Major Jazz Performer

1999 - Susanah McCorkle

2000 - Susanah McCorkle

2000 - Paula West

2001 - Judy Barnett

1999 - John Pizzarelli ★ 

2001 - John Pizzarelli

1999 - Billy Stritch

2000 - Billy Stritch ★ 

2001 - Billy Stritch ★