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

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