The school presents two Headteacher Awards each year.
The Headmaster’s Cup is a prestigious prize presented to the senior student who has demonstrated a substantial contribution during his time at the school. It is chosen by the Headteacher and presented at the Senior Awards Evening.
Since 2014, the school has presented the Headteacher’s Cup. This trophy is specifically for students in Years 7-9 that have shown outstanding attainment and progress during their first three years in the school. The full list is below.
| Year | Headteacher’s Cup (Junior) | Headmaster’s Cup (Senior) |
|---|---|---|
| 2001-02 | Not awarded | |
| 2002-03 | Not awarded | |
| 2003-04 | Not awarded | |
| 2004-05 | Not awarded | |
| 2005-06 | Not awarded | Darren West |
| 2006-07 | Not awarded | Darren West |
| 2007-08 | Not awarded | Kivraj Sabarwal |
| 2008-09 | Not awarded | Michael Kettle |
| 2009-10 | Not awarded | |
| 2010-11 | Not awarded | |
| 2011-12 | Not awarded | Charles Greaves |
| 2012-13 | Not awarded | Dejan Butler |
| 2013-14 | Harry Stenholm | Max Mills |
| 2014-15 | Tom Keenan | Josh Norris |
| 2015-16 | John Alvaran | Louis Kelly |
| 2016-17 | Lars-Leander Volle | Maxwell Omondi |
| 2017-18 | Ben Rawsthorne | Gheorghe Rotaru |
| 2018-19 | Matthew Nunan | Daniel Ashton |
| 2019-20 | Oliver Hone | Diallo Williams |
| 2020-21 | Kaname Asaki | Morgan Lawrence |
| 2021-22 | To be awarded December 2022 | Max Manson |