Major Male Vocalist
1996 - Vic Damone ★
1997 - Vic Damone
2000 - Steve Ross
2001 - Steve Ross
2002 - Sam Harris ★
2000 - Philliip Officer
1996 - Phillip Officer
1997 - Phillip Officer ★
1998 - Phillip Officer ★
2001 - Phillip Officer
2003 - Peter Cincotti ★
1999 - Michael Feinstein
2000 - Michael Feinstein ★
2001 - Michael Feinstein ★
2003 - Michael Feinstein
1996 - Jeff Harnar
2002 - Jeff Harnar
1999 - James Naughton ★
1998 - David Campbell
1999 - David Campbell
2003 - David Campbell
1997 - Bobby Short
1998 - Bobby Short
1997 - Anthony Newley