| Wins | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 3 | |  Dallas Drysdale (D) | 1991 | Dauphin, MB, CAN | - |
| 2 | | Drake Bodie (F) | 1995 | Thompson, MB, CAN | - |
| 2 | | Jaxon Elmes (D) | 1995 | Brandon, MB, CAN | - |
| 2 | | Curtis Gardham (F) | 1990 | Arrow River, MB, CAN | - |
| 2 | | Kyle McLeod (F) | 1992 | Elkhorn, MB, CAN | - |
| 1 | | Deven Dubyk (G) | 1991 | Minitonas, MB, CAN | - |
| 1 | | Derek Falloon (F) | 1993 | Russell, MB, CAN | - |
| 1 | | Kyle Fraser (F) | 1988 | Russell, MB, CAN | - |
| 1 | | Colin Paull (D) | 1990 | Elkhorn, MB, CAN | - |
| 1 | | Taylor Sanheim (F) | 1996 | Elkhorn, MB, CAN | - |
| 1 | | Devrin Stonehouse (D) | 1986 | Elkhorn, MB, CAN | - |
| 1 | | Jerrod Auger (G) | 1986 | Russell, MB, CAN | - |
| 1 | | Tanner Lewis (F) | 1996 | Virden, MB, CAN | - |
| 1 | | Kaine Morran (D) | - | MB, CAN | - |
| 1 | | Jordan Thomson (D) | 1996 | Regina, SK, CAN | - |
| 1 | | Rylee Zimmer (F) | 1997 | Russell, MB, CAN | - |
| 1 | | Dallas Anderson (F) | 1979 | Bowsman, MB, CAN | - |
| 1 | | Cory Gardham (G) | - | MB, CAN | - |
| 1 | | Jory Mullin (F) | 1992 | Cartwright, MB, CAN | - |
| 1 | | Curtis Oliver (F) | 1993 | Elkhorn, MB, CAN | - |
| 1 | | Travis Bailey (G) | - | | - |
| 1 | | Darren Miller (F) | 1992 | Swan River, MB, CAN | - |
| 1 | | Layne Anderson (G) | - | | - |
| 1 | | Luke Stokotelny (F) | 1988 | Dauphin, MB, CAN | - |
| S | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 19-20 | | Deven Dubyk (G) | 1991 | Minitonas, MB, CAN | - |
| 19-20 | | Colin Paull (D) | 1990 | Elkhorn, MB, CAN | - |
| 19-20 | | Devrin Stonehouse (D) | 1986 | Elkhorn, MB, CAN | - |
| 19-20 | | Derek Falloon (F) | 1993 | Russell, MB, CAN | - |
| 19-20 | | Taylor Sanheim (F) | 1996 | Elkhorn, MB, CAN | - |
| 19-20 | | Kyle Fraser (F) | 1988 | Russell, MB, CAN | - |
| 18-19 | | Jerrod Auger (G) | 1986 | Russell, MB, CAN | - |
| 18-19 | | Jordan Thomson (D) | 1996 | Regina, SK, CAN | - |
| 18-19 | | Kaine Morran (D) | - | MB, CAN | - |
| 18-19 | | Drake Bodie (F) | 1995 | Thompson, MB, CAN | - |
| 18-19 | | Rylee Zimmer (F) | 1997 | Russell, MB, CAN | - |
| 18-19 | | Tanner Lewis (F) | 1996 | Virden, MB, CAN | - |
| 17-18 | | Cory Gardham (G) | - | MB, CAN | - |
| 17-18 | | Dallas Drysdale (D) | 1991 | Dauphin, MB, CAN | - |
| 17-18 | | Drake Bodie (F) | 1995 | Thompson, MB, CAN | - |
| 17-18 | | Curtis Oliver (F) | 1993 | Elkhorn, MB, CAN | - |
| 17-18 | | Dallas Anderson (F) | 1979 | Bowsman, MB, CAN | - |
| 17-18 | | Jory Mullin (F) | 1992 | Cartwright, MB, CAN | - |
| 16-17 | | Travis Bailey (G) | - | | - |
| 16-17 | | Dallas Drysdale (D) | 1991 | Dauphin, MB, CAN | - |
| 16-17 | | Jaxon Elmes (D) | 1995 | Brandon, MB, CAN | - |
| 16-17 | | Darren Miller (F) | 1992 | Swan River, MB, CAN | - |
| 16-17 | | Kyle McLeod (F) | 1992 | Elkhorn, MB, CAN | - |
| 16-17 | | Curtis Gardham (F) | 1990 | Arrow River, MB, CAN | - |
| 15-16 | | Layne Anderson (G) | - | | - |
| 15-16 | | Dallas Drysdale (D) | 1991 | Dauphin, MB, CAN | - |
| 15-16 | | Jaxon Elmes (D) | 1995 | Brandon, MB, CAN | - |
| 15-16 | | Luke Stokotelny (F) | 1988 | Dauphin, MB, CAN | - |
| 15-16 | | Kyle McLeod (F) | 1992 | Elkhorn, MB, CAN | - |
| 15-16 | | Curtis Gardham (F) | 1990 | Arrow River, MB, CAN | - |
