91. Vince Vaughn

« 90. Bruce Rauner92. Devin Hester » AGE: 41 OCCUPATION: Actor and producer When it comes to steering Hollywood projects our way, this bro-comedy star is in a league of his own. Scripts with nary a mention of the Midwest are filmed here after this intensely loyal native son goes to bat for Chicago and … Read more

92. Devin Hester

« 91. Vince Vaughn93. Andrew J. McKenna » AGE: 29 OCCUPATION: Wide receiver, Chicago Bears Already the greatest return man of all time, Hester mesmerizes stadiums of fans, TV audiences, and sportswriters whenever a kickoff is headed his way. What will he do next? We’re tuning in. MORE ON HESTER: You Should Know… Devin Hester … Read more

93. Andrew J. McKenna

« 92. Devin Hester94. Lou Raizin » AGE: 82 OCCUPATION: Chairman, Schwarz Supply Source Mr. Behind-the-Scenes in business and local philanthropy and considered an éminence grise among Chicago dealmakers, McKenna is nonexecutive chairman of the McDonald’s board and on the Aon board at an age when most directors have politely been told to go home. … Read more

94. Lou Raizin

« 93. Andrew J. McKenna95. R. Bruce Dold » AGE: 57 OCCUPATION: President, Broadway in Chicago Raizin just delivered a one-two punch. Last December, he extracted a $2 million tax credit from the state legislature that will help lure hit Broadway shows. This December, he brings us a box-office slam dunk: The Book of Mormon. … Read more

95. R. Bruce Dold

« 94. Lou Raizin96. Tony Hu » AGE: 57 OCCUPATION: Editorial page editor, Chicago Tribune Under Dold, the Trib’s editorials have become targeted and relentless. The Sun-Times’ recent decision to no longer endorse political candidates merely magnified the heft of Dold’s imprimatur. The mayor already calls him at his desk. A lot. MORE ON DOLD: … Read more

29. Otis Moss III

« 28. Lisa Madigan30. Tom Ricketts » AGE: 41 OCCUPATION: Pastor, Trinity United Church of Christ It’s been no small task taking over for the controversial Jeremiah Wright, who retired from the Obamas’ former church in 2008. But this dynamic “hip-hop pastor” has attracted younger crowds to the South Side congregation and mobilized African Americans … Read more

30. Tom Ricketts

« 29. Otis Moss III31. Greg Wasson » AGE: 48 OCCUPATION: Chairman, Chicago Cubs He may have owned the team for only two years, but this U. of C. grad’s swift moves show he’s serious about building a winner. He ponied up a club record $12 million for the draft last summer, brought in game-changing … Read more

96. Tony Hu

« 95. R. Bruce Dold97. Ikram Goldman » AGE: 44 OCCUPATION: Restaurateur Hu has done more than anyone to educate Chicagoans about Chinese culture—through food. But beyond his Lao restaurant group of seven local establishments, Hu is an important connector in the fast-moving Chinese business community. MORE ON HU: Tony Hu Opens Lao You Ju … Read more

3. Jim Skinner

« 2. Patrick Fitzgerald3. Mike Madigan » AGE: 66 OCCUPATION: CEO, McDonald’s What economic downturn? McDonald’s is tearing it up financially—and this low-key CEO is responsible. Since taking the helm in 2004, he has led one of the great corporate turnarounds of our time, checking out-of-control growth and adopting a back-to-basics approach that has delivered … Read more

97. Ikram Goldman

« 96. Tony Hu98. Melody Spann-Cooper » AGE: 44 OCCUPATION: Owner, Ikram A few years after shooting to stardom as Michelle Obama’s stylist, she’s still the most influential fashion player in town. The party last May for the tenth anniversary of her namesake boutique—which quadrupled in size last year—drew designers and magazine editors from around … Read more