| Year | Name | Club | Cabinet Secretary Treasurer |
| 2018 - 2019 | Debbie Hayes | Millis | Donna Merrick, Plainville |
| 2017-2018 | Margaret M. Menard | Hyde Park | Peg Needre, Randolph |
| 2016-2017 | Andrew M. Porter | Holliston | Ivette Mesmar, Stow |
| 2015-2016 | William Donnellan | Weymouth | Victor Ng, Boston Chinatown |
| 2014-2015 | Patricia Kalicki | Medway | Donna Muller, Quincy |
| 2013-2014 | Paul Calnan | Norfolk | Louise Kirkpatrick, Holliston |
| 2012-2013 | Thomas Kerr | Medfield | Donna Merrick, Plainville |
| 2011-2012 | Matthew Richardson | Boston Host | Peggy Cahill, Randolph |
| 2010-2011 | Joyce Hogan | Quincy | Tom Kerr, Medfield |
| 2009-2010 | Edward Merrick* | Plainville | Matthew Richardson, Boston Host |
| 2008-2009 | Richard V. Bonetti | Stow | Deb Hastings, Natick |
| 2007-2008 | Anthony Minucci | Ashland | Joyce Hogan, Quincy |
| 2006-2007 | Rita G. Pierce | Hopkinton | Dick Bonetti, Stow |
| 2005-2006 | Doreen Martel | Franklin | Tony Minucci, Ashland |
| 2004-2005 | Dr. James R. Roth | Belmont | Tom Merritt, Holliston |
| 2003-2004 | John C. Burke, Jr. | Canton | Barbara Toosley, Plainville |
| 2002-2003 | Charles R. Menard | Hyde Park | Doreen Martel, Franklin |
| 2001-2002 | Elizabeth A. Purvis | Medfield | Dick Stein, Canton |
| 2000-2001 | Robert W. Wyler* | Wrentham | Jim Roth, Belmont |
| 1999-2000 | Richard E. Silviera | Plainville | John Burke, Canton |
| 1998-1999 | Dr. William J. Carrabis | Westwood | Bette Purvis, Medfield |
| 1997-1998 | Henry T. Tamagno | Holliston | Paul McKechnie, Medfield |
| 1996-1997 | David J. Murphy* | Walpole | Robert Wyler, Wrentham |
| 1995-1996 | Foster Grant Jr.* | Medway | Dick Silviera, Plainville |
| 1994-1995 | Paul Viano, Jr. | Medfield | Doc Carrabis, Westwood |
| 1993-1994 | Dr. Dorman Picklesimer | Millis | Hank Tamagno, Holliston |
| 1992-1993 | Donald J. Martin | Blackstone | Dave Sistrand, Ashland |
| 1991-1992 | Robert M. Hayes | Malden | Foster Grant, Medway |
| 1990-1991 | Robert H. Garrity | Arlington | George Shannon, Needham |
| 1989-1990 | John F. Capavella | Braintree | William Rosa, Braintree |
| 1988-1989 | Frank N. Pelleteri* | Norfolk | Don Martin, Blackstone |
| 1987-1988 | Richard E. Dunn* | Medford | Robert M. Hayes, Malden |
| 1986-1987 | Almon H. Bridges* | Boston Parkway | Robert Beeton, Boston Parkway |
| 1985-1986 | Richard C. Lindelof* | Stoughton | John Capevella, Braintree |
| 1984-1985 | Robert E. Loew* | Plainville | Dick Lindelof, Stoughton |
| 1983-1984 | Cornelius J. Mahoney | Norwood | Mel Hohlman, Norwood |
| 1982-1983 | George R. Neilsen* | Marlboro | Richard Patenaude, |
| 1981-1982 | William R. Schoelkopf* | Millis | Bob Loew, Plainville |
| 1980-1981 | Erling A. Hanson | Boston-Parkway | Al Bridges, Boston Parkway |
| 1979-1980 | George V. Flemming* | Waltham | William R. Schoelkopf*, Millis |
| 1978-1979 | Dr. Thomas A. Couch* | Norwood | Connie Mahoney, Norwood |
| 1977-1978 | Ralph W. Kenty* | Malden | Ralph Greer, Malden |
| 1976-1977 | John J. Roscoe* | Dedham | |
| 1975-1976 | Robert S. Winthrop* | Needham | |
| 1974-1975 | William Wyskocozka* | Waltham | |
| 1973-1974 | Robert McKay* | Medford | |
| 1972-1973 | Lester M. Blumenthal* | Dedham | John Roscoe, Dedham |
| 1971-1972 | Arthur C. Metzger* | Sudbury-Wayland | |
| 1970-1971 | Woodrow W. Brown* | Wrentham | Samuel Carchidi, Wrentham |
| 1969-1970 | Herbert L. Jackson* | Malden | Donald Brunell, Malden |
| 1968-1969 | Robert W. Mitchell | Dedham | J. Thomas Gavin, Dedham |
| 1967-1968 | Kenneth H. Rooney* | Holliston | |
| 1966-1967 | James N. Jimoulis* | Randolph | |
| 1965-1966 | Edward F. Barrett Jr. | Medfield | |
| 1964-1965 | Edmond E. Gentes* | Bellingham | |
| 1963-1964 | Cedric M. Thompson* | Medford | |
| 1962-1963 | Frederick R. Valentine* | Norwood | |
| 1961-1962 | Iver H. Lawson* | Belmont | |
| 1960-1961 | Paul F. Saint* | Needham | |
| 1959-1960 | Edward O. Marshall* | Boston-Host | |
| 1958-1959 | James V. Damato* | Wrentham | |
| 1957-1958 | Hubert C. Eaton* | Westwood | |
| 1956-1957 | Stephen A. Kidder* | Medford | |
| 1955-1956 | Daniel T. Malone* | Plainville | |
| 1954-1955 | Arthur W. Gillis* | Quincy | |
| 1953-1954 | John W. Smith* | Malden | |
| 1952-1953 | Paul H. Young* | Braintree | |
| 1951-1952 | Thomas H. Fitzpatrick* | Medford | |
| 1950-1951 | Harry Hartford* | Boston-Host | |
| 1949-1950 | Louis A. George* | Quincy | |
| 1948-1949 | James Goddard* | Somerville | |
| 1947-1948 | Fred P. Smyth* | Boston-Host | |
| 1946-1947 | Joseph Vinciqueri* | Lawrence, MA | |
| 1945-1946 | George F. Campbell, Jr.* | Wrentham | |
| 1944-1945 | Hubert D. Dale* | Marblehead, MA | |
| 1943-1944 | Grenville R. Rausch* | Arlington, MA | |
| 1942-1943 | Rev. Clayton W. Carvell* | N Andover, MA | |
| 1941-1942 | Ralph H. Estey* | Somerville | |
| 1940-1941 | Robert E. Turner* | Reading, MA | |
| 1939-1940 | Joseph Sliney* | Somerville | |
| 1938-1939 | Holger C. Peterson* | Burlington, VT | |
| 1937-1938 | Dr. F. Clayton Walker* | Somerville | |
| * Deceased |