| 1958 George Cashman | 1959 George Chase | 1960 George Lawler Jr | ||
| 1961 William Macintosch | 1962 Todd Woodworth | 1963 Ralph Ayers | ||
| 1964 Alber Zabriskie | 1965 George Lawler Jr | 1966 Robert Binette | ||
| 1967 E Peter Murphy | 1968 Norman Doyal | 1969 Burton Noyes | ||
| 1970 William King | 1971 Arthur Chesmore | 1972 David Murray | ||
| 1973 Donald Nolan | 1974 Daniel Appleton | 1975 J. Norman Jutras | ||
| 1976 John Bradshaw | 1977 Preston Shaw | 1978 Robin Blair | ||
| 1979 Stephen Lyons | 1980 Melba Davis | 1981 Michael Roy | ||
| 1982 C. Bruce Brown | 1983 Eugene Cammett | 1984 Paul Lunt | ||
| 1985 Henry Farmer | 1986 Richard Eaton | 1987 Geoge Lawrence | ||
| 1988 Geoge Yeo | 1989 Geraldine Dorr | 1990 C. Michael Bamford | ||
| 1991 Janet Richie | 1992 Lucien Lacroix | 1993 Cyntha Ward | ||
| 1994 Thomas Tomasik | 1995 Judy Lacroix | 1996 Dennis Palazzo | ||
| 1997 Helen Teirney | 1998 Kathleen Latawiec | 1999 Thomas O’Hearn | ||
| 2000 Jason Lacroix | 2001 Alan Mozier | 2002 Diane Drinan | ||
| 2003 Shirley Lattime | 2004 Kathleen Heywood | 2005 Linda Fonseca | ||
| 2006 John Altson | 2007 Lacroix Family | 2008 Frank Cousins Jr | ||
| 2009 Kathleen Bailey | 2010 Donald Walters | 2011 Cheryl Munick | ||
| 2012 David Chretien | 2013 Tammy Jennings | 2014 Michael Volpone | ||
| 2015 Jennifer Lacroix | 2016 Paul Swindlehurst | 2017 Robin Johnson | ||
| 2018 Maureen Ryan | 2019 Jennifer Duggan | 2020 – Covid Board Run | ||
| 2021 Jill Ramsdell | 2022 Paul Bushey | 2023 – Jenn & Jay Lacroix | ||
| 2024 Alysha Robitaille |