Many generations of students from the local community and beyond have passed through this school. Among these have emerged prominent citizens, outstanding in a range of endeavours, including Max Metzker in sport, Henri Szeps in the theatre and George Souris in politics.
Sportsmen
The school is proud to recognise the achievements of the following Old Boys:
- Max Metzker - Olympic Swimmer
- Alan Turner - Test Cricketer
- Bob Outterside - Wallaby
- Terry Reid - Wallaby
- Col and Keith Windon - Wallabies
- Dick Thornett - Rugby League and Water Polo
- Frank Missen - Cricket
- Neil Rogers - Olympic Swimmer
- Garry Winram - Olympic Swimmer
- Warren Woodcock - Tennis
- Ken Hiscoe - Australian Squash
- Geoff Hunt - Australian Squash
- David Warner - Cricketer
Academia
- Dr Henry Brodaty, University of NSW and Prince of Wales Hospital - Researcher on Alzheimer's disease.
- Professor Chris Semsarian, University of Sydney
Law
- Justice Ron Solomon, District Court of NSW
- Justice Alan Abadee, Supreme Court of NSW
- Ezekiel Solomons, Fulbright Scholar and International Barrister
- Tolly Saivinidis, Barrister
- Elpi Chrysostomou, Barrister
Entertainment
- Michael Katzmann, winner of 7 Emmys for TV Sports Coverage
- Darryl Braithwaite, Lead Singer of Sherbet, Australia's biggest band of the 1970s
- 3 of the original Delltones
- Jim Sharman, Theatrical Producer
- Henri Szeps, Actor
- The Atlantics, one of Australia's biggest bands of the 1960s
- Warren Williams, Singer
- Joseph and James Tawadros, performers with the Australian Chamber Orchestra
- Jonathon Coleman, Television Star in Australia and now in the UK
- Simon Townsend, Australian Television Presenter
- David Dale, Journalist and Broadcaster
- Graeme Isako, Dancing With the Stars
- Danny Katz, Columnist - Good Weekend, Sydney Morning Herald
Religion
- Cannon Boak Jobbins, St Mark's Church at Darling Point
Politics
- Bruce Notley-Smith, Mayor of Randwick
- George Souris, Member of the Legislative Assembly (MLA)
- Mike Gallagher, Member of the Legislative Council (MLC)