11 wins & 40 nominations
- 1989 Winner American Comedy Award
- Funniest Male Performer in a TV Special (Leading or Supporting) Network, Cable or Syndication
For the 6th aniversary special.
- 1993 Nominee DGA Award
- Outstanding Directorial Achievement in Musical/Variety
For the 10th anniversary show. - 1991 Nominee DGA Award
- Outstanding Directorial Achievement in Musical/Variety
For the 8th anniversary show. - 1990 Nominee DGA Award
- Outstanding Directorial Achievement in Musical/Variety
For the episode in Chicago.
- 1993 Nominee Primetime Emmy
- Outstanding Individual Achievement in Directing in a Variety or Music Program
- Hal Gurnee (director)
For show #1723. - 1993 Nominee Primetime Emmy
- Outstanding Variety, Music or Comedy Series
- Peter Lassally (executive producer)
- Robert Morton (co-executive producer)
- Jude Brennan (producer)
- David Letterman (host)
For show #1711. - 1993 Nominee Primetime Emmy
- Outstanding Writing in a Variety or Music Program
- Rob Burnett (head writer)
- Steve O'Donnell (writer)
- Gerard Mulligan (writer)
- Larry Jacobson (writer)
- Steve Young (writer)
- Spike Feresten (writer)
- Jill Davis (writer)
- Bill Scheft (writer)
- Jon Beckerman (writer)
- Donick Cary (writer)
- Brian Reich (writer)
- David Letterman (writer)
- 1992 Nominee Primetime Emmy
- Outstanding Individual Achievement in Directing in a Variety or Music Program
- Hal Gurnee (director)
For episode "10th Anniversary Special". - 1992 Nominee Primetime Emmy
- Outstanding Individual Achievement in Music Direction
- Paul Shaffer (music director)
- Bruce Kapler (arranger)
For episode "10th Anniversary Special".
- 1985 Nominee TCA Award
- Outstanding Achievement in Comedy
- 2011 Winner OFTA TV Hall of Fame
- Television Programs
- 1993 Winner American Television Award
- Best Variety Series
- 2006 Nominee Gold Derby TV Award
- Variety Series
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