2005 - New York Debut – Male 

1998 - New York Debut – Male 

2000 - Major Male Vocalist 

2001 - Major Male Vocalist 

2008 - Male/Duo Celebrity Artist ★

1991 - Singer / Instrumentalist ★

2015 - Lifetime Achievement Award ★

1997 - Special Production 

1999 - Jazz Singer and/or Instrumentalist ★

1992 - Characterization / Monologue 

1993 - Characterization / Monologue 

1994 - Characterization / Monologue ★

1995 - Characterization / Monologue 

1996 - Characterization / Monologue 

1987 - Male Stand-Up Comedy ★

1988 - Male Stand-Up Comedy 

1989 - Male Stand-Up Comedy 

1990 - Male Stand-Up Comedy ★