| Wins | | Award Winner | Born | Birthplace |
|---|
| 5 | | Mark Johnson | 1957 | Minneapolis, MN, USA |
| 3 | | Doug Derraugh | 1968 | Arnprior, ON, CAN |
| 3 | | Laura Halldorson | 1963 | Plymouth, MN, USA |
| 2 | | Dave Flint | 1971 | Merrimack, NH, USA |
| 2 | | Katie Crowley | 1975 | Salem, NH, USA |
| 2 | | Brad Frost | 1973 | Burlington, ON, CAN |
| 1 | | Chris MacKenzie | 1975 | Niagara Falls, ON, CAN |
| 1 | | Mark Bolding | 1970 | Red Deer, AB, CAN |
| 1 | | Greg Fargo | 1983 | Kingston, ON, CAN |
| 1 | | Maura Crowell | 1980 | Mansfield, MA, USA |
| 1 | | Chris Wells | 1968 | Canton, NY, USA |
| 1 | | Jim Fetter | 1967 | Kitchener, ON, CAN |
| 1 | | Mike Sisti | 1968 | Cheektowaga, NY, USA |
| 1 | | Shannon Miller | 1963 | Melfort, SK, CAN |
| 1 | | Paul Flanagan | 1956 | Canton, NY, USA |
| 1 | | Judy Oberting | 1969 | Hanover, NH, USA |
| 1 | | Katey Stone | 1966 | Watertown, CT, USA |
| S | | Award Winner | Born | Birthplace |
|---|
| 24-25 | | Mark Johnson | 1957 | Minneapolis, MN, USA |
| 23-24 | | Chris MacKenzie | 1975 | Niagara Falls, ON, CAN |
| 22-23 | | Dave Flint | 1971 | Merrimack, NH, USA |
| 21-22 | | Mark Bolding | 1970 | Red Deer, AB, CAN |
| 20-21 | | Dave Flint | 1971 | Merrimack, NH, USA |
| 19-20 | | Doug Derraugh | 1968 | Arnprior, ON, CAN |
| 18-19 | | Doug Derraugh | 1968 | Arnprior, ON, CAN |
| 17-18 | | Greg Fargo | 1983 | Kingston, ON, CAN |
| 16-17 | | Maura Crowell | 1980 | Mansfield, MA, USA |
| 15-16 | | Katie Crowley | 1975 | Salem, NH, USA |
| 14-15 | | Katie Crowley | 1975 | Salem, NH, USA |
| 13-14 | | Brad Frost | 1973 | Burlington, ON, CAN |
| 12-13 | | Brad Frost | 1973 | Burlington, ON, CAN |
| 11-12 | | Chris Wells | 1968 | Canton, NY, USA |
| 10-11 | | Mark Johnson | 1957 | Minneapolis, MN, USA |
| 09-10 | | Doug Derraugh | 1968 | Arnprior, ON, CAN |
| 08-09 | | Mark Johnson | 1957 | Minneapolis, MN, USA |
| 07-08 | | Jim Fetter | 1967 | Kitchener, ON, CAN |
| 06-07 | | Mark Johnson | 1957 | Minneapolis, MN, USA |
| 05-06 | | Mark Johnson | 1957 | Minneapolis, MN, USA |
| 04-05 | | Mike Sisti | 1968 | Cheektowaga, NY, USA |
| 03-04 | | Laura Halldorson | 1963 | Plymouth, MN, USA |
| 02-03 | | Shannon Miller | 1963 | Melfort, SK, CAN |
| 01-02 | | Laura Halldorson | 1963 | Plymouth, MN, USA |
| 00-01 | | Paul Flanagan | 1956 | Canton, NY, USA |
| 99-00 | | Judy Oberting | 1969 | Hanover, NH, USA |
| 98-99 | | Katey Stone | 1966 | Watertown, CT, USA |
| 97-98 | | Laura Halldorson | 1963 | Plymouth, MN, USA |