| Wins | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 3 | |  Frank Gaucher (F) | - | | - |
| 3 | | Mike Elder (F) | 1975 | Coronach, SK, CAN | - |
| 3 | | Jeff Donnelly (F) | - | | - |
| 3 | | Ryan Schafer (F) | - | | - |
| 2 | 53 | Kyle Hall (F) | 1992 | Assiniboia, SK, CAN | - |
| 2 | 56 | Braydon Delorme (F) | 1996 | Moose Jaw, SK, CAN | - |
| 2 | 63 | Tanner Lange (F) | 1991 | Swift Current, SK, CAN | - |
| 2 | 58 | Travis Goebel (F) | - | Swift Current, SK, CAN | - |
| 2 | | Corey Haubrich (F) | - | | - |
| 2 | | Jerry Weisgerber (F) | - | | - |
| 1 | 41 | Bryce Hall (F) | 1997 | Assiniboia, SK, CAN | - |
| 1 | 33 | Kyler Sachkowski (F) | 1996 | Shaunavon, SK, CAN | - |
| 1 | 39 | Colton Adam (F) | 1997 | Hodgeville, SK, CAN | - |
| 1 | 49 | Eric Howe (F) | 1988 | Mossbank, SK, CAN | - |
| 1 | 48 | Mike Arnold (F) | 1988 | Moose Jaw, SK, CAN | - |
| 1 | 56 | Zach Flemming (F) | 1991 | Coronach, SK, CAN | - |
| 1 | 61 | Evan Schwabe (F) | 1982 | Moose Jaw, SK, CAN | - |
| 1 | 69 | Adam Dalshaug (F) | 1987 | | - |
| 1 | 68 | Lane Jepson (F) | 1982 | Assiniboia, SK, CAN | - |
| 1 | 42 | Mike Costley (F) | 1980 | Mossbank, SK, CAN | - |
| 1 | 50 | Clayton Becker (F) | 1988 | Herbert, SK, CAN | - |
| 1 | | Lanny Silbernagel (F) | 1978 | Moose Jaw, SK, CAN | - |
| 1 | 71 | Darren Martens (F) | 1974 | Mossbank, SK, CAN | - |
| 1 | | Kent Blyth (F) | - | | - |
| 1 | | Scott Cowie (F) | 1965 | Mankota, SK, CAN | - |
| S | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 24-25 | 56 | Braydon Delorme (F) | 1996 | Moose Jaw, SK, CAN | - |
| 23-24 | 41 | Bryce Hall (F) | 1997 | Assiniboia, SK, CAN | - |
| 22-23 | 45 | Kyle Hall (F) | 1992 | Assiniboia, SK, CAN | - |
| 21-22 | 53 | Kyle Hall (F) | 1992 | Assiniboia, SK, CAN | - |
| 19-20 | 33 | Kyler Sachkowski (F) | 1996 | Shaunavon, SK, CAN | - |
| 18-19 | 46 | Braydon Delorme (F) | 1996 | Moose Jaw, SK, CAN | - |
| 17-18 | 39 | Colton Adam (F) | 1997 | Hodgeville, SK, CAN | - |
| 16-17 | 49 | Eric Howe (F) | 1988 | Mossbank, SK, CAN | - |
| 15-16 | 48 | Mike Arnold (F) | 1988 | Moose Jaw, SK, CAN | - |
| 14-15 | 63 | Tanner Lange (F) | 1991 | Swift Current, SK, CAN | - |
| 13-14 | 56 | Zach Flemming (F) | 1991 | Coronach, SK, CAN | - |
| 12-13 | 61 | Evan Schwabe (F) | 1982 | Moose Jaw, SK, CAN | - |
| 11-12 | 41 | Tanner Lange (F) | 1991 | Swift Current, SK, CAN | - |
| 10-11 | 69 | Adam Dalshaug (F) | 1987 | | - |
| 09-10 | 68 | Lane Jepson (F) | 1982 | Assiniboia, SK, CAN | - |
| 08-09 | 42 | Mike Costley (F) | 1980 | Mossbank, SK, CAN | - |
| 07-08 | 50 | Clayton Becker (F) | 1988 | Herbert, SK, CAN | - |
| 06-07 | 56 | Travis Goebel (F) | - | Swift Current, SK, CAN | - |
| 05-06 | 58 | Travis Goebel (F) | - | Swift Current, SK, CAN | - |
| 04-05 | | Lanny Silbernagel (F) | 1978 | Moose Jaw, SK, CAN | - |
| 03-04 | | Mike Elder (F) | 1975 | Coronach, SK, CAN | - |
| 02-03 | | Mike Elder (F) | 1975 | Coronach, SK, CAN | - |
| 01-02 | 71 | Darren Martens (F) | 1974 | Mossbank, SK, CAN | - |
| 00-01 | | Frank Gaucher (F) | - | | - |
| 99-00 | | Mike Elder (F) | 1975 | Coronach, SK, CAN | - |
| 98-99 | | Frank Gaucher (F) | - | | - |
| 98-99 | | Corey Haubrich (F) | - | | - |
| 97-98 | | Frank Gaucher (F) | - | | - |
| 95-96 | | Kent Blyth (F) | - | | - |
| 94-95 | | Scott Cowie (F) | 1965 | Mankota, SK, CAN | - |
| 93-94 | | Corey Haubrich (F) | - | | - |
| 92-93 | | Ryan Schafer (F) | - | | - |
| 91-92 | | Ryan Schafer (F) | - | | - |
| 90-91 | | Jeff Donnelly (F) | - | | - |
| 89-90 | | Dalton Giblett (F) | - | | - |
| 88-89 | | Albert Prefontaine (F) | 1963 | Lisieux, SK, CAN | - |
| 87-88 | | Kim Vallee (F) | - | | - |
| 86-87 | | Kim Christopher (F) | - | | - |
| 85-86 | | Randy Keen (F) | - | | - |
| 85-86 | | Ryan Schafer (F) | - | | - |
| 84-85 | | Jeff Donnelly (F) | - | | - |
| 83-84 | | Jeff Donnelly (F) | - | | - |
| 82-83 | | Jerry Weisgerber (F) | - | | - |
| 81-82 | | Jerry Weisgerber (F) | - | | - |
| 79-80 | | Lennie Hicks (F) | - | Lafleche, SK, CAN | - |
| 78-79 | | Jerry Volsky (F) | - | | - |
