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What it’s like to work for Rahm Emanuel

Six twentysomethings tell their tales of tweeting for, traveling with and taking date-night suggestions from Mayor Rahm Emanuel.

By Kalyn Belsha
Published: August 9, 2012

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Emanuel's young staffers: Mike Simmons, from left, Ankur Thakkar, Caroline Weisser, Matt Fischler, Anna Valencia and Michael Faulman
Ankur Thakkar and Caroline Weisser talk in the press room at the Mayor's office on Monday, July 23 in Chicago.
Ankur Thakkar and Caroline Weisser talk in the press room at the Mayor's office on Monday, July 23 in Chicago.
From left, Ankur Thakkar, Anna Valencia, and Caroline Weisser have a conversation at the Mayor's office on Monday, July 23 in Chicago.
Staffers from the Chicago Mayor's office exit through the front door.
From left, Caroline Weisser, Matthew Fischler, Anna Valencia, and Ankur Thakkar walk through Daley Plaza in Chicago on July 23, 2012.
Matthew Fischler, left, and Mike Simmons, discuss city policies in Simmon's office at City Hall in Chicago.
From left, Michael Faulman, Anna Valencia, and Mike Simmons cross the street in front of City Hall in Chicago.
From left, Caroline Weisser, Matthew Fischler, Anna Valencia, and Ankur Thakkar enjoy a coffee break together.
Matthew Fischler laughs during a informal meeting with one of his colleagues at City Hall in Chicago.
Mike Simmons, left, talks with fellow staffer Michael Faulman in the Mayor's Office at City Hall in Chicago.
Mike Simmons, left, and fellow staffer Michael Faulman peer in to a colleagues office in the Mayor's Office at City Hall in Chicago.
From left, Mike Simmons, Caroline Weisser, Matthew Fischler, and Michael Faulman point at something Rosa Escareno shares with them in her office at...
A portrait of Chicago Mayor Rahm Emanuel hangs in a hallway at City Hall in Chicago.
Ankur Thakkar and Matt Fischler lend support while the Mayor makes a major announcement about introducing Chicago's new Welcoming City Ordinance
Ankur Thakkar checks the Twitter chatter as the Mayor announces the upcoming introduction of the Welcoming City Ordinance
Matt Fischler and Ankur Thakkar provide feedback to Chicago Office of New Americans Director Adolfo Hernandez post-event, where the Mayor announced...
Anna Valencia waits while the Mayor discusses an upcoming announcement on immigration with Chicago Aldermen and US Representative Luis Gutierrez
Caroline Weisser works behind the scenes during a press announcement aimed at investing in infrastructure and about rennovating CTA facilities
Newspaper clipping of Rahm Emanuel hang on the wall in Caroline Weisser's office at the Mayor's Office at City Hall in Chicago.
  • Emanuel's young staffers: Mike Simmons, from left, Ankur Thakkar, Caroline Weisser, Matt Fischler, Anna Valencia and Michael Faulman

    Emanuel's young staffers: Mike Simmons, from left, Ankur Thakkar, Caroline Weisser, Matt Fischler, Anna Valencia and Michael Faulman

    Photo: Elizabeth Jochum389.ac.ft.rahmMAIN.jpgEmanuel's young staffers: Mike Simmons, from left, Ankur Thakkar, Caroline Weisser, Matt Fischler, Anna Valencia and Michael Faulman155631611
  • Ankur Thakkar and Caroline Weisser talk in the press room at the Mayor's office on Monday, July 23 in Chicago.

    Ankur Thakkar and Caroline Weisser talk in the press room at the mayor's office.

    Photo: Tim Klein389.ac.ft.rahm01xSS.jpgAnkur Thakkar and Caroline Weisser talk in the press room at the Mayor's office on Monday, July 23 in Chicago.155630962
  • Ankur Thakkar and Caroline Weisser talk in the press room at the Mayor's office on Monday, July 23 in Chicago.

