| Wins | | Award Winner | Born | Birthplace |
|---|
| 2 | | Kevin McClelland | 1962 | Oshawa, ON, CAN |
| 2 | | David Lohrei | - | |
| 1 | | Derek Armstrong | 1973 | Ottawa, ON, CAN |
| 1 | | Dan Wildfong | 1975 | Clinton, ON, CAN |
| 1 | | Jason Christie | 1969 | Gibbons, AB, CAN |
| 1 | | Joe Ferras | 1966 | Brantford, ON, CAN |
| 1 | | Kevin Kaminski | 1969 | Churchbridge, SK, CAN |
| 1 | | Scott Muscutt | 1970 | Appin, ON, CAN |
| 1 | | Terry Ruskowski | 1954 | Prince Albert, SK, CAN |
| 1 | | Chris Dashney | 1972 | Navan, ON, CAN |
| 1 | | Ray Edwards | 1970 | Hanover, ON, CAN |
| 1 | | Ken McRae | 1968 | Winchester, ON, CAN |
| 1 | | Don McKee | 1943 | Toronto, ON, CAN |
| 1 | | Paul Kelly | 1967 | Hamilton, ON, CAN |
| 1 | | Chris Stewart | 1961 | Red Deer, AB, CAN |
| 1 | | Bill McDonald | 1953 | Port Arthur, ON, CAN |
| 1 | | Doug Sauter | 1954 | Fairlight, SK, CAN |
| 1 | | John Torchetti | 1964 | Boston, MA, USA |
| 1 | | Doug Shedden | 1961 | Wallaceburg, ON, CAN |
| 1 | | Garry Unger | 1947 | Calgary, AB, CAN |
| S | | Award Winner | Born | Birthplace |
|---|
| 13-14 | | Derek Armstrong | 1973 | Ottawa, ON, CAN |
| 12-13 | | Dan Wildfong | 1975 | Clinton, ON, CAN |
| 11-12 | | Kevin McClelland | 1962 | Oshawa, ON, CAN |
| 10-11 | | Jason Christie | 1969 | Gibbons, AB, CAN |
| 09-10 | | Joe Ferras | 1966 | Brantford, ON, CAN |
| 08-09 | | Kevin Kaminski | 1969 | Churchbridge, SK, CAN |
| 07-08 | | Scott Muscutt | 1970 | Appin, ON, CAN |
| 06-07 | | Kevin McClelland | 1962 | Oshawa, ON, CAN |
| 05-06 | | Terry Ruskowski | 1954 | Prince Albert, SK, CAN |
| 04-05 | | Chris Dashney | 1972 | Navan, ON, CAN |
| 03-04 | | Ray Edwards | 1970 | Hanover, ON, CAN |
| 02-03 | | Ken McRae | 1968 | Winchester, ON, CAN |
| 01-02 | | Don McKee | 1943 | Toronto, ON, CAN |
| 00-01 | | Paul Kelly | 1967 | Hamilton, ON, CAN |
| 99-00 | | David Lohrei | - | |
| 98-99 | | Chris Stewart | 1961 | Red Deer, AB, CAN |
| 97-98 | | David Lohrei | - | |
| 96-97 | | Bill McDonald | 1953 | Port Arthur, ON, CAN |
| 95-96 | | Doug Sauter | 1954 | Fairlight, SK, CAN |
| 94-95 | | John Torchetti | 1964 | Boston, MA, USA |
| 93-94 | | Doug Shedden | 1961 | Wallaceburg, ON, CAN |
| 92-93 | | Garry Unger | 1947 | Calgary, AB, CAN |