Award winners in bold
Board of Directors Award
- Barry Manilow
Director
- Barry Kleinbort
- Lennie Watts
- Lina Koutrakos
Female Stand-Up Comedy
- Angela LaGreca
- Nancy Witter
- Shecky Beagleman
Female Vocalist
- Barbara Brussell
- Jeanne MacDonald
- Marilyn Volpe
- Natalie Gamsu
Hanson Award
- Carlos Martin
Impersonation / Characterization
- James Beaman
- Richard Skipper
- Steven Brinberg
- Tommy Femia
Jazz Performer
- Joyce Breach
- Mary Foster Conklin
- Natalie Douglas
Lifetime Achievement Award
- Bobby Short
Major Female Comedy
- Cory Kahaney
- Judy Gold
- Margaret Cho
- Sherry Davey
- Sunda Croonquist
Major Female Vocalist
- Julie Wilson
- Karen Mason
- Sally Mayes
Major Jazz Performer
- Billy Stritch
- Paula West
- Susanah McCorkle
Major Male Comedy
- Jeff Ross
- Jim David
- Lewis Black
- Mario Cantone
Major Male Vocalist
- Michael Feinstein
- Philliip Officer
- Steve Ross
Major Recording
- Easy Living – Ann Hampton Callaway
- George Gershwin Songbook – Julie Wilson
- The Story Hour – Sally Mayes
Male Stand-Up Comedy
- David Cohen
- Paul J. Williams
- Rob Magnotti
- Ron Poole
Male Vocalist
- Charles Cermele
- Jack Donahue
- Scott Coulter
- Thomas
Musical Comedy / Vocal Group
- Just Friends
- Next Big Broadway Musical
- Scott Barbarino and the Bev-Naps
Musical Comedy Female
- Amanda Green
- Georga Osborne
- Joan Crowe
Musical Comedy Male
- Mark Nadler
- Matt Leahy
Musical Director
- Alex Rybeck
- Christopher Denny
- Ross Patterson
New York Debut – Female
- Carolyn Montgomery
- Loli Marquez Sterling
- Naomi Miller
- Tessa Bell
New York Debut – Male
- Go Mahan
- Gregg Rodeheffer
- Sean Hayden
- Tim Draxl
Piano Bar Entertainer
- George Sanders
- Jenifer Kruskamp
- Ruby Rims
Piano Bar Pianist
- Bobby Peaco
- Gerry Dieffenbach
- Jerry Scott
- Karen Miller
Recording
- Bobby Belfry
- Bonnie Lee Saunders
- Brian deLorenzo
- Catherine DuPuis
- Charles Cermele
- Connie Pachl
- Cory Jamison
- David Gurland
- Frank Anthony Dagostino
- Greta
- Jamie deRoy & Friends – The Chid in Me
- Joan Ryan
- Lee Lessack
- Peter Rampanaro
- Rick Della Ratta
- Stephen Dolginoff
- Steven Brinberg
- Tim DiPasqua
- Vanessa Vickers
Revue/Musical Production
- Love Songs and Other Crap: The Songs of Scott Burkell and Paul Loessel
- Make Your Own Party '99
- Our Sinatra
- Rick Crom's Our Life and Times
Singer / Instrumentalist
- Eric Comstock
- Rick Jensen
- Steven Lutvak
Song
- "Amanda Sang" Rick Jensen
- "Music of Your Life"-Marcy Heisler & Zina Goldrich
- "We Never Ran Out of Love" Paul Rolnick
Special Musical Material
- "A Quiet Little Christmas" Bob Ost
- "Denial" – Rick Crom
- "The Morning After (Leave!)"- Marcy Heisler & Zina Goldrich
Special Production
- Blonde Leading the Blonde
- John Bucchino & David Campbell
- Rick Jensen and Barbara Fasano
Technical Director
- Bobby Kneeland
- Matt Berman
- Shawn Moninger
Variety Production/Recurring Series or Special Production
- Dream Street Cabaret
- Jamie deRoy and Friends
- Poole Party
Vocal Group
- Eastern Standard
- Experience
- The Accidentals
- ZAZ
- ZAZ