Canadian Championship George Gross Memorial Trophy George Gross Memorial Trophy

| Year_ | Player | Position_ | Nationality | Team |
|---|---|---|---|---|
| 2008 | Matt Jordan Category:Articles with hCards | Goalkeeper | United States | Montreal Impact |
| 2009 | Dwayne De Rosario Category:Articles with hCards | Attacking Midfielder | Canada | Toronto FC |
| 2010 | Dwayne De Rosario Category:Articles with hCards | Attacking Midfielder | Canada | Toronto FC |
| 2011 | Joao Plata Category:Articles with hCards | Forward | Ecuador | Toronto FC |
| 2012 | Ryan Johnson Category:Articles with hCards | Forward | Jamaica | Toronto FC |
| 2013 | Justin Mapp Category:Articles with hCards | Midfielder | United States | Montreal Impact |