| Wins | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 2 | |  Drayton Hvidston (D) | 2003 | Tisdale, SK, CAN | - |
| 2 | | Brennan Holloway (F) | 1986 | Broadview, SK, CAN | - |
| 2 | | Marty Colwell (F) | - | | - |
| 1 | | Logan Olsen (F) | 2003 | Saskatoon, SK, CAN | - |
| 1 | | Gavin Doud (D) | 2001 | Radville, SK, CAN | - |
| 1 | | Matthew Conlon (F) | 2000 | Warman, SK, CAN | - |
| 1 | | Cayden Price (D) | 1999 | Swift Current, SK, CAN | - |
| 1 | | Bryce Hall (F) | 1997 | Assiniboia, SK, CAN | - |
| 1 | | Evan Werle (D) | 1997 | Langenburg, SK, CAN | - |
| 1 | | MacArthur Bell (F) | 1995 | Saskatoon, SK, CAN | - |
| 1 | | Maury Ruether (F) | 1993 | Tisdale, SK, CAN | - |
| 1 | | Lyndon Arcand (F) | 1992 | Prince Albert, SK, CAN | - |
| 1 | | Tyrell Pompu (F) | 1996 | Carrot River, SK, CAN | - |
| 1 | | Ryan Husband (F) | 1990 | Regina, SK, CAN | - |
| 1 | | Jesse Dengler (F) | 1991 | Colonsay, SK, CAN | - |
| 1 | | Craig Richardson (F) | 1988 | Regina, SK, CAN | - |
| 1 | | Jarett Waldbauer (F) | 1988 | Melville, SK, CAN | - |
| 1 | | Michael Hammel (F) | 1987 | Moose Jaw, SK, CAN | - |
| 1 | | Shea Van Luven (F) | 1985 | Regina, SK, CAN | - |
| 1 | | Emery Lavallee (G) | 1984 | Regina, SK, CAN | - |
| 1 | | Mike Jones (F) | - | SK, CAN | - |
| 1 | | Sheldon Erfle (D) | 1980 | Assiniboia, SK, CAN | - |
| 1 | | Desmond Hartney (F) | - | | - |
| 1 | | Marcus Crocker (F) | - | | - |
| 1 | | Sean Raison (F) | - | Regina, SK, CAN | - |
| S | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 24-25 | | Logan Olsen (F) | 2003 | Saskatoon, SK, CAN | - |
| 23-24 | | Drayton Hvidston (D) | 2003 | Tisdale, SK, CAN | - |
| 22-23 | | Drayton Hvidston (D) | 2003 | Tisdale, SK, CAN | - |
| 21-22 | | Gavin Doud (D) | 2001 | Radville, SK, CAN | - |
| 19-20 | | Matthew Conlon (F) | 2000 | Warman, SK, CAN | - |
| 18-19 | | Cayden Price (D) | 1999 | Swift Current, SK, CAN | - |
| 17-18 | | Bryce Hall (F) | 1997 | Assiniboia, SK, CAN | - |
| 16-17 | | Evan Werle (D) | 1997 | Langenburg, SK, CAN | - |
| 15-16 | | MacArthur Bell (F) | 1995 | Saskatoon, SK, CAN | - |
| 14-15 | | Maury Ruether (F) | 1993 | Tisdale, SK, CAN | - |
| 13-14 | | Lyndon Arcand (F) | 1992 | Prince Albert, SK, CAN | - |
| 12-13 | | Tyrell Pompu (F) | 1996 | Carrot River, SK, CAN | - |
| 11-12 | | Ryan Husband (F) | 1990 | Regina, SK, CAN | - |
| 10-11 | | Jesse Dengler (F) | 1991 | Colonsay, SK, CAN | - |
| 09-10 | | Craig Richardson (F) | 1988 | Regina, SK, CAN | - |
| 08-09 | | Jarett Waldbauer (F) | 1988 | Melville, SK, CAN | - |
| 07-08 | | Michael Hammel (F) | 1987 | Moose Jaw, SK, CAN | - |
| 06-07 | | Brennan Holloway (F) | 1986 | Broadview, SK, CAN | - |
| 05-06 | | Brennan Holloway (F) | 1986 | Broadview, SK, CAN | - |
| 04-05 | | Shea Van Luven (F) | 1985 | Regina, SK, CAN | - |
| 03-04 | | Emery Lavallee (G) | 1984 | Regina, SK, CAN | - |
| 02-03 | | Mike Jones (F) | - | SK, CAN | - |
| 01-02 | | Sheldon Erfle (D) | 1980 | Assiniboia, SK, CAN | - |
| 01-02 | | Desmond Hartney (F) | - | | - |
| 00-01 | | Marcus Crocker (F) | - | | - |
| 99-00 | | Marty Colwell (F) | - | | - |
| 98-99 | | Marty Colwell (F) | - | | - |
| 97-98 | | Sean Raison (F) | - | Regina, SK, CAN | - |
| 96-97 | | Calvin Watson (F) | - | Avonlea, SK, CAN | - |
| 95-96 | | Lawnie Skrypnyk (F) | - | | - |
| 94-95 | | Dan Pelletier (F) | 1975 | Regina, SK, CAN | - |
| 93-94 | | Carey Taylor (F) | - | | - |
| 92-93 | | Shane Nelson (F) | - | | - |
