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.
School Leaders for 2021
| Head Boy | Henry Murfitt |
| Deputy Head Boys | Charlie de Costobadie |
Oscar Stove | |
| Head Boarder | Sam Cook |
| Head of Sport | Jackson Grace |
| Head of Cricket | Archie Huston |
| Head of Tennis | Yul Kwon |
| Head of Rugby | Sam Cochrane |
| Head of Football | Luca Hawkesby |
| Head of Hockey | Loch Alexander |
| Head of Water Polo | Jackson Douglas |
| Head of Basketball | Jake Bennett |
| Head of Polo | Max Dormer |
| Head of Hamilton House | Otis Wheeler |
| Deputy Head of Hamilton House | Tom Gardiner |
| Head of Creyke House | Drew Edmundson |
| Deputy Head of Creyke House | Jack James |
| Head of Clyde House | Jack Howard |
| Deputy Head of Clyde House | Tate Aikawa |
| Head of Ilam House | Jack Wyllie |
| Deputy Head of Ilam House | Hugo Fairweather-Logie |
| Head of Music | Arthur Meares |
| Head Chorister | Paddy Newton |
| Deputy Head Chorister | Felix Thomas |
| Head of Medbury Chorus | Alexey Bazhak |
| Head of Orchestra | Ryan Zhang |
| Head of Art | Bill Li |
| Head of Chess | Finlay Benson |
| Head of Drama | Charlie Wood |
| Head of Environment | Seb Gray |
| Head of Kapa Haka | Sam Moffatt |
| Head Librarian | Robin Zhang |
| Head of Peer Mediation | Nikau Crosby |
| Head of Road Patrol | Cameron Hill |
| Head of Science | Ericsson Ye |
| Head of Technology | Ben Gorman |
| Head of I.C.T. | Cohnor Walsh |
| Head of Community Service | Nisal Pathirana |