| Wins | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 2 | |  Luke Philp (F) | 1995 | Canmore, AB, CAN | - |
| 2 | | Blair Macaulay (F) | 1988 | Winnipeg, MB, CAN | - |
| 1 | |  Clay Hanus (D) | 2001 | Minnetonka, MN, USA | - |
| 1 | | Connor Bouchard (F) | 2001 | Cochrane, AB, CAN | - |
| 1 | | Riley Sawchuk (F) | 1999 | Prince Albert, SK, CAN | - |
| 1 | | Nolan Yaremko (F) | 1998 | Spirit River, AB, CAN | - |
| 1 | | Taran Kozun (G) | 1994 | Nipawin, SK, CAN | - |
| 1 | | Elgin Pearce (F) | 1992 | Port Coquitlam, BC, CAN | - |
| 1 | | Jordon Cooke (G) | 1993 | Leduc, AB, CAN | - |
| 1 | | T.J. Foster (F) | 1992 | Slave Lake, AB, CAN | - |
| 1 | | Derek Hulak (F) | 1989 | Saskatoon, SK, CAN | - |
| 1 | | Derek Ryan (F) | 1986 | Spokane, WA, USA | - |
| 1 | | Chad Klassen (F) | 1985 | Warman, SK, CAN | - |
| 1 | | Steve DaSilva (F) | 1987 | Saskatoon, SK, CAN | - |
| 1 | | Harlan Anderson (D) | 1982 | Vernon, BC, CAN | - |
| 1 | | Jay Langager (D) | 1980 | Loreburn, SK, CAN | - |
| 1 | | Dean Beuker (F) | 1981 | Watson, SK, CAN | - |
| 1 | | Paul Deniset (F) | 1981 | Winnipeg, MB, CAN | - |
| 1 | | Ryan Wade (F) | 1978 | Victoria, BC, CAN | Calgary Flames (1996) |
| 1 | | Derek Schutz (F) | 1979 | Yorkton, SK, CAN | Calgary Flames (1997) |
| 1 | | Jonathon Barkman (F) | 1979 | Steinbach, MB, CAN | - |
| S | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 24-25 | | Clay Hanus (D) | 2001 | Minnetonka, MN, USA | - |
| 23-24 | | Connor Bouchard (F) | 2001 | Cochrane, AB, CAN | - |
| 22-23 | | Riley Sawchuk (F) | 1999 | Prince Albert, SK, CAN | - |
| 21-22 | | Nolan Yaremko (F) | 1998 | Spirit River, AB, CAN | - |
| 19-20 | | Taran Kozun (G) | 1994 | Nipawin, SK, CAN | - |
| 18-19 | | Luke Philp (F) | 1995 | Canmore, AB, CAN | - |
| 17-18 | | Luke Philp (F) | 1995 | Canmore, AB, CAN | - |
| 16-17 | | Elgin Pearce (F) | 1992 | Port Coquitlam, BC, CAN | - |
| 15-16 | | Jordon Cooke (G) | 1993 | Leduc, AB, CAN | - |
| 14-15 | | T.J. Foster (F) | 1992 | Slave Lake, AB, CAN | - |
| 13-14 | | Derek Hulak (F) | 1989 | Saskatoon, SK, CAN | - |
| 12-13 | | Blair Macaulay (F) | 1988 | Winnipeg, MB, CAN | - |
| 11-12 | | Blair Macaulay (F) | 1988 | Winnipeg, MB, CAN | - |
| 10-11 | | Derek Ryan (F) | 1986 | Spokane, WA, USA | - |
| 09-10 | | Chad Klassen (F) | 1985 | Warman, SK, CAN | - |
| 08-09 | | Steve DaSilva (F) | 1987 | Saskatoon, SK, CAN | - |
| 07-08 | | Harlan Anderson (D) | 1982 | Vernon, BC, CAN | - |
| 06-07 | | Jay Langager (D) | 1980 | Loreburn, SK, CAN | - |
| 05-06 | | Dean Beuker (F) | 1981 | Watson, SK, CAN | - |
| 04-05 | | Paul Deniset (F) | 1981 | Winnipeg, MB, CAN | - |
| 03-04 | | Ryan Wade (F) | 1978 | Victoria, BC, CAN | Calgary Flames (1996) |
| 02-03 | | Derek Schutz (F) | 1979 | Yorkton, SK, CAN | Calgary Flames (1997) |
| 01-02 | | Jonathon Barkman (F) | 1979 | Steinbach, MB, CAN | - |
