Jason Barclay

Rauner (No. 3) famously loves former Indiana governor Mitch Daniels—so he wasted no time snagging Barclay, one of Daniels’s most trusted advisers.

James Meeks

On Sundays, the outspoken and politically active pastor of the largest black church in Illinois leads a flock of 15,000. Mondays through Fridays, Governor Rauner’s newly appointed education czar directs a flock of more than two million public school students.

James Franczek

Just call him the union whisperer. Last year, he hammered out both a crucial firefighter contract and the first police deal to pass without an arbiter since 1996.

Scott Goodman

Goodman’s fast-growing real estate firm is taking over the West Loop, gobbling up properties and building new offices for Uber, Twitter, Google, and Ideo. 

Michelle Boone

The head and face of public arts in the city has a big year ahead: in April, the new four-day Lake FX Summit + Expo; in October, the launch of the Chicago Architecture Biennial.

Anna Shapiro

In August, Shapiro takes over the city’s most influential theater, where she’s proved her mettle as an ensemble member for two decades.

Robert Clifford

Despite spending half the year—and $150,000 personally—on a losing battle against the retention of Illinois Supreme Court justice Lloyd Karmeier, Chicago’s fiercest personal injury litigator still has his hand in big cases, including the City Hall ride-sharing ordinance.  

Kurt Summers Jr.

Arriving at City Hall with a political pedigree and bigtime financial connections, he’s been on a barnstorming tour of all 77 community areas to tout his plans for local investment. A preview of a political campaign to come?

Forrest Claypool

He seems to have worked out most of Ventra’s bugs after its disastrous 2013 rollout, and the dreaded rehab of the Red Line on the South Side finished on time and, miraculously, on budget.

Theo Epstein

Of course, he is only as powerful as Tom Ricketts (No. 41) allows him to be, but it takes more than the boss’s money to make the savvy moves Epstein did this off-season.