| YEAR | GRAND COMMANDER | COMMANDERY | YEAR | GRAND COMMANDER | COMMANDERY |
| 1970-71 | Elmer Hall Palmer | St. John’s 1 | 2010-11 | Theodore Wesley Bitomski | Haverhill 14 |
| 1980-81 | Richard Stanley Sleeper | Jerusalem 19 | 2011-12 | David Endicot Potter | Haverhill 14 |
| 1988-89 | Robert James Allen | Calvary 13 | 2011-12 | Clark Baldwin Loth (H) | St. Bernard 12 |
| 1994-95 | Bruce Kingsley Pratt | Bay State 38 | 2012-13 | Vincent Joseph Faraci | Milford 11 |
| 1995-96 | Edwin Earl Fielder | St. John’s 1 | 2013-14 | Hirum Albert Jamiel, II | Calvary 13 |
| 1996-97 | Jeffrey Hayard Adams | Haverhill 14 | 2014-15 | Richard William Seychew | Cape Cod 54 |
| 1999-00 | John Charles Sutterley | South Shore 31 | 2015-16 | Andrew Christos Maninos | Beauseant-Palestine 10 |
| 2000-01 | Charles Rogers Austin | Winslow Lewis 18 | 2015-16 | Robert Alton Goewey, III (H) | Northampton 30 |
| 2001-02 | Ronald Edwards Wolf | Northampton 30 | 2016-17 | Kenneth George Sallale | Boston 2 |
| 2002-03 | Duncan Cameron Watson | Calvary 13 | 2017-18 | Glenn Melvin Cunningham | Bays State 38 |
| 2003-04 | William Ernest Eltzroth | Milford 11 | 2017-18 | Richard Glenn Bernheart (H) | Milford 11 |
| 2003-04 | Leland Francis Ross, Jr. (H) | Milford 11 | 2017-18 | Richaed Will VanDoren (H) | Boston 2 |
| 2008-09 | Eugene Anthony Capobianco | Boston 2 | 2018-19 | Mark Watson Kay | Holy Sepulchre 8 |
| 2008-09 | Ioanis Dominic Kakolyris (H) | Boston 2 | 2019-20 | George L. Herbolsheimer, IV | Boston 2 |
| 2009-10 | Thomas Robert Dawson | Berkshire 22 | | | |
