| Wins | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 2 | |  Justin Dubasov (G) | 1980 | Beechy, SK, CAN | - |
| 1 | | Keethan Isbister (F) | 2005 | Prince Albert, SK, CAN | - |
| 1 | | Noah Kuntz (D) | 2002 | Regina, SK, CAN | - |
| 1 | | Riley Woykin (F) | 2002 | Regina, SK, CAN | - |
| 1 | | Ben Zultok (F) | 2001 | Prince Albert, SK, CAN | - |
| 1 | | Noah Bankowski (F) | 1999 | Saskatoon, SK, CAN | - |
| 1 | | Taylor Schmidt (F) | 1999 | White City, SK, CAN | - |
| 1 | | Carson Bogdan (G) | 1996 | Regina, SK, CAN | - |
| 1 | | Braden Oleksyn (F) | 1996 | Saskatoon, SK, CAN | - |
| 1 | | Cody Pettapiece (D) | 1994 | Saskatoon, SK, CAN | - |
| 1 | | Matthew Cameron (F) | 1995 | Peguis, MB, CAN | - |
| 1 | | Tucker Neuberger (F) | 1995 | Weyburn, SK, CAN | - |
| 1 | | Zach Flemming (F) | 1991 | Coronach, SK, CAN | - |
| 1 | | Eric Ditto (F) | 1991 | Saskatoon, SK, CAN | - |
| 1 | | Jody Blais (F) | 1990 | Debden, SK, CAN | - |
| 1 | | Theo Toma (G) | 1990 | Limerick, SK, CAN | - |
| 1 | | Curtis Timmerman (G) | 1988 | Melville, SK, CAN | - |
| 1 | | Jayce Obrigewitsch (F) | 1986 | Regina, SK, CAN | - |
| 1 | | Cade Slusar (F) | 1987 | Swift Current, SK, CAN | - |
| 1 | | Shane Baum (F) | 1986 | Swift Current, SK, CAN | - |
| 1 | | Drew Istace (F) | 1983 | Pilot Butte, SK, CAN | - |
| 1 | | Mike Berg (F) | - | | - |
| 1 | | Desmond Hartney (F) | - | | - |
| 1 | | Graham Lamb (D) | - | Canora, SK, CAN | - |
| 1 | | John Cavanaugh (F) | - | | - |
| S | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 24-25 | | Keethan Isbister (F) | 2005 | Prince Albert, SK, CAN | - |
| 23-24 | | Noah Kuntz (D) | 2002 | Regina, SK, CAN | - |
| 22-23 | | Riley Woykin (F) | 2002 | Regina, SK, CAN | - |
| 21-22 | | Ben Zultok (F) | 2001 | Prince Albert, SK, CAN | - |
| 19-20 | | Noah Bankowski (F) | 1999 | Saskatoon, SK, CAN | - |
| 18-19 | | Taylor Schmidt (F) | 1999 | White City, SK, CAN | - |
| 17-18 | | Carson Bogdan (G) | 1996 | Regina, SK, CAN | - |
| 16-17 | | Braden Oleksyn (F) | 1996 | Saskatoon, SK, CAN | - |
| 15-16 | | Cody Pettapiece (D) | 1994 | Saskatoon, SK, CAN | - |
| 14-15 | | Matthew Cameron (F) | 1995 | Peguis, MB, CAN | - |
| 13-14 | | Tucker Neuberger (F) | 1995 | Weyburn, SK, CAN | - |
| 12-13 | | Zach Flemming (F) | 1991 | Coronach, SK, CAN | - |
| 11-12 | | Eric Ditto (F) | 1991 | Saskatoon, SK, CAN | - |
| 10-11 | | Jody Blais (F) | 1990 | Debden, SK, CAN | - |
| 09-10 | | Theo Toma (G) | 1990 | Limerick, SK, CAN | - |
| 08-09 | | Curtis Timmerman (G) | 1988 | Melville, SK, CAN | - |
| 07-08 | | Jayce Obrigewitsch (F) | 1986 | Regina, SK, CAN | - |
| 06-07 | | Cade Slusar (F) | 1987 | Swift Current, SK, CAN | - |
| 05-06 | | Shane Baum (F) | 1986 | Swift Current, SK, CAN | - |
| 04-05 | | Drew Istace (F) | 1983 | Pilot Butte, SK, CAN | - |
| 03-04 | | Mike Berg (F) | - | | - |
| 02-03 | | Desmond Hartney (F) | - | | - |
| 01-02 | | Justin Dubasov (G) | 1980 | Beechy, SK, CAN | - |
| 00-01 | | Justin Dubasov (G) | 1980 | Beechy, SK, CAN | - |
| 00-01 | | Graham Lamb (D) | - | Canora, SK, CAN | - |
| 99-00 | | John Cavanaugh (F) | - | | - |
| 98-99 | | Derrick Walbaum (F) | - | | - |
| 97-98 | | Chad Knittig (F) | - | | - |
| 96-97 | | Calvin Watson (F) | - | Avonlea, SK, CAN | - |
| 95-96 | | Cory Willms (G) | - | | - |
| 94-95 | | Graham Christie (F) | 1977 | Grenfell, SK, CAN | - |
| 94-95 | | Lanny Silbernagel (F) | 1978 | Moose Jaw, SK, CAN | - |
| 93-94 | | Dave Helland (F) | - | | - |
| 92-93 | | Marty Brown (F) | - | | - |
