| Year | Winner | School |
|---|---|---|
| 1993 | Gary Clews | Thom |
| 1994 | Russ Green | Luther |
| 1995 | Dale Flichel | Riffel |
| 1996 | Gary Grainger | Balfour |
| 1997 | Al Kehler | Thom |
| 1998 | Kathy Bryden | Martin |
| 1999 | Les Kram/Barry Falconer | LeBoldus/Usher |
| 2000 | Gord Patterson | Thom |
| 2001 | Vern Schmidt | Martin |
| 2002 | John Sandalack | Sheldon-Williams |
| 2003 | Terry Appenheimer | Thom |
| 2004 | Vern Schmidt/Lloyd Dressler | Martin/Sheldon-Williams |
| 2005 | Neil Fink/Cindy Street/Kevin Anderson | LeBoldus/FWJ/O’Neill |
| 2006 | Keith Dunajski | Campbell |
| 2007 | Rod Stroeder | Balgonie |
| 2008 | Rhonda Haus | Robert Usher |
| 2009 | Ryan Schmitz | Riffel |
| 2010 | Bob Arsenault | LeBoldus |
| 2011 | Heather Kalenchuk | O’Neil |
| 2012 | Leslie DeMars | Luther |
| 2013 | Ryan Smith | F.W. Johnson |
| 2014 | Michelle Jensen | Miller |
| 2015 | Shayne McMillen | Campbell |
| 2016 | Frank Macera | Winston Knoll |
| 2017 | Michelle Phair | O'Neill |
| 2018 | Brad Breit | LeBoldus |
| 2019 | Joel Beres | Luther |
| 2020 | Rhonda Horvath | LeBoldus |
| 2021 | Not Awarded - COVID | |
| 2022 | Justin Aitken | Campbell |
| 2023 | Rhonda Barnes-Pitka | Miller |
| 2024 | Nancy Lamb | Riffel |