Under the provisions of Standing Regulation No. 46, Simon Greenleaf Medals have been presented to the following:
That subject to the limitations herein after stated, the Simon Greenleaf Medal for unusual contribution to Masonry, shall be awarded by the Grand Master, in his discretion, to Freemasons who have contributed their time, thought and services to Masonry beyond the usual line of duty, which contributions have rendered them worthy to receive this Medal; provided however, that not more than two such Medals be awarded to Masons during any Masonic year hereafter, and Provided further, that no elected Grand Lodge Officer or elected Past Grand Lodge Officer shall be eligible to receive the Medal
- May 1, 1956 Frederick C. Davis, by Paul L. Powers
- May 1, 1956 M. Gerry Plummer, by Paul L. Powers
- May 7, 1957 Henry Doherty, by Aubrey L. Burbank
- May 8, 1957 Elmer S. Doe, by Aubrey L. Burbank
- May 6, 1958 Rev. Percy G. Cotton, by Aubrey L. Burbank
- May 6, 1958 Herschel P. Boynton, by Aubrey L. Burbank
- May 3, 1960 Horace M. Budd by John M. Littlefield
- May 4, 1960 Harold L. Chute, by John M. Littlefield
- May 2, 1961 Peter K. Constantine, by Leon M. Sanborn
- May 3, 1961 Milton M. McGorrill, by Leon M. Sanborn
- May 4, 1961 George P. Jackson by Leon M. Sanborn
- May 1, 1962 Raymond H. Clark by Leon M. Sanborn
- May 7, 1963 Harold S. Baker, by Raymond M. Rideout, Sr.
- May 8, 1963 Aubrey H. Chase, by Raymond M. Rideout, Sr.
- May 5, 1964 Harlan E. Irish, by Raymond M. Rideout, Sr.
- May 5, 1964 Donald S. Higgins, by Raymond M. Rideout, Sr
- May 4, 1965 Elmer J. Russell, by Wallace H. Campbell
- May 5, 1965 Robert S. Gass, by Wallace H. Campbell
- May 3, 1966 John H. Reed, by Wallace H. Campbell
- May 3, 1966 Norman J. Mee, by Wallace H. Campbell
- May 2, 1967 James H. Doyle, by M. Donald Gardner
- May 7, 1968 Roger L. Matthews, by M. Donald Gardner
- May 7, 1968 Roger P. Snelling, by M. Donald Gardner
- Oct. 28, 1968 Maurice J. Dionne, by Harold L. Chute
- May 6, 1969 John S. Turner, by Harold L. Chute
- May 5, 1970 Clarence L. Todd, by Harold L. Chute
- May 6, 1970 Raymond W. Rand, by Harold L. Chute
- May 5, 1971 Newell S. Perry, by Roger I. White
- May 6, 1971 Malcolm H. Brewer, by Roger I. White
- May 2, 1972 Alfred M. Squires, by Roger I. White
- May 2, 1972 Roscoe A. Apgar, by Roger I. White
- May 1, 1973 Sidney Lerman, by Charles R. Glassmire
- May 1, 1973 Ernest H. Curtis, by Charles R. Glassmire
- May 6, 1974 Oscar M. Hartford, by Charles R. Glassmire
- May 6, 1974 Stewart M. L. Pollard, by Charles R. Glassmire
- May 6, 1975 Adelbert A. Carter, by George E. Pushard
- May 4, 1976 Wilbur F. Loveitt, by George E. Pushard
- May 3, 1977 Norman B. Swett, by Donald S. Smith
- May 3, 1977 Edwin V. George, by Donald S. Smith
- May 2, 1978 Rodney A. Pearl, by Donald S. Smith
- May 3, 1978 Royce G. Wheeler, by Donald S. Smith
- May 1, 1979 Franklin G. Hinckley, by Roger P. Snelling
- May 1, 1979 Walter A. Macdougall, by Roger P. Snelling
- May 6, 1980 Haven F. McCrillis, by Roger P. Snelling
- May 6, 1980 Reginald W. Wing, by Roger P. Snelling
- Nov. 22, 1980 Louis E. Peters, by Harlan F. Small
- May 5, 1981 Mason D. Shaw, by Harlan F. Small
- May 4, 1982 Clayton E. Smith, by Harlan F. Small
- May 4, 1982 Miles Brookes, by Harlan F. Small
- May 3, 1983 Charles S. Brown, by C. Ross Buzzell
- May 3, 1983 N. James Coolong, by C. Ross Buzzell
- May 1, 1984 Florian L. Clark, by C. Ross Buzzell
- May 1, 1984 Leslie E. Buzzell, by C. Ross Buzzell
- May 7, 1985 Maurice H. Hutchings, by Peter C. Schmidt
- May 7, 1985 Richard Files, by Peter C. Schmidt
- Apr. 30, 1986 Edward A. Moulton, by Peter C. Schmidt
