| 2003 |
Wendy Bileski |
Balfour Collegiate |
Gerry Thompson |
Thom Collegiate |
| 2004 |
Debbie Greenwood |
Martin Collegiate |
Larry Longmore |
Sheldon-Williams Collegiate |
| 2005 |
Sandy Harazny |
Michael A. Riffel Catholic High School |
Dwayne Wright |
Thom Collegiate |
| 2006 |
Angela Tillier |
Luther College High School |
Marcel Dubord |
Miller Comprehensive Catholic High School |
| 2007 |
Debbie Ward |
Dr. Martin LeBoldus Catholic High School |
Ray Jacoby |
Sheldon-Williams Collegiate |
| 2008 |
Carol Wright |
Archbishop M.C. O'Neill Catholic High School |
Armand Jeannot |
Sheldon-Williams Collegiate |
| 2009 |
Kelley Ehman |
Dr. Martin LeBoldus Catholic High School |
Jim Gallagher |
Dr. Martin LeBoldus Catholic High School |
| 2010 |
Barb Barnes Wilcox |
Miller Comprehensive Catholic High School |
Skip Campbell - Les Schmidt |
Campbell-Balfour |
| 2011 |
Rhonda Haus |
Sheldon-Williams Collegiate |
Dwayne Hinger |
Archbiship M.C. O'Neill Catholic High School |
| 2012 |
Cathy Glasser |
Luther College High School |
Ron Cherkas |
Campbell Collegiate |
| 2013 |
Kelsey Panko |
FW Johnson Collegiate |
Larry Fry |
Luther College High School |
| 2014 |
Lorena Leibel |
Campbell Collegiate |
Darcy McKeown |
Sheldon-Williams Collegiate |
| 2015 |
Krista Price |
Martin Collegiate |
Rob Koroluk |
FW Johnson Collegiate |
| 2016 |
Jody Kuster |
Miller Comprehensive Catholic High School |
Darren Peters |
Campbell Collegiate |
| 2017 |
Katie Rosenkranz |
FW Johnson Collegiate |
Will Redl |
Campbell Collegiate |
| 2018 |
Cymone Bernauer |
Michael A. Riffel Catholic High School |
Jeremy Sundeen |
Sheldon-Williams Collegiate |
| 2019 |
Julia Schmidt |
Archbishop M.C. O'Neill Catholic High School |
Derek Pilon |
Michael A. Riffel Catholic High School |
| 2020 |
Samantha Haniak |
Winston Knoll Collegiate |
Mike Silvius |
Winston Knoll Collegiate |
| 2021 |
Amanda Foraie |
Michael A. Riffel Catholic High School |
Patrick Reed |
Dr. Martin LeBoldus Catholic High School |
| 2022 |
Lisa Novak |
Dr. Martin LeBoldus Catholic High School |
Russ Nielsen |
Archbiship M.C. O'Neill Catholic High School |
| 2023 |
Alissa McKinna |
Winston Knoll Collegiate |
Andrew Turbuck |
Winston Knoll Collegiate |