Black Tie

1990 - Vocal Group ★

1991 - Vocal Group ★

1992 - Vocal Group

1993 - Vocal Group

Blonde Leading the Blonde

2000 - Special Production

Billie Roe

2012 - Female Vocalist

2014 - Female Vocalist ★

2017 - Musical Comedy Performer ★

Billy Porter

1995 - Male Vocalist

Billy Recce – "Go Into Finance"

2018 - Comedy/Novelty Song ★

Billy Strich

1996 - Jazz Singer and/or Instrumentalist ★