Wins  | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 5 | |  Spencer Bushell (G) | 1988 | Assiniboia, SK, CAN | - |
| 3 | | Kyle Hall (F) | 1992 | Assiniboia, SK, CAN | - |
| 3 | | Corey Haubrich (F) | - | | - |
| 2 | | Evan Schwabe (F) | 1982 | Moose Jaw, SK, CAN | - |
| 2 | | Dwayne Lacher (G) | - | | - |
| 2 | | Darin Faubert (G) | - | | - |
| 1 | | Travis Marit (F) | 1993 | Assiniboia, SK, CAN | - |
| 1 | | Colton Adam (F) | 1997 | Hodgeville, SK, CAN | - |
| 1 | | Derek Lessmeister (D) | 1986 | Assiniboia, SK, CAN | - |
| 1 | | Sean Whelan (D) | 1994 | Moose Jaw, SK, CAN | - |
| 1 | | Al Sinclair (F) | 1983 | Assiniboia, SK, CAN | - |
| 1 | | Cam Schafer (F) | 1992 | | - |
| 1 | | Trevor Weisgerber (F) | 1979 | Vibank, SK, CAN | - |
| 1 | | Jarad Bourassa (D) | 1983 | Weyburn, SK, CAN | - |
| 1 | | Jared Karst (F) | 1986 | Assiniboia, SK, CAN | - |
| 1 | | Randy Elder (D) | 1972 | Coronach, SK, CAN | - |
| 1 | | Bobby Smith (G) | - | | - |
| 1 | | Doyle McMorris (F) | 1977 | Moose Jaw, SK, CAN | - |
| 1 | | Brent Hurford (F) | - | Swift Current, SK, CAN | - |
| 1 | | Kevin Brawn (F) | - | | - |
| 1 | | Trevor Schmiess (F) | 1971 | Swift Current, SK, CAN | - |
| 1 | | Frank Gaucher (F) | - | | - |
| 1 | | Darren McClelland (D) | - | | - |
| 1 | | Lyle Smith (D) | - | | - |
| 1 | | Jason Watson (F) | - | | - |
| S | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 24-25 | | Travis Marit (F) | 1993 | Assiniboia, SK, CAN | - |
| 23-24 | | Kyle Hall (F) | 1992 | Assiniboia, SK, CAN | - |
| 22-23 | | Spencer Bushell (G) | 1988 | Assiniboia, SK, CAN | - |
| 21-22 | | Kyle Hall (F) | 1992 | Assiniboia, SK, CAN | - |
| 19-20 | | Kyle Hall (F) | 1992 | Assiniboia, SK, CAN | - |
| 18-19 | | Spencer Bushell (G) | 1988 | Assiniboia, SK, CAN | - |
| 17-18 | | Colton Adam (F) | 1997 | Hodgeville, SK, CAN | - |
| 16-17 | | Sean Whelan (D) | 1994 | Moose Jaw, SK, CAN | - |
| 16-17 | | Derek Lessmeister (D) | 1986 | Assiniboia, SK, CAN | - |
| 15-16 | | Spencer Bushell (G) | 1988 | Assiniboia, SK, CAN | - |
| 14-15 | | Al Sinclair (F) | 1983 | Assiniboia, SK, CAN | - |
| 13-14 | | Cam Schafer (F) | 1992 | | - |
| 12-13 | | Evan Schwabe (F) | 1982 | Moose Jaw, SK, CAN | - |
| 12-13 | | Trevor Weisgerber (F) | 1979 | Vibank, SK, CAN | - |
| 11-12 | | Jarad Bourassa (D) | 1983 | Weyburn, SK, CAN | - |
| 10-11 | | Evan Schwabe (F) | 1982 | Moose Jaw, SK, CAN | - |
| 09-10 | | Spencer Bushell (G) | 1988 | Assiniboia, SK, CAN | - |
| 09-10 | | Jared Karst (F) | 1986 | Assiniboia, SK, CAN | - |
| 08-09 | | Randy Elder (D) | 1972 | Coronach, SK, CAN | - |
| 07-08 | | Spencer Bushell (G) | 1988 | Assiniboia, SK, CAN | - |
| 06-07 | | Bobby Smith (G) | - | | - |
| 05-06 | | Dwayne Lacher (G) | - | | - |
| 04-05 | | Doyle McMorris (F) | 1977 | Moose Jaw, SK, CAN | - |
| 03-04 | | Brent Hurford (F) | - | Swift Current, SK, CAN | - |
| 02-03 | | Kevin Brawn (F) | - | | - |
| 01-02 | | Trevor Schmiess (F) | 1971 | Swift Current, SK, CAN | - |
| 00-01 | | Dwayne Lacher (G) | - | | - |
| 99-00 | | Corey Haubrich (F) | - | | - |
| 98-99 | | Corey Haubrich (F) | - | | - |
| 97-98 | | Frank Gaucher (F) | - | | - |
| 96-97 | | Darren McClelland (D) | - | | - |
| 95-96 | | Lyle Smith (D) | - | | - |
| 94-95 | | Darin Faubert (G) | - | | - |
| 93-94 | | Darin Faubert (G) | - | | - |
| 92-93 | | Jason Watson (F) | - | | - |
| 91-92 | | Russ Coward (F) | - | | - |
| 90-91 | | Corey Haubrich (F) | - | | - |
| 89-90 | | Terry Krauchek (G) | - | | - |
| 88-89 | | Roger Kress (G) | - | | - |
| 87-88 | | Mike Sherven (D) | - | | - |
| 86-87 | | Brian Oehlerking (F) | - | | - |
| 85-86 | | Alain Brisebois (F) | - | | - |
| 84-85 | | Larry Gaucher (F) | - | | - |
| 83-84 | | Norm Chabot (F) | 1960 | Ferland, SK, CAN | - |
| 82-83 | | Mark Knudsen (F) | - | | - |
| 81-82 | | Rick Drake (F) | - | | - |
