Principals and Headmasters
- Rev. Arthur Macleane (1846)
- Rev. Henry Cotterill (1851), subsequently Bishop of Grahamstown and Edinburgh
- Rev. Dr. John Griffith (1856)
- Rev. Dr. Charles Bigg (1871), subsequently Regius Professor of Ecclesiastical History, Oxford
- Rev. Thomas Hayes Belcher (1881)
- Rev. Robert Halley Chambers (1892), formerly Principal of Victoria College, Jersey, subsequently Head Master of Christ College, Brecon
- Rev. Arthur Titherington (1895)
- Rev. Canon William Dawson (1906), formerly Headmaster of Corby Grammar School and The King's School, Grantham
- Rev. Arthur Belcher (1933), a pupil 1886-95, son of Rev. Thomas Hayes Belcher
- Christopher Fairfax Scott (1937), formerly Headmaster of Monmouth School 1928-37
- Walter Hett (1939)
- Arthur Stuart-Clark (1944), formerly Headmaster of Steyning Grammar School
- Roland Lester (1950) (acting)
- William Stewart MC (1950), subsequently Master of Haileybury and Imperial Service College
- Henry Christie (1963), subsequently Warden of St Edward's School, Oxford
- William Blackshaw (1971)
- John Leach (1987)
- Dr. Anthony Seldon (1997), subsequently Master of Wellington College
- Simon Smith (2005) (acting)
- Richard Cairns (2006)
The title of principal was changed to headmaster in December 1885. The requirement for the headmaster to be an ordained priest of the Church of England was removed in 1909.
Note: Simon Smith returned to his position as Second Master after Richard Cairns took leadership in 2006.
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