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[Image]: –
[Principal]: William Woodbridge
[Served]: 1783–1788
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[Principal]: Benjamin Abbot
[Served]: 1788–1838
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[Image]:
[Principal]: Gideon Lane Soule
[Served]: 1838–1873
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[Image]:
[Principal]: Albert Cornelius Perkins
[Served]: 1873–1883
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[Image]:
[Principal]: Walter Quincy Scott
[Served]: 1884–1889
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[Image]: –
[Principal]: Charles Everett Fish
[Served]: 1890–1895
(Principals) -
[Image]:
[Principal]: Harlan Page Amen
[Served]: 1895–1913
(Principals) -
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[Principal]: Lewis Perry
[Served]: 1914–1946
(Principals) -
[Image]: –
[Principal]: William Gurdon Saltonstall
[Served]: 1946–1963
(Principals) -
[Image]: –
[Principal]: William Ernest Gillespie (interim)
[Served]: 1963–1964
(Principals) -
[Image]: –
[Principal]: Richard Ward Day
[Served]: 1964–1973
(Principals) -
[Image]:
[Principal]: Stephen Guild Kurtz
[Served]: 1974–1987
(Principals) -
[Image]: –
[Principal]: Kendra Stearns O'Donnell
[Served]: 1987–1997
(Principals) -
[Image]: –
[Principal]: Tyler Chapman Tingley
[Served]: 1997–2009
(Principals) -
[Image]: –
[Principal]: Thomas Edward Hassan
[Served]: 2009–2015
(Principals) -
[Image]: –
[Principal]: Lisa MacFarlane
[Served]: 2015–2018
(Principals) -
[Image]: –
[Principal]: William Knox Rawson
[Served]: 2018–present
(Principals)
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