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What You Really Want to Know About the Candidates for Chicago Mayor

No, Rahm Emanuel isn’t running. But practically every other power player in Chicago is on the ballot on Tuesday in a race that is perhaps the most unpredictable mayoral contest in a generation for the nation’s third-largest city. It’s a free-for-all with no clear front-runner.

If no candidate wins more than 50 percent of the vote — an extremely difficult bar, given that 14 candidates are on the ballot — the top two finishers will head to a runoff in April. The nine candidates who, according to some recent surveys, stand the best chance to be the next mayor stopped by The New York Times’ Chicago bureau and were asked some essential — and not so essential — questions.

— Gery Chico: Lobbyist and lawyer, chief of staff to former Mayor Richard M. Daley, runner-up in mayoral race in 2011.

— Bill Daley: Brother of Chicago’s longest-serving mayor, son of the second longest-serving. Worked in the Obama and Clinton administrations.

— Amara Enyia: Community organizer, activist, Ph.D., endorsed by Chance the Rapper.

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— Lori Lightfoot: Former federal prosecutor and chair of task force that issued blistering report on Chicago police on matters of race.

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— Garry McCarthy: Former police superintendent. Emanuel hired him, and fired him.

— Susana Mendoza: State comptroller, former city clerk. Co-chair of Emanuel’s 2015 re-election campaign.

— Toni Preckwinkle: County board president, former alderman and head of the Cook County Democratic Party who has major labor support.

— Paul Vallas: Onetime candidate for Illinois governor who has run school districts in Chicago, Louisiana, Philadelphia and Bridgeport, Connecticut.

— Willie Wilson: Self-made entrepreneur and grade-school dropout who has spent more than $1.5 million of his own money on his campaign.

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Rahm’s Tenure, in Three Words

Emanuel stunned Chicago by announcing that he would not seek a third term, but his eight years in office have remained a topic of much discussion for those who want to succeed him. The Times allowed them three words each to describe it. (Emanuel’s office declined to weigh in on their assessments, saying the mayor was not commenting on the campaign.)

Chico: Downtown vs. neighborhoods.

Daley: Turbulent, challenging, entertaining.

Enyia: PR. No substance.

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Lightfoot: Missed opportunities. (She used only two words, but added: “That’s the kindest thing I can say.”)

McCarthy: Self-centered, failure, mismanaged.

Mendoza: Good for downtown.

Preckwinkle: (She declined to answer, saying only: “No thanks.”)

Vallas: It’s almost over!

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Wilson: Disgraceful. Complete failure.

Chicago’s Biggest Challenge

Chico: Public safety.

Daley: Crime.

Enyia: The economy, and when I say the economy, that includes economic development and also budget, education and public safety.

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Lightfoot: Convincing people that government can actually work for them, not against them.

McCarthy: We’re not going to fix crime until we fix the corruption.

Mendoza: Getting a handle on violence.

Preckwinkle: Strengthening our neighborhoods, strengthening our public schools, addressing the public safety challenges we face.

Vallas: The politicization of the budget.

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Wilson: Lack of equality for all 77 communities that make up the city of Chicago.

Dibs* or No Dibs?

*Dibs (noun): the term used by Chicagoans for the practice of putting household items (chairs, tables, couches) out by the curb to save parking spaces they have dug out after a snowfall.

Dibs

Chico, Enyia, Daley, Mendoza, Vallas, Preckwinkle.

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No Dibs

McCarthy, Lightfoot, Wilson.

Favorite Chicago Skyscraper

Chicago boasts of being the birthplace of the skyscraper, and it fawns over its skyline. But which is the fairest of them all?

Chico: The Reliance Building.

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Daley: The Wrigley Building.

Enyia: The Sears Tower. [For the record, the renaming of the famed building to the Willis Tower was announced almost a decade ago, but none of the mayoral candidates who mentioned it called it anything but Sears.]

Lightfoot: One of the most interesting buildings is Marina Tower.

McCarthy: The Hancock building. That’s where Kristin and I got engaged, in the Signature Room. I got down on my knee and she started blubbering and I had to ask her twice. I was like, will you answer the damn question? But she’s a lawyer; she doesn’t answer questions.

Mendoza: The Sears Tower.

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Preckwinkle: It’s not a skyscraper, it’s the Cultural Center.

Vallas: The Hancock, always.

Wilson: The John Hancock building. [In 2018, the John Hancock Center was renamed “875 North Michigan Avenue,” but few mayoral hopefuls — or Chicagoans — seem aware of the change.]

This article originally appeared in The New York Times.

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