MSL: Most Outstanding Delegate

1989-1990	winner	school
1990-1991	winner	school
1991-1992	winner	school
1992-1993	winner	school
1993-1994	winner	school
1994-1995	winner	school
1995-1996	winner	school
1996-1997	winner	school
1997-1998	winner	school
1998-1999	winner	school
1999-2000	Jeremiah Kelly	Western Maryland College
2000-2001	winner	school
2001-2002	winner	school
2002-2003	winner	school
2003-2004	winner	school
2004-2005	winner	school
2005-2006	Jake Weissman	University of Maryland, Baltimore County
2006-2007	Scott Besore	University of Maryland, Baltimore County
2007-2008	Paul Schuman	University of Maryland, Baltimore County
2008-2009	Lauren Payne	St. Mary's College of Maryland
2009-2010	Lindsey Thomas	College Notre Dame of Maryland
2010-2011	Gabe Garcia	University of Maryland, College Park
2011-2012	John W. Maddrey	McDaniel College