Slow – Ann Hampton Callaway

2005 - Recording ★

Smile On My Face: The Songs of Richie Eisenberg

2013 - Revue

Smitty

1998 - Jazz Performer – Female

Shows to Go Ya and Other songs by Bobbie Horowitz

2015 - Revue

Sibling Revelry – Ann Hampton Callaway and Liz Callaway

1997 - Major Recording

Sidney Myer

1999 - Board of Directors Award ★

2017 - Major Artist ★

2019 - Major Artist – Male ★

1989 - Male Musical Comedy ★

1990 - Male Musical Comedy ★

1993 - Male Musical Comedy ★

1987 - Musical Comedy

1988 - Musical Comedy ★