the Los Angeles Dodgers is included here because he’s rumored to be considering a major Chicago investment: the Chicago Tribune (Tribune Co. owns this magazine). Photo: Candace Jordan/Chicago Tribune  

J.B. Pritzker

3 J.B. Pritzker Age: 49 Occupation: Cofounder and managing partner, Pritzker Group More than just a guy who cuts big checks, this immensely likable godfather of Chicago’s tech scene gets his phone calls returned. Read more in a March feature profile, J.B. Pritzker: The Other Mayor of Chicago. Photo: Bob Stefko  

Jay Cutler

23 Jay Cutler Age: 30 Occupation: Quarterback, Chicago Bears OK, OK, but listen: With Bulls star Derrick Rose sidelined for a second year, this surly, smirking, “You really think I give a damn?” quarterback is suddenly Chicago’s biggest sports celebrity. He’s the most important player on the city’s most watched team, playing the most popular sport … Read more

David Spielfogel

24 David Spielfogel Age: 36 Occupation: Senior adviser to the mayor Already a member of Rahm’s inner circle, this Clinton White House staffer (and former MacArthur Foundation insider) helped coordinate city and county efforts last year to reduce illegal gun sales by toughening requirements for reporting lost or stolen firearms. He’s the point man, too, on … Read more

Jim Delany

25 Jim Delany Age: 65 Occupation: Commissioner, Big Ten Conference Delany is poised to take the wealthiest sports conference in the nation, according to Forbes, and make it even bigger. He brings Maryland and Rutgers into the conference this summer, adding as much as $100 million a year to his $315 million enterprise. The move expands … Read more

John Canning Jr.

26 John Canning Jr. Age: 69 Occupation: Chairman, Madison Dearborn Partners Canning works hardest these days at the Big Shoulders Fund, where he has helped raise more than $250 million for inner-city Catholic schools. But he is better known to many for his Big Pockets. The private equity firm he cofounded in 1992—Chicago’s largest—now has $13 … Read more

Irene Rosenfeld

21 Irene Rosenfeld Age: 60 Occupation: Chairman and CEO, Mondelēz International Poor Irene. In January, she gritted her teeth and made activist investor Nelson Peltz a member of her board; in return, he agreed to lay off his calls for a merger with PepsiCo. But Peltz, who successfully lobbied for the Kraft split that created Mondelēz … Read more

Mellody Hobson

29 Mellody Hobson Age: 44 Occupation: President, Ariel Investments President of America’s biggest minority-owned investment firm. Member of three blockbuster corporate boards (Starbucks, Estée Lauder, and DreamWorks). On-air contributor for CBS News. And, as of last year, wife of a superrich Hollywood legend (Star Wars director George Lucas, 69) and mother of their baby, Everest. In … Read more

J. Christopher Reyes

30 J. Christopher Reyes Age: 60 Occupation: Cochairman, Reyes Holdings When this publicity-shy Lake Forest billionaire isn’t overseeing the second-largest private company in Chicago—a $22 billion, 15,000-employee food and beverage distributorship he owns with younger brother Jude (No. 31)—he sets the course for Lurie Children’s Hospital, where he’s cochairman. Reyes has quietly forged valuable connections to … Read more

M. Jude Reyes

31 M. Jude Reyes Age: 58 Occupation: Cochairman, Reyes Holdings So private that he makes big brother Christopher (No. 30) look like an oversharer, Jude is, according to Crain’s, “Mr. Inside, concentrating on financial issues” for their distributorship. Raised in a large Hispanic-Irish family in Maryland, he lives in Kenilworth. Forbes estimates Jude’s net worth at … Read more