Headmasters
- James Fowler (2006–Present)
- Richard Harman (2000–2006)
- Stephen Borthwick (1994–2000)
- Michael Higginbottom (1983–1994)
- Peter Boorman (1974–1983)
- Paul Griffin (1962–1974)
- Geoffrey Mason (1949–1961)
- George Riding (1933–1949)
- Harvey Beck (1920–1933)
- Alfred Cooke (1900–1920)
- John Kennedy (1877–1899)
- Alfred Leeman (1843–1876)
- Thomas Spyers (1836–1842)
- Richard Foster (1834–1836)
- Jonathan Wilkinson (1824–1833)
Prior to 1824, before the school was rebuilt, the Headmaster was known as the Master:
- Joseph Summersby (1823–1825)
- Methusalem Davies (1800–1823)
- John Griffin (1792–1799)
- Rice Hughes (1785–1792)
- Samuel White (1774–1785)
- Joseph Cantrell (1767–1774)
- William Ellis (1757–1767)
- Gilber Allenson (1738–1757)
- Allen Allenson (1714–1738)
- Francis Thompson (1703–1714)
- John Button (1703–1703)
- Randolph Nicoll (1678–1703)
- William Swayne (1673–1678)
- Andrew Campion (1663–1673)
- William Elliot (1653–1663)
- Jeremy Collier (1648–1653)
- Robert Cresswell (1643–1648)
- Christopher Smyth (1634–1643)
- Roland Greenwood (1623–1634)
- Thomas Neale (1598–1623)
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