43. Jorge Ramirez

« 42. Paul Kahan44. Matt Hynes » AGE: 41 OCCUPATION: President, Chicago Federation of Labor The son of a Mexican-immigrant labor leader, this savvy negotiator commands respect at City Hall. Last July, when the mayor announced plans to lay off 625 city workers, Ramirez complained that the move was “no way to treat a partner”—and … Read more

44. Matt Hynes

« 43. Jorge Ramirez45. John McDonough » AGE: 40 OCCUPATION: Director, Office of Legislative Counsel and Government Affairs, City of Chicago Son of former Illinois Senate president Tom and brother of former comptroller Dan, Hynes had the connections to land the job of Rahm’s campaign adviser and, after that, chief lobbyist. All things political inside … Read more

62. Francie Comer

« 61. Mellody Hobson63. James Crown » AGE: 76 OCCUPATION: Philanthropist The widow of Lands’ End founder Gary Comer not only bestows astronomical sums on city institutions but does it with panache. Grant Park’s beloved Summer Dance series? Comer’s suggestion. Daley’s 2011 farewell gala, which raised more than $1 million for the Art Institute? Her … Read more

63. James Crown

« 62. Francie Comer64. Deborah DeHaas » AGE: 58 OCCUPATION: President, Henry Crown and Company Son of the influential billionaire Lester (see “Power Couples”), Jim runs the private investment firm his grandfather founded. He’s also the lead director of and a major shareholder in huge defense contractor General Dynamics— and a big mover in civic, … Read more

42. Paul Kahan

« 41. Ken Griffin43. Jorge Ramirez » AGE: 49 OCCUPATION: Chef and restaurateur He was the first person to bring Chicagoans communal tables and small plates (Avec), farm-to-table dining (Blackbird), and the Euro-style beer hall (The Publican). His latest foray, a butcher shop/restaurant called Publican Quality Meats, proves Kahan doesn’t just have his finger on … Read more

41. Ken Griffin

« 40. Martha Lavey42. Paul Kahan » AGE: 43 OCCUPATION: Founder and CEO, Citadel The $11.5 billion hedge fund he runs returned 20 percent in 2011, trouncing his competition and burnishing his reputation as one of the sharpest operators in the business. Griffin pours his wealth not only into impressionist art (he’s on ARTnews’ list … Read more

64. Deborah DeHaas

« 63. James Crown65. Dan Webb » AGE: 52 OCCUPATION: Vice chairman, Deloitte DeHaas has her finger in so many pies—she’s the first woman to chair the Chicagoland Chamber of Commerce, and she sits on several important boards—that one wonders how she has the time to oversee 9,000-plus employees across 12 states for the accounting … Read more

40. Martha Lavey

« 39. Ted Phillips41. Ken Griffin » AGE: 54 OCCUPATION: Artistic director, Steppenwolf Theatre More than any other theatre bigwig in Chicago, this savvy tastemaker has the creative power to introduce gutsy American plays—and their authors—to audiences. Case in point: Tracy Letts’s August: Osage County, which went from Steppenwolf to Broadway to the Tony Awards … Read more

53. Jeanne Gang

« 52. Michael Sacks54. Bill Hybels » AGE: 47 OCCUPATION: Founder and principal, Studio Gang Architects Her forceful ideas are bringing fresh accolades to Chicago’s skyline (Aqua) and won her a MacArthur “genius” grant last fall. True, Gang lost her bid to redo Navy Pier last November, but she’s still the star designer in a … Read more

65. Dan Webb

« 64. Deborah DeHaas66. Joan Harris » AGE: 66 OCCUPATION: Chairman, Winston & Strawn The former U.S. attorney for the Northern District of Illinois, who joined the politically connected law firm Winston & Strawn in 1985, is the go-to litigator for white-collar defendants nationwide. MORE ON WEBB: How to Win an Argument RELATED: Most Powerful … Read more