Headmasters
| The Revd J. H. Smith | 1882–1902 |
| Herbert B. Baker | 1902–1903 |
| Francis Collins | 1903–1920 |
| Ralph B. Henderson | 1920–1940 |
| C. R. Allison | 1940–1945 |
| S. R. Hudson | 1945–1963 |
| Charles W Lloyd | 1963–1966 |
| John Lewis Fanner | 1967–1975 |
| Derek A. Fenner | 1976–1992 |
| Dr. Colin H. R. Niven | 1992–2002 |
| Dr. Colin Diggory | 2002–2010 |
| Dr. Gary Savage | 2010- |
Read more about this topic: Alleyn's School