| Year | Name | School | Year | Name | School |
|---|---|---|---|---|---|
| 1988 | Tom Currie | Central | 1999 | Ron Pettigrew | Campion/LeBoldus |
| Edith McDonald | Luther College | 2001 | Bill Heavisides | Thom | |
| Gordon Currie | Campbell | Henry Schubach | Balfour | ||
| Lorne Aston | Sheldon | Jim Paton | Martin/Balfour | ||
| Wilma Downing | Sheldon | Dave Smith | Martin | ||
| 1989 | Lorne Daverne | Balfour | Brian Saip | Luther College | |
| Father Frank O'Brien | Campion College | Cliff Walker | Johnson | ||
| John Neiles | Balfour | 2002 | Wendy Bileski | Balfour | |
| Dick Stark | Luther College | Spence Burgess | Balfour | ||
| 1990 | Don Walters | O'Neill/LeBoldus | 2003 | Glen Fekula | Balfour |
| Tom Riffel | Riffel | Sandra Harazny | Riffel | ||
| 1992 | Wilf Foss | Campbell/Sheldon | Dwight Kaytor | Johnson | |
| 1993 | Dick Wiest | O'Neill | Glenn Szabo | Campbell | |
| Alex Smith | Thom | 2004 | Debbie Greenwood | Martin | |
| 1994 | Bob Lowe | Balfour/Martin | Larry Longmore | Sheldon | |
| 1995 | Mike O'Donnell | Miller | Greg Johnson | Campbell | |
| Jerry Zbytnuik | Miller | 2005 | Howard Schweitzer | Riffel | |
| 1996 | Allan Ebenal | Miller | Dwayne Wright | Thom | |
| Denis Jakubowski | O'Neill/LeBoldus | 2006 | Skip Campbell | Campbell | |
| Garth Schuett | LeBoldus | 2007 | Carl Magnuson | Winston Knoll | |
| 1997 | Gerry Harris | Luther College | Chuck Toth | Thom | |
| Dale Wilde | Thom | 2008 | Jim Gallagher | O'Neill/LeBoldus | |
| 1998 | John MacDonald | Riffel | 2009 | Tom Ash | Winston Knoll |
| Gerry Thompson | Thom | Ben Grebinski | O'Neill/Riffel/LeBoldus | ||
| Doug Zimmerman | O'Neill | Erwin Klempner | Balfour |
| Year | Name | School |
|---|---|---|
| 2010 | Lorraine BarronWright | FW Johnson Collegiate |
| 2011 | Mark Leopold | Luther College High Schoo |
| Joel Wells | Harvest City Christian Academy | |
| 2012 | Not Awarded | |
| 2013 | John Bolen | Michael A. Riffel Catholic High School |
| John Foord | Dr. Martin LeBoldus Catholic High School | |
| Angela Tillier | Luther College High School | |
| 2014 | Mick Panko | Balfour Collegiate |
| Marcel Dubord | Miller Comprehensive Catholic High School | |
| 2015 | Ron Cherkas | Campbell Collegiate |
| Erwin Ottenbreit | Balfour Collegiate | |
| 2016 | Frank Macera | Winston Knoll Collegiate |
| Darlene Hillis | Dr. Martin LeBoldus Catholic High School | |
| Kevin Burns | Martin Collegiate | |
| 2017 | Guy Kerbrat | Winston Knoll Collegiate |
| Steve Sombach | Miller Comprehensive Catholic High School | |
| Calvin Toffan | Campbell Collegiate | |
| 2018 | Scott McLaren | Regina Christian School |
| 2019 | Mark Becker | Luther College High School |
| 2020 | Marcel Asselin | Thom Collegiate |
| 2021 | Rod Houk | Dr. Martin LeBoldus Catholic High School |
| 2022 | Garrett Kot | Dr. Martin LeBoldus Catholic High School |
| 2023 | Claire Dore | Balfour Collegiate |
| Year | Name | School/Organization | Year | Name | School |
|---|---|---|---|---|---|
| 1990 | Alex Young | Thom Collegiate | 2007 | Matt Johner | Community Softball |
| Don Evans | Martin Collegiate | 2008 | Rob Vanstone - Leader-Post | Community | |
| 1992 | The Leader-Post | Community | 2009 | University Of Regina | Community |
| Fred Frolick | Regina Catholic | 2010 | Duane Stewart | Thom Collegiate | |
| 1993 | Dr. Donovan Brown | Community | 2011 | Bruce Pearce | Campbell Collegiate |
| 1994 | Wascana Country Club | Community | 2012 | Ken Tomchuk | Thom Collegiate |
| Regina Golf Club | Community | 2013 | Nancy Lamb | Michael A. Riffel Catholic High School | |
| 1995 | Dr. Ian Hill | Community | Todd Edwards | Campbell Collegiate | |
| 1996 | City of Regina | Community | 2014 | Oksanna Zwarych | Miller Comprehensive Catholic High School |
| 1997 | Regina Curling Clubs | Community | Ann Hollinger | Campbell Collegiate | |
| 1999 | Kiwanis Club of Wascana | Community | Jim Langen | Community Track & Field | |
| 2000 | Ken Picot | Community RFOA | 2015 | Terry Mountjoy | Community Track & Field |
| Bill Brennan | LeBoldus | 2016 | Darlene Hillis | Dr. Martin LeBoldus Catholic High School | |
| 2001 | Bernie Brandt | Cochrane High School | 2017 | Leslie Fowler | Sheldon-Williams Collegiate |
| 2003 | Access Communication | Community | 2018 | Dave Ripplinger | Michael A. Riffel Catholic High School |
| CKCK Television | Community | 2019 | Lynette Nishnik | Dr. Martin LeBoldus Catholic High School | |
| Global Television | Community | 2020 | Liza Donnelly | Miller Comprehensive Catholic High School | |
| 2004 | Ernie McClintock - Football | Community RFOA | 2021 | Amy Moroz | Campbell Collegiate |
| 2006 | Ernie Greenley | Community Softball | 2022 | Tom Metz | Dr. Martin LeBoldus Catholic High School |
| Larry Schrader | Community Baseball | 2023 | Rhonda Horvath | Dr. Martin LeBoldus Catholic High School |