Saybrook College Masters (now Head of College)
| 1933-1946 | Elliott Dunlap Smith | |
| 1944-1945 | Sydney Knox Mitchell | acting |
| 1945-1946 | Everett Victor Meeks | acting |
| 1946-1975 | Basil Duke Henning | |
| 1955-1956 | William H. Dunham, Jr | acting |
| 1963-1964 | Ethelbert T. Donaldson | acting |
| 1967-1968 | Elting Elmore Morison | acting |
| 1970-1971 | Charles Ralph Boxer | acting |
| 1975-1985 | Elisha Atkins | |
| 1978-1979 | Louis Lohr Martz | acting |
| 1985-1990 | Ann Ameling | |
| 1990-1996 | James Thomas | |
| 1996-1998 | Antonio Lasaga | |
| 1998-1999 | Harry Adams | acting |
| 1999-2008 | Mary E. Miller | |
| 2008-2009 | Edward Kamens | acting |
| 2009-2015 | Paul Hudak | |
| 2015- present | Thomas J. Near* |
*First named Head of College to replace Master title, April 27th, 2016
Saybrook College Deans
| 1963-1964 | Thomas Adams Noble | |
| 1964-1968 | James King Folsom | |
| 1966-1967 | Martin Ignatius J. Griffin, Jr. | acting |
| 1968-1971 | Martin Ignatius J. Griffin, Jr. | |
| 1971-1972 | J. Mintz | |
| 1972-1978 | C. Duncan Rice | |
| 1978-1980 | Susan I. Rice | |
| 1980-1985 | Thomas Peter Gariepy | |
| 1985-1993 | Norman C. Keul | |
| 1993-1997 | James R. Van de Velde | |
| 1997-2003 | Paul S. McKinley | |
| 2003-2005 | Lisa Collins | |
| 2005- 2012 | Paul S. McKinley | |
| 2012-2018 | Christine Muller | |
| 2018-2023 | Ferentz Lafargue | |
| 2023-present | Adam Haliburton |