The WORST episodes of Late Show with David Letterman

Every episode of Late Show with David Letterman ever, ranked from worst to best by thousands of votes from fans of the show. The worst episodes of Late Show with David Letterman!

An hour-long weeknight comedy and talk show broadcast by CBS from the Ed Sullivan Theater on Broadway in New York City and is produced and hosted by David Letterman. The show's music director and bandleader of the house band, the CBS Orchestra, is Paul Shaffer. The head writers are brothers Justin Stangel and Eric Stangel. The announcer is Alan Kalter, who replaced Bill Wendell as announcer in 1995. The show airs at night, but is recorded the afternoon of the broadcast.

Last Updated: 6/6/2025Network: CBSStatus: Ended
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#1 - Jeremy Piven, Elizabeth Banks, Lou Reed

Season 16 - Episode 24 - Aired 10/10/2008

Tonight on "Late Show Green Tips," Chris and Gerard show off their new hybrid; Jeremy Piven discusses winning his third Emmy; Alan has a few words to say to Gov. Sarah Palin; Elizabeth Banks plugs W.; Lou Reed performed "Caroline Says, Part 2."

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#2 - Show #2770

Season 14 - Episode 124 - Aired 4/13/2007

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#3 - Show #2769

Season 14 - Episode 123 - Aired 4/12/2007

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#4 - Show #2768

Season 14 - Episode 122 - Aired 4/11/2007

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#5 - Show #2767

Season 14 - Episode 121 - Aired 4/10/2007

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#6 - Show #2766

Season 14 - Episode 120 - Aired 4/9/2007

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#7 - Show #2763

Season 14 - Episode 117 - Aired 3/28/2007

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#8 - Show #2762

Season 14 - Episode 116 - Aired 3/27/2007

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#9 - Debra Messing and John Carter

Season 16 - Episode 21 - Aired 10/7/2008

Dave presents the (fake) opening credits of the second presidential debate, which closely resemble Magnum P.I.; Debra Messing plugs "The Starter Wife" and takes a jab at Sarah Palin; Alan's tour of the Late Show control room is sabotaged; Alianca da Terra founder John Carter discusses the plight of the Amazon rainforest; Tegan and Sara performed "Call It Off."

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#10 - Show #2775

Season 14 - Episode 129 - Aired 4/20/2007

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#11 - Dennis Quaid, Sarah Chalke, Buddy Guy

Season 16 - Episode 22 - Aired 10/8/2008

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#12 - Sarah Silverman, the Teutuls, Ra Ra Riot

Season 16 - Episode 25 - Aired 10/13/2008

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#13 - Bill Murray, Beck

Season 16 - Episode 23 - Aired 10/9/2008

Michael Bearden fills in for Paul; a man wanders onstage to get his copy of the Fun Facts book autographed; Bill Murray promotes City of Ember and conducts a town hall debate; Beck performed "Gamma Ray."

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#14 - Martin Short, Marv Albert

Season 16 - Episode 27 - Aired 10/15/2008

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#15 - Tina Fey, Frank Caliendo, Tim Montana

Season 16 - Episode 29 - Aired 10/17/2008

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#16 - Russell Crowe, Sarah Vowell, The Pretenders

Season 16 - Episode 20 - Aired 10/6/2008

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#17 - Calista Flockhart, Bill Hader, Lucinda Williams

Season 16 - Episode 18 - Aired 10/2/2008

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#18 - Sen. John McCain, Ne-Yo

Season 16 - Episode 28 - Aired 10/16/2008

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#19 - Show #2776

Season 14 - Episode 130 - Aired 4/23/2007

Top Ten list presented by Sanjaya Malakar

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#20 - Show #2777

Season 14 - Episode 131 - Aired 4/24/2007

Bruce Willis, Sia
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#21 - Bruce Willis, Sia

Season 16 - Episode 42 - Aired 11/13/2008

Bruce Willis and Sia are the scheduled guests.

Stephen Colbert, Kristen Stewart, Super Diamond
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#22 - Stephen Colbert, Kristen Stewart, Super Diamond

Season 16 - Episode 47 - Aired 11/20/2008

Stephen Colbert and Kristen Stewart are the scheduled guests.

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#23 - James Franco, Bruce McCall, The Allstarz

Season 16 - Episode 48 - Aired 11/21/2008

James Franco and Bruce McCall are the scheduled guests. Plus, Day 5 of "Tribute Band Week" with The Allstarz!

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#24 - Nicole Kidman, Simon Baker, Kanye West

Season 16 - Episode 49 - Aired 11/24/2008

Nicole Kidman, Simon Baker, and Kanye West are the scheduled guests.

Reese Witherspoon, Harry Connick Jr.
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#25 - Reese Witherspoon, Harry Connick Jr.

Season 16 - Episode 50 - Aired 11/25/2008

Dave calls out Tony for making him read the same monologue joke twice; after President Bush pardoned 14 convicted felons that week, Dave and Alan grant clemency to an audience member; Reese Witherspoon relives her 2005 Oscar win and plugs Four Christmases; Harry Connick Jr. performs "It's The Most Wonderful Time of the Year."