     

    Ankur Thakkar and Caroline Weisser talk in the press room at the mayor's office.

     

    Photo: Tim Klein389.ac.ft.rahm02xSS.jpgAnkur Thakkar and Caroline Weisser talk in the press room at the Mayor's office on Monday, July 23 in Chicago.155631013
  • From left, Ankur Thakkar, Anna Valencia, and Caroline Weisser have a conversation at the Mayor's office on Monday, July 23 in Chicago.

    Ankur Thakkar (from left), Anna Valencia and Caroline Weisser in the mayor's office

    Photo: Tim Klein389.ac.ft.rahm03xSS.jpgFrom left, Ankur Thakkar, Anna Valencia, and Caroline Weisser have a conversation at the Mayor's office on Monday, July 23 in Chicago.155631064
  • Staffers from the Chicago Mayor's office exit through the front door.

    Staffers from the mayor's office exit through the front door.

    Photo: Tim Klein389.ac.ft.rahm04xSS.jpgStaffers from the Chicago Mayor's office exit through the front door.155631115
  • From left, Caroline Weisser, Matthew Fischler, Anna Valencia, and Ankur Thakkar walk through Daley Plaza in Chicago on July 23, 2012.

    Caroline Weisser (from left), Matt Fischler, Anna Valencia and Ankur Thakkar walk through Daley Plaza.

    Photo: Tim Klein389.ac.ft.rahm05xSS.jpgFrom left, Caroline Weisser, Matthew Fischler, Anna Valencia, and Ankur Thakkar walk through Daley Plaza in Chicago on July 23, 2012.155631166
  • Matthew Fischler, left, and Mike Simmons, discuss city policies in Simmon's office at City Hall in Chicago.

    Matt Fischler (left) and Mike Simmons discuss city policies in Simmons's office in City Hall.

    Photo: Tim Klein389.ac.ft.rahm06xSS.jpgMatthew Fischler, left, and Mike Simmons, discuss city policies in Simmon's office at City Hall in Chicago.155631217
  • From left, Michael Faulman, Anna Valencia, and Mike Simmons cross the street in front of City Hall in Chicago.

    Michael Faulman (from left), Anna Valencia and Mike Simmons

    Photo: Tim Klein389.ac.ft.rahm10xSS.jpgFrom left, Michael Faulman, Anna Valencia, and Mike Simmons cross the street in front of City Hall in Chicago.155631418
  • From left, Caroline Weisser, Matthew Fischler, Anna Valencia, and Ankur Thakkar enjoy a coffee break together.

    Caroline Weisser (from left), Matt Fischler, Anna Valencia and Ankur Thakkar on a coffee break

    Photo: Tim Klein389.ac.ft.rahm.20xSS.jpgFrom left, Caroline Weisser, Matthew Fischler, Anna Valencia, and Ankur Thakkar enjoy a coffee break together.155630869
  • Matthew Fischler laughs during a informal meeting with one of his colleagues at City Hall in Chicago.

    Matt Fischler at an informal meeting with one of his colleagues at City Hall.

    Photo: Tim Klein389.ac.ft.rahm07xSS.jpgMatthew Fischler laughs during a informal meeting with one of his colleagues at City Hall in Chicago.1556312610
  • Mike Simmons, left, talks with fellow staffer Michael Faulman in the Mayor's Office at City Hall in Chicago.

    Mike Simmons (left) with Michael Faulman at City Hall

    Photo: Tim Klein389.ac.ft.rahm08xSS.jpgMike Simmons, left, talks with fellow staffer Michael Faulman in the Mayor's Office at City Hall in Chicago.1556313111
  • Mike Simmons, left, and fellow staffer Michael Faulman peer in to a colleagues office in the Mayor's Office at City Hall in Chicago.

    Mike Simmons (left) and Michael Faulman at City Hall

    Photo: Tim Klein389.ac.ft.rahm09xSS.jpgMike Simmons, left, and fellow staffer Michael Faulman peer in to a colleagues office in the Mayor's Office at City Hall in Chicago.1556313612
  • From left, Mike Simmons, Caroline Weisser, Matthew Fischler, and Michael Faulman point at something Rosa Escareno shares with them in her office at...

