Robert Zimmer

57 Robert Zimmer Age: 66 Occupation: President, University of Chicago The rebirth of Hyde Park owes a lot to the empire-building instincts of Zimmer, who last year committed $1.5 billion to a raft of new construction and cut the ribbon on a 240-bed hospital. However, in January, Moody’s and the S&P lowered their outlooks on U. … Read more

Bob Mariano

58 Bob Mariano Age: 64 Occupation: Chairman and CEO, Roundy’s This energetic grocery store exec went from a meat slicer at Dominick’s to president of the chain. Today, he’s the CEO of Roundy’s, a Milwaukee-based conglomerate no one here had heard of until 2010, when Mariano entered the Chicago market with his namesake chain of grocery … Read more

Gail Boudreaux

60 Gail Boudreaux Age: 53 Occupation: CEO, UnitedHealthcare This Lake Forest resident sits atop a $114 billion company, one that grabs 16 percent market share in Illinois. In 2013, some 45 million Americans—including 1.2 million insured Illinoisans—depended on the decisions made by this former basketball All-American. Photo: Courtesy Of United Healthcare

Linda Johnson Rice

61 Linda Johnson Rice Age: 55 Occupation: Chairman, Johnson Publishing Company Under the shrewd leadership of this media mogul, JPC, with CEO Desirée Rogers as its face, put the venerable Ebony brand out there in meaningful ways: In 2013, it created an Ebony store inside Macy’s in New York and set up a White House summit … Read more

Martha Lavey

62 Martha Lavey Age: 56 Occupation: Artistic director, Steppenwolf Theatre Company If Steppenwolf embodies what’s best about Chicago’s theatre scene—fearlessness and social consciousness—then credit Lavey, its leader since 1995. She also transformed the company into a booming business. In March, Steppenwolf started its renovation of the building next door, expanding its already sizable footprint on Halsted … Read more

Grant Achatz

63 Grant Achatz Age: 39 Occupation: Chef-owner, Alinea, Aviary, Next The frenzy over his various groundbreaking local projects has subsided, but 2014 could witness the next explosion: The city’s best-known chef hopes to open another restaurant here this year, and he has two cookbooks in the works. Most tantalizing, Achatz and business partner Nick Kokonas are … Read more

John Cullerton

64 John Cullerton Age: 65 Occupation: President, Illinois Senate Cullerton doesn’t get the same attention as his House counterpart, Speaker Madigan (No. 2). Still, it was Cullerton’s counsel that insiders say ultimately led to the speaker’s change of heart on marriage equality, and it was his alternative pension plan that forced Madigan to draft his own. … Read more

James Reynolds Jr.

65 James Reynolds Jr. Age: 59 Occupation: Chairman and CEO, Loop Capital Markets Loop Capital won big by comanaging February 2013’s $2.2 billion IPO for the former Pfizer subsidiary Zoetis. But it was getting picked to cochair Rahm’s new Chicago Public Safety Action Committee that burnished Reynolds’s personal star. The Englewood-raised investment banker already has helped … Read more

Matt Hynes

66 Matt Hynes Age: 42 Occupation: Director, Office of Legislative Counsel and Government Affairs, City of Chicago Few on City Hall’s fifth floor have as much face time with Rahm (No. 1) as Hynes. As the mayor’s top lobbyist, he is tasked with turning Rahm’s policy agenda into reality—from ordinances in the City Council to pension … Read more

Byron Trott

67 Byron Trott Age: 55 Occupation: Founder, chairman, and CEO, BDT Capital Partners Trott’s private equity firm is right up there with the biggest in Chicago, including Madison Dearborn Partners and GTCR. But it’s this Winnetka resident’s deep social capital that extends his clout. Trott has worked closely with Groupon’s Brad Keywell and Eric Lefkofsky and … Read more