Chicago Mayor Rahm Emanuel is about to be everywhere this week.

The Mayor is getting beamed into households across the country this week, starting Monday when he sits in David Letterman's guest chair on "Late Show."

As an interviewer, Letterman has been known to grill guests (he even made Lindsay Lohan cry during an interview earlier this year), though it's anyone's guess if the late-night host will put the screws to Emanuel over hot topics like Chicago's homicde rate and massive public school closings.

"I think [questions] will probably be more focused toward his time in the White House," Emanuel's mayoral spokeswoman told the Tribune.

Emanuel will reportedly fly out to New York City to tape the show and then fly back later that evening, according to his office. Comedian Ricky Gervais and musician Janelle Monae are also Monday guests on "Late Show."

The appearance is scheduled to coincide with Emanuel's second TV stint, the Wednesday debut of the Discovery Channel's new series about White House Chiefs of Staff, "The President's Gatekeepers."

Meanwhile, remember this?

Rahm Emanuel guests on "Late Show With David Letterman" Monday Sept. 9, 10:35 p.m. Central CBS. "The President's Gatekeepers" debuts on the Discovery Channel Wednesday Sept. 11 at 8 p.m. Central.

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  • Lindsay Lohan, 2013

    David Letterman made Lindsay Lohan tear up after he praised her for appearing on his show, despite the fact that she is often one of his targets.

  • Joaquin Phoenix, 2009

    Despite Letterman's many attempts, Joaquin Phoenix refused to engage with the host during this 2009 interview, making for a very uncomfortable segment. Phoenix has since said he was appearing on the show "<a href="http://www.today.com/id/39316552/ns/today-entertainment/t/joaquin-phoenix-apologizes-david-letterman/#.UWdBQas6VTE" target="_blank">in character</a>" and apologized to Letterman.

  • Farrah Fawcett, 1997

    Farrah Fawcett appeared to have been under the influence during this bizarre 1997 interview.

  • Drew Barrymore, 1995

    The little girl from E.T. showed that she wasn't so little anymore when she flashed David Letterman during this 1995 interview.

  • Madonna, 1994

    Madonna made for an uncomfortable interviewee when she chided Letterman for asking about her sex life and then said, "Aren't you going to smell them? ... I gave him my underpants and he won't smell them."

  • Sacha Baron Cohen, 2006

    Sacha Baron Cohen appeared on "The Late Show" in 2006 as Borat, the title character from his movie. While Cohen made the audience laugh, Letterman clearly was not used to interviewing celebrities from Kazakhstan.

  • Andy Kaufman, 1982

    Andy Kaufman and wrestler Jerry Lawler engaged in a physical and verbal fight during this 1982 interview. Needless to say, it was not your typical Letterman interview.

  • Crispin Glover, 1987

    In this bizarre interview, Crispin Glover wore a wig, platform shoes and almost kicked Letterman in the face.

  • John McCain, 2008

    After the senator previously canceled an appearance on "The Late Show," he uncomfortably apologized to David Letterman during this interview.

  • Michael Richards, 2006

    Michael Richards, better known as Kramer on Seinfeld, apologized via satellite on David Letterman for using racial slurs during a comedy show. Jerry Seinfeld, who Letterman was interviewing, facilitated the apology.

  • Paris Hilton, 2007

    David Letterman grilled Paris Hilton about her time in jail during this 2007 interview.

  • Courtney Love, 2004

    Courtney Love mimicked Drew Barrymore's infamous 1995 interview by flashing David Letterman during this interview.