Wins  | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 5 | |  Spencer Bushell (G) | 1988 | Assiniboia, SK, CAN | - |
| 2 | | Dalton Dosch (G) | 1999 | Willow Bunch, SK, CAN | - |
| 2 | | Clayton Schmidt (G) | 1993 | Glentworth, SK, CAN | - |
| 2 | | Dakota Foley (G) | - | Coronach, SK, CAN | - |
| 2 | | Miguel Marit (G) | 1989 | Willow Bunch, SK, CAN | - |
| 2 | | Bobby Smith (G) | - | | - |
| 2 | | Chris Stephens (G) | - | | - |
| 2 | | Dwayne Lacher (G) | - | | - |
| 2 | | Jason Tkachuk (G) | - | | - |
| 2 | | Darin Faubert (G) | - | | - |
| 1 | | Toni Giraudier (G) | - | Bengough, SK, CAN | - |
| 1 | | Jared Cowie (G) | 1988 | | - |
| 1 | | Steve Flynn (G) | 1985 | Swift Current, SK, CAN | - |
| 1 | | Bryce Ducharme (G) | - | | - |
| 1 | | Jarod Toye (G) | - | | - |
| 1 | | Mike Sullivan (G) | - | Mossbank, SK, CAN | - |
| 1 | | Wade Brown (G) | 1974 | Hodgeville, SK, CAN | - |
| 1 | | Greg Freeman (G) | - | | - |
| S | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 24-25 | | Dalton Dosch (G) | 1999 | Willow Bunch, SK, CAN | - |
| 23-24 | | Dalton Dosch (G) | 1999 | Willow Bunch, SK, CAN | - |
| 22-23 | | Dakota Foley (G) | - | Coronach, SK, CAN | - |
| 21-22 | | Clayton Schmidt (G) | 1993 | Glentworth, SK, CAN | - |
| 19-20 | | Spencer Bushell (G) | 1988 | Assiniboia, SK, CAN | - |
| 18-19 | | Toni Giraudier (G) | - | Bengough, SK, CAN | - |
| 17-18 | | Dakota Foley (G) | - | Coronach, SK, CAN | - |
| 16-17 | | Spencer Bushell (G) | 1988 | Assiniboia, SK, CAN | - |
| 15-16 | | Miguel Marit (G) | 1989 | Willow Bunch, SK, CAN | - |
| 14-15 | | Miguel Marit (G) | 1989 | Willow Bunch, SK, CAN | - |
| 13-14 | | Clayton Schmidt (G) | 1993 | Glentworth, SK, CAN | - |
| 12-13 | | Jared Cowie (G) | 1988 | | - |
| 11-12 | | Steve Flynn (G) | 1985 | Swift Current, SK, CAN | - |
| 10-11 | | Spencer Bushell (G) | 1988 | Assiniboia, SK, CAN | - |
| 09-10 | | Bobby Smith (G) | - | | - |
| 08-09 | | Spencer Bushell (G) | 1988 | Assiniboia, SK, CAN | - |
| 07-08 | | Spencer Bushell (G) | 1988 | Assiniboia, SK, CAN | - |
| 06-07 | | Bobby Smith (G) | - | | - |
| 05-06 | | Chris Stephens (G) | - | | - |
| 04-05 | | Chris Stephens (G) | - | | - |
| 03-04 | | Dwayne Lacher (G) | - | | - |
| 02-03 | | Dwayne Lacher (G) | - | | - |
| 01-02 | | Bryce Ducharme (G) | - | | - |
| 00-01 | | Jason Tkachuk (G) | - | | - |
| 99-00 | | Jarod Toye (G) | - | | - |
| 98-99 | | Jason Tkachuk (G) | - | | - |
| 97-98 | | Mike Sullivan (G) | - | Mossbank, SK, CAN | - |
| 96-97 | | Darin Faubert (G) | - | | - |
| 95-96 | | Wade Brown (G) | 1974 | Hodgeville, SK, CAN | - |
| 94-95 | | Greg Freeman (G) | - | | - |
| 93-94 | | Darin Faubert (G) | - | | - |
