Before 1541 some names are recorded, but there is no continuity in the list:
1259 Master Robert
1292 Master Nicholas
1306 Robert of Maidstone
1310 John Everard
1321 Ralph of Waltham
1348 Walter
1360 Walter Haye
1374 John Bocton, replaced by John of Langham
1376 Robert Reynell
1421 John Syre
1437 John Colbroke
1443 John Westhill
1445 Richard Waterton
1464 John Gedney
1502 Richard Church
c1524 John Twyne
From 1541: Headmasters of the King’s School
The Cathedral Statutes of 1541 required the appointment of a Headmaster (‘Archididascalus) “learned in the Latin and Greek languages and of good character and pious life, endowed with the ability to teach, who will train up in piety and adorn with sound learning as well the fifty boys of our school, as all others resorting to the same for the purpose of learning grammar”.
1541 John Twyne
1561 Revd Anthony Rushe
1565 Revd William Absolom
1566 John Gresshop
1580 Revd Nicholas Goldsborough
1582 Revd William Arnold
1584 Anthony Shorte
1591 Roger Raven
1615 Revd John Ludd
1649 Edward Browne
1659 Henry Montague
1661 John Paris
1665 Revd George Lovejoy
1684 Richard Johnson
1689 Revd Thomas Atkins
1700 Revd David Jones
1713 Revd John Smith
1718 Revd George Smith
1721 Revd John Le Hunt
1731 Revd John Frances
1734 Revd Richard Monins
1747 Revd Robert Talbot
1750 Revd Osmund Beauvoir
1782 Revd John Tucker
1785 Revd Christopher Naylor
1816 Revd John Birt
1832 Revd George Wallace
1859 Revd John Mitchinson
1873 Revd George John Blore
1886 Revd Thomas Field
1897 Revd Arthur John Galpin
1910 Revd Charles Robert Loraine McDowall
1916 Algernon Latter
1927 Norman Pellew Birley
1935 Revd Frederick John Shirley
1962 Revd John Philip Peter Newell
1975 Revd Peter Pilkington
1986 Revd Anthony Charles Julian Phillips
1996 Revd Keith Howard Wilkinson
2008 Nicholas Clements
2011 Peter John Martin Roberts