| Wins | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 4 | 37 |  Bud Holloway (F) | 1988 | Wapella, SK, CAN | Los Angeles Kings (2006) |
| 3 | 35 | Kenton Miller (F) | 1991 | Redvers, SK, CAN | - |
| 2 | 26 | Brennan Wrigley (F) | 1989 | Estevan, SK, CAN | - |
| 2 | 28 | Mike Currie (F) | 1975 | Wawota, SK, CAN | - |
| 1 | 10 | Ben Johnstone (F) | 1993 | Carlyle, SK, CAN | - |
| 1 | 30 | Dylan Herzberg (F) | 1994 | Frobisher, SK, CAN | - |
| 1 | 26 | Wyatt Garagan (F) | 1994 | Estevan, SK, CAN | - |
| 1 | 24 | Jordon Miller (F) | 1988 | Redvers, SK, CAN | - |
| 1 | 18 | Dallas Kickley (F) | 1993 | Estevan, SK, CAN | - |
| 1 | 21 | Justin Lamontagne (F) | 1991 | Wawota, SK, CAN | - |
| 1 | 15 | Jordan Cooney (F) | 1988 | | - |
| 1 | 26 | Corey Koski (F) | 1981 | Weyburn, SK, CAN | - |
| 1 | 23 | Clayton Geiger (F) | 1985 | Kennedy, SK, CAN | - |
| S | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 25-26 | 28 | Kenton Miller (F) | 1991 | Redvers, SK, CAN | - |
| 25-26 | 28 | Bud Holloway (F) | 1988 | Wapella, SK, CAN | Los Angeles Kings (2006) |
| 24-25 | 26 | Kenton Miller (F) | 1991 | Redvers, SK, CAN | - |
| 23-24 | 36 | Bud Holloway (F) | 1988 | Wapella, SK, CAN | Los Angeles Kings (2006) |
| 22-23 | 37 | Bud Holloway (F) | 1988 | Wapella, SK, CAN | Los Angeles Kings (2006) |
| 21-22 | 25 | Bud Holloway (F) | 1988 | Wapella, SK, CAN | Los Angeles Kings (2006) |
| 20-21 | 10 | Ben Johnstone (F) | 1993 | Carlyle, SK, CAN | - |
| 19-20 | 35 | Kenton Miller (F) | 1991 | Redvers, SK, CAN | - |
| 18-19 | 30 | Dylan Herzberg (F) | 1994 | Frobisher, SK, CAN | - |
| 17-18 | 26 | Wyatt Garagan (F) | 1994 | Estevan, SK, CAN | - |
| 16-17 | 24 | Jordon Miller (F) | 1988 | Redvers, SK, CAN | - |
| 15-16 | 18 | Dallas Kickley (F) | 1993 | Estevan, SK, CAN | - |
| 14-15 | 21 | Justin Lamontagne (F) | 1991 | Wawota, SK, CAN | - |
| 13-14 | 15 | Jordan Cooney (F) | 1988 | | - |
| 12-13 | 26 | Brennan Wrigley (F) | 1989 | Estevan, SK, CAN | - |
| 11-12 | 26 | Brennan Wrigley (F) | 1989 | Estevan, SK, CAN | - |
| 10-11 | 26 | Corey Koski (F) | 1981 | Weyburn, SK, CAN | - |
| 09-10 | 23 | Clayton Geiger (F) | 1985 | Kennedy, SK, CAN | - |
| 08-09 | 26 | Mike Currie (F) | 1975 | Wawota, SK, CAN | - |
| 07-08 | 28 | Mike Currie (F) | 1975 | Wawota, SK, CAN | - |
