| 2013 | Joe Keller '91, Northridge |
| 2012 | Jeff Eddy '86, Anderson |
| 2011 | Matt Pavlovich '03, Munster |
| 2010 | Matt Pavlovich '03, Munster |
| 2009 | Joe Keller '91, Northridge |
| 2008 | Joe Keller '91, Northridge |
| 2007 | J. Agnew '96, Yorktown |
| 2006 | J. Agnew '96, Yorktown |
| 2005 | Joe Keller '91, Northridge |
| 2004 | J. Agnew '96, Yorktown |
| 2003 | J. Agnew '96, Yorktown |
| 2002 | J. Agnew '96, Yorktown |
| 2001 | Dan Johnson '87, Hamilton Southeastern |
| 2000 | Tim Brannock '80, Delta |
| 1999 | Dave Boggs '81, Seymour |
| 1998 | Dan Johnson '87, Hamilton Southeastern |
| 1989 | James Alexander '72, Anderson |
| 1988 | James Alexander '72, Anderson |
| 1983 | William Powell '65, North Central |
| 1968 | Don Coar '58, South Bend Adams |
| 1966 | Don Coar '58, South Bend Adams |