Robert Gallucci

77 Robert Gallucci Age: 68 Occupation: President, MacArthur Foundation After being hired away from the School of Foreign Service at Georgetown five years ago, this former dean and veteran diplomat has skillfully managed the foundation’s nearly $6 billion endowment. What’s in it for Chicago, the philanthropic juggernaut’s headquarter city? Gallucci has steered millions to big data … Read more

Terry Duffy

78 Terry Duffy Age: 55 Occupation: Executive chairman, CME Group At the beginning of 2013, the head of the world’s largest futures exchange faced stiff competition from rival exchanges. The South Side native fought hard, introducing 162 new products, and won: Over the year, the firm’s total volume grew 10 percent (three billion contracts worth $1 … Read more

Neil Bluhm

38 Neil Bluhm Age: 76 Occupation: Chairman, Rush Street Gaming Until a Chicago casino bill gets passed, this gambling tycoon will have a lock on the local market with his Rivers Casino in Des Plaines, the state’s highest-grossing casino and the closest blackjack table to the Loop (Bluhm owns other casinos in Pennsylvania and New … Read more

Michelle Grabner

36 Michelle Grabner Age: 51 Occupation: Artist; cocurator, Whitney Biennial “She has busted her ass for 20 years,” the gallerist Shane Campbell told Chicago last fall when this artist/ curator/critic became the rare Chicagoan picked to cocurate the Whitney Biennial, that landmark American art showcase. For which locals could get their break there, see “Cultural Clout.” … Read more

Joanne Smith

80 Joanne Smith Age: 53 Occupation: CEO, Rehabilitation Institute of Chicago This physician armed with an MBA is a fundraising force: In July, against the protests of some Streeterville residents (and with the help of M. Jude Reyes, No. 31), she plowed ahead with a $550 million expansion plan that, when completed in 2017, will triple … Read more

Michael Kasper

82 Michael Kasper Age: 49 Occupation: Lobbyist and attorney, Fletcher, O’Brien, Kasper & Nottage Kasper is quietly clout heavy. He is a close adviser to the mayor and one of the most powerful lobbyists in the state—his client roster is loaded with corporate titans, who are paying for Kasper’s inside access to Madigan (No. 2), his … Read more

James Franczek

79 James Franczek Age: 67 Occupation: Attorney, Franczek Radelet Mayor Emanuel’s first choice for difficult labor contract negotiations had his hands full last year with the city police union. Talks stalled late in 2013 when union leaders called the mayor’s wage offer an insult. Touch-and-go situation? Go to Franczek.

Tom Wilson

81 Tom Wilson Age: 56 Occupation: Chairman and CEO, Allstate The Northbrook-based insurance giant Wilson runs doesn’t loom quite so large anymore. Geico recently toppled Allstate as the nation’s second-biggest auto insurer—helping push his rank on this list down from No. 65 last year. The pressing question now: Can the bespectacled Michigan native get the business … Read more

Mike Madigan

2 Mike Madigan Age: 71 Occupation: Speaker, Illinois House Madigan clings to his No. 2 spot on this list, but barely. In 2013, he was hounded by a Metra patronage scandal and embarrassed by a rare public feud with Attorney General Lisa Madigan (No. 52), his daughter, over her much-anticipated candidacy for governor, which he squashed. … Read more

Gigi Pritzker

85 Gigi Pritzker Age: 51 Occupation: Founder and CEO, OddLot Entertainment A “movie mogul rising,” according to The New York Times, in November this producer (and sister of Tom Pritzker, No. 22) released her biggest film yet: Ender’s Game, a sci-fi adventure starring Harrison Ford, made for a reported $110 million (it took in $61.7 million … Read more