| October 1887 - January 1893 | George Harvey | Headmaster |
| March 1893 - March 1894 | Ozias Dodge | Headmaster |
| Fall 1894 - Spring 1895 | C. Waterbury | Headmaster |
| September 1895 - June 1898 | K. Evans | Principal |
| July 1898 - January 1910 | Henry M. Rosenberg | Principal |
| February 1910 - May 1912 | Lewis Smith | Principal |
| August 1912 - Spring 1916 | George Chavignaud | Principal |
| Fall 1916 - Spring 1919 | Arthur Lismer | Principal |
| October 1919 - May 1943 | Elizabeth Styring Nutt | Principal |
| 1943 - 1945 | E. Florence Blackwood | Head |
| 1945 - 1970 | Donald Cameron MacKay | Principal |
| 1967 - 1990 | Garry Neill Kennedy | President |
| July 1, 1990 - Sept. 30,
1994 | Ian Christie Clark | President |
| Oct. 1, 1994 - Dec. 31, 1994 | Deborah McLean | Interim President |
| Jan. 1, 1995 - Jan. 30, 1998 | Alice Mansell | President |
| Feb. 1, 1998 - Dec. 31, 2000 | Ron Hobbs | Interim President |
| Jan. 1, 2001 - March 30, 2006 | Dr. Paul Greenhalgh | President |
| Apr. 1, 2006 - Aug. 25, 2006 | Linda Hutchison | Interim President |
| Aug. 28, 2006 - present | Professor David B. Smith | President |