Head master, headmaster or schoolmaster; master.
- John Melton
- William Waynflete
- To 1418 Thomas Romsey
- 1508-1517 Edward More
- John White, then Warden
- Christopher Johnson (physician)
- 1588-1595 John Harmar
- 1601-1613 Nicholas Love (Winchester) then Warden
- 1724-1766 John Burton
- Joseph Warton
- 1806-1809 William Stanley Goddard DNB
- 1810-1823 Henry Dison Gabell DNB
- 1835-1866 George Moberly
- 1867–1884 George Ridding
- Montagu Rendall
- 1901-1910 Hubert Murray Burge
- Alwyn Williams
- Walter Fraser Oakeshott
- Ralph Townsend