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| Year | Name | Department |
|---|
| 1926 | Charles R. McCauley | Woburn |
| 1930 | Samuel McLeod | New Bedford |
| 1933 | Ernest H. Bishop | Quincy |
| 1934 | Edward J. Tighe | Revere |
| 1936 | Charles M. Finn | Chelsea |
| 1937 | Archie F. Bullock | Arlington |
| 1939 | Thomas J. Godley | Fitchburg |
| 1940 | Hector J. Pelletier | Cohasett |
| 1942 | William G. Heyd | Belmont |
| 1943 | James W. Tonra | Brookline |
| 1944 | John T. McDewell | Danvers |
| 1945 | John C. Harkins | Salem |
| 1946 | Cyrille LeBlanc | Gardner |
| 1947 | John T. Stuart | Saugus |
| 1948 | Michael E. Kelly | Clinton |
| 1949 | George H. Smith | Leominster |
| 1950 | John R. King | Cambridge |
| 1951 | John F. Flaherty | North Adams |
| 1952 | Robert E. Hildreth | Winchendon |
| 1953 | John J. Kirby | Chelsea |
| 1954 | Samuel H. Bradish | Marblehead |
| 1955 | George A. Royal | Williamstown |
| 1956 | Colin A.W. Gillis | Revere |
| 1957 | Thomas H. Calnan | Pittsfield |
| 1958 | Daniel A. Short | Hull |
| 1959 | Patrick H. Ryder | Lancaster |
| 1960 | Joseph V. McDonough | Salem |
| 1961 | W. Joseph Shea | Natick |
| 1962 | Kenneth F. Burns | Shrewsbury |
| 1963 | Thomas J. Maquire | Woburn |
| 1964 | William F. Kane | Scituate |
| 1965 | Jacob H. Perkio | Rockport |
| 1966 | J. Merritt Wenzel | Wakefield |
| 1967 | Malcom Donald | Westfield |
| 1968 | Thomas J. O’Brien | Somerville |
| 1969 | Joseph J. Derro | Winchester |
| 1970 | Paul L. Doherty | Capitol |
| 1971 | Thomas F. Galney | Lynnfield |
| 1972 | Joseph J. Zoito, Jr. | Williamstown |
| 1973 | Joseph B. O’Kane | Weymouth |
| 1974 | C. William Haggblom | Walpole |
| 1975 | Henry J. McNamara, Jr. | Grafton |
| 1976 | Henry F. Maiolini | Bourne |
| 1977 | Robert F. Jones | Newburyport |
| 1978 | Joseph R. Connell | Westford |
| 1979 | Gerald O’Connor | Westfield |
| 1980 | William J. Carlin | Swampscott |
| 1981 | William E. Warner | Middleboro |
| 1982 | John D. Coyle, Jr. | North Attleborough |
| 1983 | Charles F. Conley | Sutton |
| 1984 | John Arena | Natick |
| 1985 | John P. McHugh | Winchester |
| 1986 | Robert F. Johnson | Auburn |
| 1987 | Christ J. Bouras | Danvers |
| 1988 | Edward W. Marchand | Reading |
| 1989 | Ralph T. Lepore | Swansea |
| 1990 | Raymond P. McKeon | Chelmsford |
| 1991 | David L. Young | Stoughton |
| 1992 | Robert E.Carroll | Somerville |
| 1993 | Thomas O’Loughlin | Wellesley |
| 1994 | George J. DiBlasi | Norwood |
| 1995 | Robert G. Redfern | Easthampton |
| 1996 | Richard M. Stanley | North Andover |
| 1997 | Peter L. Carnes | Yarmouth |
| 1998 | Dennis J. Teehan | Dedham |
| 1999 | Peter F. Roddy | Leominster |
| 2000 | Richard A. Marchese | Longmeadow |
| 2001 | John A. Ford, Jr. | Bourne |
| 2002 | Robert D. Campbell | Agawam |
| 2003 | Edward M. Merrick, Jr. | Plainville |
| 2004 | Thomas E. Burke | West Springfield |
| 2005 | Paul H. Frazier | Braintree |
| 2006 | A. Wayne Sampson | Shrewsbury |
| 2007 | Arthur M. O’Neill | Mansfield |
| 2008 | Anthony J. Riello | Falmouth |
| 2009 | Terrence M. Cunningham | Wellesley |
| 2010 | Mary R. Lyons | Mattapoisett |
| 2011 | Mark K. Leahy | Northborough |
| 2012 | Joseph J. Rebello | Kingston |
| 2013 | James G. Hicks | Natick |
| 2014 | Erik G. Blake | Oak Bluffs |
| 2015 | Douglas W. Mellis | East Longmeadow |
| 2016 | William G. Brooks, III | Norwood |
| 2017 | James A. DiGianvittorio | Middleton |
| 2018 | Steven J. Wojnar | Dudley |
| 2019 | Russell M. Stevens | Hamilton |
| 2020 | Jeff W. Farnsworth | Hampden |
| 2021 | Edward A. Dunne | Falmouth |
| 2022 | Michael J. Bradley, Jr. | Upton |
| 2023 | Thomas W. Fowler | Salisbury |
| 2024 | Eric P. Gillis | Agawam |
| 2025 | Christopher D. Delmonte | Bridgewater |