    Mike Simmons (from left), Caroline Weisser, Matt Fischler and Michael Faulman 

    Photo: Tim Klein389.ac.ft.rahm11xSS.jpgFrom left, Mike Simmons, Caroline Weisser, Matthew Fischler, and Michael Faulman point at something Rosa Escareno shares with them in her office at...1556314613
  • A portrait of Chicago Mayor Rahm Emanuel hangs in a hallway at City Hall in Chicago.

    A portrait of Mayor Rahm Emanuel hangs in a hallway at City Hall.

    Photo: Tim Klein389.ac.ft.rahm.12xSS.jpgA portrait of Chicago Mayor Rahm Emanuel hangs in a hallway at City Hall in Chicago.1556304614
  • Ankur Thakkar and Matt Fischler lend support while the Mayor makes a major announcement about introducing Chicago's new Welcoming City Ordinance

    Ankur Thakkar (left) and Matt Fischler lend support while the mayor makes a major announcement about introducing Chicago's new Welcoming City Ordinance.

    Photo: Brooke Collins389.ac.ft.rahm.13xSS.jpgAnkur Thakkar and Matt Fischler lend support while the Mayor makes a major announcement about introducing Chicago's new Welcoming City Ordinance1556305115
  • Ankur Thakkar checks the Twitter chatter as the Mayor announces the upcoming introduction of the Welcoming City Ordinance

    Ankur Thakkar checks the Twitter chatter as the mayor announces the upcoming introduction of the Welcoming City Ordinance.

    Photo: Brooke Collins389.ac.ft.rahm.14xSS.jpgAnkur Thakkar checks the Twitter chatter as the Mayor announces the upcoming introduction of the Welcoming City Ordinance1556305616
  • Matt Fischler and Ankur Thakkar provide feedback to Chicago Office of New Americans Director Adolfo Hernandez post-event, where the Mayor announced...

    Matt Fischler and Ankur Thakkar provide feedback to Chicago Office of New Americans Director Adolfo Hernandez post-event, where the mayor announced the new Welcoming Chicago Ordinance.

    Photo: Brooke Collins389.ac.ft.rahm.17xSS.jpgMatt Fischler and Ankur Thakkar provide feedback to Chicago Office of New Americans Director Adolfo Hernandez post-event, where the Mayor announced...1556307117
  • Anna Valencia waits while the Mayor discusses an upcoming announcement on immigration with Chicago Aldermen and US Representative Luis Gutierrez

    Anna Valencia waits while the mayor discusses an upcoming announcement on immigration with Chicago aldermen and U.S. Rep. Luis Gutierrez.

    Photo: Brooke Collins389.ac.ft.rahm.15xSS.jpgAnna Valencia waits while the Mayor discusses an upcoming announcement on immigration with Chicago Aldermen and US Representative Luis Gutierrez 1556306118
  • Caroline Weisser works behind the scenes during a press announcement aimed at investing in infrastructure and about rennovating CTA facilities

    Caroline Weisser works behind the scenes during a press announcement aimed at investing in infrastructure and rennovating CTA facilities.

    Photo: Brooke Collins389.ac.ft.rahm.16xSS.jpgCaroline Weisser works behind the scenes during a press announcement aimed at investing in infrastructure and about rennovating CTA facilities1556306619
  • Newspaper clipping of Rahm Emanuel hang on the wall in Caroline Weisser's office at the Mayor's Office at City Hall in Chicago.

    Newspaper clipping of Rahm Emanuel hang on the wall in Caroline Weisser's office at City Hall.

