The BEST episodes of Late Show with David Letterman season 16

Every episode of Late Show with David Letterman season 16, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Late Show with David Letterman season 16!

“Late Show with David Letterman” is 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: 4/6/2024Network: CBSStatus: Ended
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Will Ferrell, Cursive
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7.00
1 votes

#1 - Will Ferrell, Cursive

Season 16 - Episode 106 - Aired 3/13/2009

Tom Brokaw, An Horse
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7.00
1 votes

#2 - Tom Brokaw, An Horse

Season 16 - Episode 104 - Aired 3/11/2009

Salma Hayek, Jimmie Walker
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6.00
1 votes

#3 - Salma Hayek, Jimmie Walker

Season 16 - Episode 73 - Aired 1/13/2009

Salma Hayek; and Jimmie Walker. PLUS: Great Moments in Presidential Speeches; phone call for David Letterman; little known things about the Bush Administration; Dave's Cocoa Guy; a message from Late Show writer Bill Scheft; and a special Top Ten from baseball's newest Hall of Fame inductees, Jim Rice and Rickey Henderson.

Bill Cosby, Helio Castroneves, Melody Gardot
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6.00
1 votes

#4 - Bill Cosby, Helio Castroneves, Melody Gardot

Season 16 - Episode 148 - Aired 6/1/2009

Kevin Spacey, Jesse James, the Flatlanders
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6.00
27 votes

#5 - Kevin Spacey, Jesse James, the Flatlanders

Season 16 - Episode 179 - Aired 7/21/2009

Norm MacDonald, a Top Ten List presented by Leonard Nimoy, Animal Collective
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0.00
0 votes

#6 - Norm MacDonald, a Top Ten List presented by Leonard Nimoy, Animal Collective

Season 16 - Episode 136 - Aired 5/7/2009

Beyonce, Jim Parsons
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0.00
0 votes

#7 - Beyonce, Jim Parsons

Season 16 - Episode 125 - Aired 4/22/2009

Bruce Willis, Ben Harper & Relentless7
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0 votes

#8 - Bruce Willis, Ben Harper & Relentless7

Season 16 - Episode 135 - Aired 5/6/2009

Liev Schreiber, Dr. Sanjay Gupta, Franz Ferdinand
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0.00
0 votes

#9 - Liev Schreiber, Dr. Sanjay Gupta, Franz Ferdinand

Season 16 - Episode 134 - Aired 5/5/2009

Gordon Ramsay, Chris Pine, Keri Hilson with Kanye West
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0.00
0 votes

#10 - Gordon Ramsay, Chris Pine, Keri Hilson with Kanye West

Season 16 - Episode 133 - Aired 5/4/2009

Kiefer Sutherland, Jim Norton, Bat for Lashes
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0.00
0 votes

#11 - Kiefer Sutherland, Jim Norton, Bat for Lashes

Season 16 - Episode 132 - Aired 5/1/2009

Regis Philbin, a performance by the Broadway cast of
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0 votes

#12 - Regis Philbin, a performance by the Broadway cast of

Season 16 - Episode 131 - Aired 4/30/2009

Jennifer Garner, Tesla Motors CEO Elon Musk, Manchester Orchestra
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0.00
0 votes

#13 - Jennifer Garner, Tesla Motors CEO Elon Musk, Manchester Orchestra

Season 16 - Episode 130 - Aired 4/29/2009

Dolly Parton, Zachary Quinto
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0.00
0 votes

#14 - Dolly Parton, Zachary Quinto

Season 16 - Episode 129 - Aired 4/28/2009

Matthew Fox, Carol Leifer, the All-American Rejects, a Top Ten List presented by Matthew Stafford
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0.00
0 votes

#15 - Matthew Fox, Carol Leifer, the All-American Rejects, a Top Ten List presented by Matthew Stafford

Season 16 - Episode 128 - Aired 4/27/2009

Michael Keaton, Lily Allen
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0.00
0 votes

#16 - Michael Keaton, Lily Allen

Season 16 - Episode 127 - Aired 4/24/2009

Jamie Foxx, Lauren Conrad, the Dead
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0.00
0 votes

#17 - Jamie Foxx, Lauren Conrad, the Dead

Season 16 - Episode 126 - Aired 4/23/2009

Jack Hanna, John Krasinski
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0.00
0 votes

#18 - Jack Hanna, John Krasinski

Season 16 - Episode 149 - Aired 6/2/2009

Matthew Broderick, Brian Regan, Chris Cornell
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0.00
0 votes

#19 - Matthew Broderick, Brian Regan, Chris Cornell

Season 16 - Episode 137 - Aired 5/8/2009

Tom Hanks, the Killers
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0.00
0 votes

#20 - Tom Hanks, the Killers

Season 16 - Episode 138 - Aired 5/11/2009

Alec Baldwin, Maya Rudolph, Chrisette Michele
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0.00
0 votes

#21 - Alec Baldwin, Maya Rudolph, Chrisette Michele

Season 16 - Episode 139 - Aired 5/12/2009

Robin Williams, Wynton Marsalis
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0.00
0 votes

#22 - Robin Williams, Wynton Marsalis

Season 16 - Episode 140 - Aired 5/13/2009

Kid Scientists, Teri Hatcher, Rick Ross with Magazeen, a Top Ten List presented by Ron Howard
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0.00
0 votes

#23 - Kid Scientists, Teri Hatcher, Rick Ross with Magazeen, a Top Ten List presented by Ron Howard

Season 16 - Episode 141 - Aired 5/14/2009

John Goodman, Tommy Tiernan, Mastodon
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0.00
0 votes

#24 - John Goodman, Tommy Tiernan, Mastodon

Season 16 - Episode 142 - Aired 5/15/2009

Ben Stiller, White Rabbits
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0.00
0 votes

#25 - Ben Stiller, White Rabbits

Season 16 - Episode 143 - Aired 5/18/2009