16 wins & 127 nominations
- 2001 Winner American Comedy Award
- Funniest Male Performer in a TV Series (Leading Role) Network, Cable or Syndication
- 1999 Nominee American Comedy Award
- Funniest Male Performer in a TV Special (Leading or Supporting) Network, Cable or Syndication
For the 5th Anniversary Special. - 1996 Nominee American Comedy Award
- Funniest Male Performer in a TV Series (Leading Role) Network, Cable or Syndication
- 1994 Winner American Comedy Award
- Funniest Male Performer in a TV Series (Leading Role) Network, Cable or Syndication
- 2015 Nominee Primetime Emmy
- Outstanding Sound Mixing for a Variety Series or Special
- Kevin Rogers (production sound mixer)
- Harvey Goldberg (music mixing engineer)
- Tom Herrmann (front of house mixer)
- Seth Mintz (re-recording mixer)
- Larry Zinn (monitor mixer)
- Pierre DeLaforcade (production mixer)
For episode: "4214". - 2015 Nominee Primetime Emmy
- Outstanding Picture Editing for Variety Programming
- Andrew Evangelista (editor)
- Mark Spada (senior editor)
- Steve Hostomsky (editor)
- Daniel Baggio (editor)
for segment "Finale Montage" - 2015 Nominee Primetime Emmy
- Outstanding Variety Talk Series
- Barbara Gaines (executive producer)
- Matt Roberts (executive producer)
- Jude Brennan (executive producer)
- Rob Burnett (executive producer)
- Maria Pope (executive producer)
- Nancy Agostini (co-executive producer)
- Jerry Foley (supervising producer)
- Kathy Mavrikakis (supervising producer)
- Sheila Rogers (supervising producer)
- Brian Teta (supervising producer)
- Michael Buczkiewicz (producer)
- David Letterman (host)
- 2015 Nominee Primetime Emmy
- Outstanding Lighting Design/Lighting Direction for a Variety Series
- Steven Brill (lighting designer)
- Timothy Stephenson (lighting director)
For episode: "Show 4190".
- 2007 Nominee PGA Award
- Outstanding Producer of Variety Television
- 2006 Nominee PGA Award
- Outstanding Producer of Variety Television
- 2005 Nominee PGA Award
- Outstanding Producer of Variety Television
- 2009 Nominee Teen Choice Award
- Choice TV: Late Night Show
- 2004 Nominee Teen Choice Award
- Choice TV Show - Late Night
- 2003 Nominee Teen Choice Award
- Choice TV - Late Night
- 1994 Winner TCA Award
- Program of the Year
- 1994 Nominee TCA Award
- Outstanding Achievement in Comedy
- 2000 Nominee TV Guide Award
- Favorite Late Night Show
- 1999 Nominee TV Guide Award
- Favorite Late Night Show
- 2009 Nominee WGA Award (TV)
- Comedy/Variety - (Including Talk) Series
- 2000 Nominee WGA Award (TV)
- Comedy/Variety (Including Talk) - Series
- 2009 Nominee OFTA Television Award
- Best Variety, Musical, or Comedy Series
- 2008 Nominee OFTA Television Award
- Best Variety, Musical, or Comedy Series
- 2010 Nominee Gold Derby TV Award
- Variety Series
- 2008 Nominee Gold Derby TV Award
- Variety Series
- 2007 Nominee Gold Derby TV Award
- Variety Series
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