    Photo: Tim Klein389.ac.ft.rahm.21xSS.jpgNewspaper clipping of Rahm Emanuel hang on the wall in Caroline Weisser's office at the Mayor's Office at City Hall in Chicago.1556309120

Emanuel's young staffers: Mike Simmons, from left, Ankur Thakkar, Caroline Weisser, Matt Fischler, Anna Valencia and Michael Faulman

Photo: Elizabeth Jochum

IT’S THE DAY AFTER THE FOURTH OF JULY and I’m sitting in Valencia’s City Hall office. We’re joined by Faulman, Simmons and Weisser, whom I met about a year ago through my roommate.

Though Weisser is not being interviewed today, she stands in the corner typing on her BlackBerry, occasionally prompting the others to elaborate on or clarify what they’ve said. (The mayor’s office let five of its young staffers speak with me on the condition that Weisser sit in on my interviews, which is standard procedure there. I was allowed to interview her alone.) Fresh off a holiday, everyone is more relaxed than I’ve seen them over the last few weeks.

“The fourth floor is like the stepkids…people forget we’re down here,” Valencia says of her office, which is one floor below the mayor’s. Valencia works for the mayor’s legislative counsel and government affairs team, where she does everything from brief elected officials about upcoming press events to wrangle aldermen for photo ops. Her office is brightly lit and decorated with pink flowers from the Daley Plaza farmers’ market.

Towering at six feet tall with closely cropped blond hair, Faulman can barely fit his lanky frame in his chair. With no meetings scheduled today, he’s traded his usual suit and tie for a more casual green polo and brown boat shoes. Of all the twentysomethings, Faulman spends the most time with Emanuel—nearly every work day since October 2010. He jokes they’re “like a couple.” They shoveled cars out of the snow together during the February 2011 “Snowpocalypse.” Faulman has taken date-night restaurant suggestions from Emanuel, who is known as a foodie around the office. Once, on the campaign trail, Emanuel asked the car to pull over at a deli. “You’re German,” he said to Faulman. “I’m going to show you how Jewish people eat.” Then Emanuel placed his order in Hebrew: lox on a toasted bagel and challah-bread French toast.

But not many colleagues envy Faulman’s job. Valencia says she “had to be Faulman one night” and found it “nerve-racking” and “terrifying” to sit alone in the car with the mayor. As he describes it, Faulman is the mayor’s “eyes and ears,” helping keep Emanuel’s schedule running smoothly and anticipating anything he may need for a speech, meeting or press event. Faulman carries hand sanitizer, Listerine Strips and note cards in his pockets and the mayor’s briefing book in his hand at all times. He’s cool under pressure and has a penchant for deadpan sarcasm.

“[We] don’t talk shop all the time,” Faulman says of his time with Emanuel. Cracking jokes, he explains, helps alleviate stress.

Simmons, the most serious of the bunch, considers my questions carefully before answering. He came prepared for our first interview with a few pages of typed notes. He is the No. 2 to David Spielfogel, Emanuel’s chief of policy and strategic planning.

Simmons was among only two twentysomethings on Emanuel’s list of senior staffers released last May. But he escaped the scrutiny the mayor’s press secretary, Tarrah Cooper, faced. A few days after the staff announcement, Chuck Goudie, a reporter for ABC, wrote a Daily Herald column in which he questioned Cooper, then 25, and her qualifications “to be press secretary for the mayor of the third-largest city.” He asked her the loaded question: “Does your youthfulness and lack of experience symbolize what seems to be [an] administration focused on hiring managers under 35?” (The mayor’s office declined my request to interview Cooper.)

Weisser brushes off the column as the opinion of an older man. She and other young staffers are quick to dismiss their youth as a source of workplace problems. They are well-qualified for their jobs, they say, and besides that, politics and communications tend to be youth-staffed fields.

Simmons concedes age can be an obstacle, albeit a “surmountable” one. “It would be fair for me to admit as a young person I’m going to need to be three times as well-prepared, three times as poised, three times as informed,” he says. “That said, I think when I do show up to discuss important policy with…someone who’s been in public service for twice as long as I’ve been alive, if I know my stuff…I usually find that I’m taken pretty seriously.”

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