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