Pleon Commodores
| 2016 | Benjamin Pitman |
| 2014-15 | Renee Torrie |
| 2013 | Aidan Kennedy |
| 2011-12 | Kyle Heffrin |
| 2009-10 | Grace Quigley |
| 2007-08 | Ryan Carney |
| 2005-06 | Nat Taylor |
| 2003-04 | Seamus B. Kraft |
| 2001-02 | Jennifer Doyle |
| 2000 | Jessica Clayton |
| 1999 | Matt Hooks |
| 1997-98 | Lisa Keith |
| 1995-96 | Tyler Doyle |
| 1994 | Ramsey Key |
| 1993 | Chris Gilman |
| 1991-92 | Frederick Bush, III |
| 1989-90 | Heather Cressy |
| 1988 | Charlie Pendleton |
| 1986-87 | Ward Blodgett |
| 1985 | Andy Page |
| 1983-84 | Tommy Tompkins |
| 1982 | John Hamilton |
| 1981 | Jonathan Smith |
| 1980 | Andy Stephenson |
| 1979 | Richard S. Robie, III |
| 1978 | Suzanne L. Connolly |
| 1977 | Don Quill |
| 1976 | Mark O'Connor |
| 1975 | Bill Kaull, Jr. |
| 1974 | Albert Tierney |
| 1973 | Evan Nystedt |
| 1972 | Jim Dreary |
| 1971 | Peter Warren |
| 1970 | Robert N. Shapiro |
| 1969 | Steven D. Hill |
| 1968 | Richard T. Doyle |
| 1966-67 | John A. Curtin, Jr. |
| 1965 | David A. Curtis |
| 1964 | Alan W. Bell |
| 1963 | William L. Pevear |
| 1962 | Nicholas V.H. Kip |
| 1961 | Philip E. Miller |
| 1960 | Jonathan Wales |
| 1959 | Stephen Newhall |
| 1958 | B. Devereaux Barker, III |
| 1957 | Stedman B. Amory |
| 1956 | John W. Adams |
| 1955 | George H. Stephenson |
| 1954 | Stephen M. Smithwick |
| 1953 | missing record |
| 1952 | Albert C. Parker |
| 1951 | Donald W. Blodgett |
| 1949-50 | Joseph S.W. Parker |
| 1948 | Bradford Marvin |
| 1944-47 | John H. Blodgett, Jr. |
| 1942-43 | George D. O'Day |
| 1941 | George C. Shepard |
| 1940 | Stephen Connolly, III |
| 1939 | David O. Ives |
| 1938 | Eric Shepard |
| 1937 | Peter Langmaid |
| 1936 | George R. Poor |
| 1935 | Robert S. Weeks, Jr. |
| 1934 | Frank S. Deland, Jr. |
| 1932-33 | William G. Barker, II |
| 1931 | William H. Rothwell, II |
| 1930 | Hamilton Brown |
| 1929 | Henry A. Morss, Jr. |
| 1928 | Hamilton Tough |
| 1926-27 | Lawrence F. Percival |
| 1920-25 | Richard S. Thayer |
| 1919 | David C. Percival |
| 1917-18 | missing record |
| 1914-16 | Edward W. Booth |
| 1912-13 | William V. Fawcett |
| 1909-11 | Francis H. Parker |
| 1905-08 | Ashley D. Adams |
| 1903-04 | missing record |
| 1892-1902 | Arthur Goodwin Wood |
| 1890-91 | William I. Palmer |
| 1887-89 | Arthur Goodwin Wood |
Vice Commodores
2016 Nate Tedford
2015 Rachel Foster
2014 Bryce Andreasen
2013 Julia Reiley
2012 Will Hundahl
2011 Tyler Sheppard
2010 Dan Carney
2009 Taylor Maag
2008 Grace Quigley
2007 Remmy Myers
2005-06 Max Junda
2004 Leland McManus
2003 Matt Maguire
2001-02 Seamus B. Kraft
2000 Eliza Ryan
1999 Page Connolly
1998 Matthew Hooks
1997 Cristin Sager
1996 Lisa Keith
1995 Ben Blaisdell
1994 Lindsay Knight
1991 Ian McLaughlin
1990 Bonnie Eissner
1989 Jennifer Coolidge
1988 Heather Cressy
1987 Buster Pike
1986 Sean Lean
1985 Ward Blodgett
1983-84 Andy Page
1982 Tommy Tompkins
1981 John Hamilton
1980 Jonathan Smith
1979 Richard S. Robie, III
1978 J. Tobias Reiley
1977 Suzanne Connolly
1976 Don Quill
1975 Peter McManus
1974 William S. Kaull
1973 Albert G. Tierney, III
1971-72 Evan Nystedt
1970 Peter G. Warren
1969 Robert N. Shapiro
1968 Douglas Jones
1967 Richard T. Doyle
1966 Jonathan G. Curtis
1965 John A. Curtin, Jr.
1964 Stephen Dexter
1963 Alan W. Bell
1962 Mark W. Kellogg
1961 Frederick W. Wakelin, Jr.
1960 Geoffrey Mason
1959 Thomas D. Welch
1958 Stephen Newhall
1957 Joseph Batchelder
1956 David Dearborn
1955 John W. Adams
1954 George H. Stephenson
1953 Stephen M. Smithwick
1952 John B. Newhall
1951 Albert C. Parker
1949-50 Joseph S.W. Parker
1948 Bradford Marvin
1947 William Loring, Jr.
1945-46 John Marvin
1944 Robert Scully
1943 Frank Scully, Jr.
1942 Sally Smith
1941 George D. O’Day
1940 Caleb Loring, Jr.
1939 Stephen J. Connolly, III
1938 David O. Ives
1937 Frederick J. Shepard, III
1936 Peter Langmaid
1935 George R. Poor
1934 Robert S. Weeks, Jr.
1933 F. Stanton Deland, Jr.
1931 W. Garder Barker, II
1929-30 Stanley O. Forbes, Jr.
1928 Henry A. Morss, Jr.
1926-27 Harry B. Thayer, Jr.
1924-25 Lawrence F. Percival, Jr.
1921-23 Leonard M. Fowle, Jr.
1920 Lloyd Upton
1919 Richard S. Thayer
1914-16 Carl Hiller
1912-13 Edward Booth
1910-11 William V. Fawcett
1905-09 Francis H. Parker
1891 Charles S. Street
1890 Stephen W. Sleeper
1889 William O. Taylor
1887-88 H.W. Perry