Losers

Click here to see the winners.

REV. JEREMIAH A. WRIGHT JR.
Pastor Emeritus, Trinity United Church of Christ
At least Bill Ayers was smart enough to keep his mouth shut after he became an issue.

 

MICHAEL SNEED
Sun-Times columnist
Her September 16th gush for Sarah Palin oddly channeled Walt Whitman (“. . . . a woman of the tundra. . . . like a zephyr blowing across the prairie with a retro hairdo tied back like a sheaf of wheat . . . . to me she smells of the soil”) and came to seem more misguided as the campaign unfolded. Longtime Sneed readers were left to wonder if she’s started to think she can see Washington from her office window. 

 

MICHAEL JORDAN
Ex-Bulls star
Lost his role as Chicago’s foremost international antidote to Al Capone.

 

CHICAGO DRIVERS
Any time POTUS is in town, brace for traffic snarls, especially if Obama takes the Kennedy from O’Hare, the only local airport that can accommodate Air Force One. 

 

JAY ROBERT "J.B." PRITZKER
Managing partner, The Pritzker Group
Since Penny Pritzker’s kid brother headed Citizens for Hillary, he would now seem headed for political exile—except that he still controls part of the family’s billions.

 

BOBBY RUSH
South Side congressman
Though he crushed Obama in the famous 2000 primary challenge and later backed Obama in his 2004 U.S. Senate race and the presidential primaries, Rush’s tepid support hardly sounded like an endorsement. Does he still hold a grudge?

 

CITADEL INVESTMENT GROUP
Chicago-based hedge fund
Though Citadel chief Ken Griffin (above) was an Obama bundler, hedge fund players will face heavy government pressure at a time when that financial sector is reeling. Obama’s plan for the business: Crack down on secrecy and close tax loopholes. Looks like no more $80 million Jasper Johnses.

 

CME GROUP
Futures Exchange
As a U.S. senator, Obama watched out for this local entity, but as president, he’ll oversee a massive re-regulation of the financial services business, including putting more restrictions on the entrepreneurial CME. In the hunt for more corporate tax revenues, Obama could support a futures transaction tax, a CME bugaboo.

 

DAN SEALS
Democratic challenger
Running in the 10th congressional district, Obama Lite tried to unseat four-term Republican Mark Kirk in a costly tussle for the hearts of North Shore denizens. No, he didn’t.

 

ROD BLAGOJEVICH
Governor, Illinois
Sure, he gets a small ego-boost from getting to pick the replacement U.S. senator. But once—it seems so long ago now—he dreamed that he would be the fresh face from the Prairie State who marched into the White House.

 

JOHN KASS
Tribune columnist
The cranky Trib columnist endlessly made the case that Barack Obama was no different, no better, no less tainted or shady than your typical Chicago machine pol. In the end, Illinois voters apparently weren’t swayed by Kass’s rants, and he couldn’t even persuade his own newspaper’s editorial board, which endorsed a Democratic presidential nominee for the first time in the paper’s 161-year history. 

 

JESSE JACKSON SR.
Civil rights activist
Jesse Senior faulted Obama for supposedly talking down to African Americans on moral responsibility, culminating in the notorious “nuts” gaffe. His tears at the victory rally redeemed him—almost. 

 

“FOHs”
(Friends of Hillary)
Clinton’s Park Ridge gal pals and the Illinois Hillraisers couldn’t stop the state’s favorite son. Guess we’ll have to wait for Chelsea to run.

 

ROBIE HOUSE
Once a magnet for architecture buffs and an essential tour-bus stop; now just another squat, flat-roofed Frank Lloyd Wright masterpiece somewhere near Obama’s house.

 

NORTHWESTERN UNIVERSITY
Remind us again—where is that school?

 

 

Photography: (Wright) Tim Sloan/AFP/Getty Images, (Sneed) The Chicago Sun-Times, (Jordan) Brian Spurlock-US Presswire, (traffic) Tannen Maury/Bloomberg News/Landov, (Pritzker) Chicago Tribune photo by David Klobucar, (Rush and Jackson) Chicago Tribune photo by Chuck Berman, (Griffin) Chicago Tribune photo by Bill Hogan, (CME Group) AP photo/M. Spencer Green, file, (Blagojevich) Chicago Tribune photo by Charles Osgood, (Kass) Chicago Tribune photo by Bill Hogan, (Northwestern) Chicago Tribune photo by Chris Walker, (Clinton) Jin Lee/Bloomberg News/Landov