- May 6, 1986 Roger B. Lincoln, by Peter C. Schmidt
- May 5, 1987 Richard B. Olfene, by Ernest H. Curtis
- May 6, 1987 George P. Pulkkinen, by Ernest H. Curtis
- May 3, 1988 Donald A. Wilder, by Ernest H. Curtis
- May 3, 1988 Arthur M. Griffiths, by Ernest H. Curtis
- May 1, 1990 Robert W. Philbrook, by John E. Anagnostis
- May 1, 1990 Robert L. Witham, by John E. Anagnostis
- May 26, 1990 Gordon L. Evans, by Robert V. Damon
- May 8, 1991 H. Frederic Cheney, by Robert V. Damon
- May 5, 1992 Harry N. Kearney, by Robert V. Damon
- May 5, 1992 Wayne T. Adams, by Robert V. Damon
- May 3, 1993 David C. Fairbairn by George P. Pulkkinen
- May 5, 1993 H. Donald James by George P. Pulkkinen
- May 3, 1994 Colwyn F. Haskell by George P. Pulkkinen
- May 3, 1994 Brian A. Paradis by George P. Pulkkinen
- May 2, 1995 James E. Dufresne by Harland S. Hitchings
- May 3, 1995 Wallace M. Gage by Harland S. Hitchings
- May 7, 1996 Raymond J. McLellan by Harland S. Hitchings
- May 8, 1996 John R. Zaiser, Sr., by Harland S. Hitchings
- May 6, 1997 Robert A. Waugh, by Walter M. Macdougall
- May 6, 1997 Harold W. Crocker, by Walter M. Macdougall
- May 5, 1998 David E. Wigley, by Walter M. Macdougall
- May 5, 1998 Richard E. Lerette, by Walter M. Macdougall
- May 4, 1999 William H. Stretton, by Brian A. Paradis
- May 4, 1999 Gilbert P. Prevost, Sr., by Brian A. Paradis
- May 2, 2000 Frederic B. Campbell by Brian A. Paradis
- May 2, 2000 Alan R. Heath by Brian A. Paradis
- May 12, 2001 David A. Walker by Wayne T. Adams
- May 12, 2001 Walter E. Kyllonen by Wayne T. Adams
- May 11, 2002 John A. Lagerquist by Wayne T. Adams
- May 11, 2002 Claire V. Tusch by Wayne T. Adams
- May 9, 2003 Robert N. Walker by Charles E. Ridlon
- May 9, 2003 Hollis G. Dixon by Charles E. Ridlon
- May 4, 2004 Harold E. McKenney, Jr. by Charles E. Ridlon
- May 4, 2004 Bradford D. Blake by Charles E. Ridlon
- May 6, 2005 Randall S. Burleigh by Claire V. Tusch
- May 6, 2005 Wendall T. Graham by Claire V. Tusch
- May 1, 2006 A. James Ross by Claire V. Tusch
- May 1, 2006 Stephen E. Nichols by Claire V. Tusch
- May 2, 2007 Leslie M. Gray by Gerald S. Leighton
- May 2, 2007 Thomas A. Heath by Gerald S. Leighton
- May 6, 2008 Frank M. Theriault, Jr. by Gerald S. Leighton
- May 7, 2008 Robert A. Hoyt by Gerald S. Leighton
- May 5, 2009 Cecil H. Annis, Jr. by Robert R. Landry
- May 5, 2009 Kenneth L. Richardson by Robert R. Landry
- May 4, 2010 David J. Billings by Robert R. Landry
- May 4. 2010 Michael I. Theriault by Robert R. Landry
- May 5, 2010 Mahlon C. Harvey by W. Louis Greenier, II
- May 3, 2011 Robert G. W. Lobley by W. Louis Greenier, II
- May 1, 2012 Milton F. Smith by W. Louis Greenier, II
- May 1, 2012 Lester F. Smith by W. Louis Greenier, II
- May 7, 2013 Jeffrey W. Sukeforth by A. James Ross
- May 7, 2013 R. Timothy Martel by A. James Ross
- May 6, 2014 Richard Bergeron by A. James Ross
- May 6, 2014 Ryan Paradis by A. James Ross
- May 5, 2015 Brian S. Messing by David A. Walker
- June 24, 2015 John E. Lord by David A. Walker
- May 3, 2016 Brian A. Ingalls by David A. Walker
- May 3, 2016 David W. Eaton by David A. Walker
- May 2, 2017 Gordon L. Kimball Jr. by Thomas E. Pulkkinen
- May 2, 2017 Seth E. Silverton by Thomas E. Pulkkinen
- May 1, 2018 Clifford L. Boaz Sr. by Thomas E. Pulkkinen
- May 1, 2018 Stephen M. Betters by Thomas E. Pulkkinen
- May 4, 2019 Merle C. Googins by Mark E. Rustin
- May 4, 2019 Thomas B. Dube Sr. by Mark E. Rustin
- May 5, 2020 Elwood P. Doran by Mark E. Rustin
- May 5, 2020 Wendell Olmsted by Mark E. Rustin
- May 4, 2021 Neal R. Haines by Richard M. Nadeau
- May 3, 2022 Jeremy M. Edwards by Richard M. Nadeau