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Sydney Boys High School has produced numerous prominent alumni, referred to as "Old Boys". Many graduates are active in alumni organisations, such as the Sydney High School Old Boys Union (OBU), the High Club, and High Rugby Friends. Scott Morrison, Prime Minister of Australia (2018–2022), is an alumnus of Sydney Boys High School.
C. Cabramatta High School; Cambridge Park High School; Cammeraygal High School; Campbelltown Performing Arts High School; Canley Vale High School; Canterbury Boys' High School
Hon. Lionel Murphy – Justice of the High Court of Australia (1975–86), 22nd Attorney-General of Australia (1972–75), Federal Senator (1961–72) Hon. Albert Piddington – Justice of the High Court of Australia (teacher at Sydney Boys High School) [12] Hon. Nye Perram – current Justice of the Federal Court of Australia (2008–present)
In 2009 after 103 years playing in the 1st XV competition Sydney Boys High School decided to withdraw itself from AAGPS Rugby. After a two-year absence High returned in 2011 with their 1st XV in the 2nd XV competition.
The NSW AAGPS (Athletic Association of the Great Public Schools) Athletics is one of the premier Athletics events in Australia. It is an annual event competed in between 9 member teams that include Saint Ignatius Riverview, St Joseph's Hunters Hill, Sydney Grammar, Sydney Boys High, Newington College, Scots College, The King's School, Sydney Church Of England (Shore), and The Armidale School.
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He is memorialized in the dedication of the gymnasium at North Sydney Boys High School in his name [76] [90] Rugby League Internationals Herman Peters [76] (later Coach of Kangaroos 'The Invincibles' on their historic unbeaten tour of England and France in 1982), and Don McKinnon
Sydney Charles King (21 March 1905 — 30 March 1970) was an Australian rugby union international. Educated at Sydney Boys High School , King was their 1st XV captain in 1924 and played halfback on the Combined GPX XV.