In Year 8, Medbury operates a Leadership Programme to further prepare boys for the next stage in their lives. Leaders from the community visit to talk to the boys during the year and each Year 8 boy at some time holds a position of leadership in the School. This is an important addition to the boys' development and self esteem.
| Head Boy | | Ollie Gordon |
| Head Boarder | | Jacob Carr |
| Deputy Head Boy | | Matt Bennett |
| Deputy Head Boy | | Will Gardiner |
| Head of Clyde House | | Oscar Abbott |
| Deputy Head of Clyde House | | George Bishop |
| Head of Creyke House | | Harrison Tapper |
| Deputy Head of Creyke House | | Tom Wilson |
| Head of Hamilton House | | Nitin Keswani |
| Deputy Head of Hamilton House | | Sam Coles |
| Head of Ilam House | | Will Glassey |
| Deputy Head of Ilam House | | George Ruepell |
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| Head of Sport | | Sam Scott |
| Head Chorister | | George Greig |
| Head of Music | | Seb Double |
| Head of Medbury Chorus | | Angus Maxwell |
| Head of Orchestra | | Andy Li |
| Head of Drama | | Hugo Bush |
| Deputy Head of Drama | | Alessio Barlozzi-Knothe |
| Head of Art | | Will Blakely |
| Head of Technology | | Hunter Douglas |
| Head of Science | | Benjamin Cuddihy |
| Head of Environment | | Dan Kenyan |
| Head of ICT | | Morgan Du |
| Head Librarian | | Sean Ma |
| Head of Peer Mediation | | Hwijon Kwon |
| Head of Chess | | Ryan Tian |
| Head of Road Patrol | | Archie Robinson |
| Co-Head of Kapa Haka | | Samuel Moggie |
| Co-Head of Kapa Haka | | Zac Hibbs |
| Head of Community Service | | Sam Leete |
| Head of Tennis | | Aaron Clancy |
| Head of Cricket | | Jack Percy |
| Head of Rugby | | George Wood |
| Head of Hockey | | Toby Meares |
| Head of Football | | Joe Osborne |
| Head of Basketball | | Max Inglis |
| Head of Water Polo | | Alexander Innes |
| Head of Cycling | | George Clark |
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