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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.
Normanhurst Boys High School: Normanhurst: 7–12 Fully North Sydney Boys High School: Crows Nest: 7–12 Fully North Sydney Girls High School: Crows Nest: 7–12 Fully Northern Beaches Secondary College, Manly Selective Campus: North Curl Curl: 7–12 Fully Parramatta High School: Parramatta: 7–12 Partially Peel High School: Tamworth: 7–12 ...
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)
C. Cabramatta High School; Cambridge Park High School; Cammeraygal High School; Campbelltown Performing Arts High School; Canley Vale High School; Canterbury Boys' High School
Normanhurst Boys High School; North Sydney Boys High School; P. Parramatta Marist High School; Patrician Brothers' College, Blacktown; Patrician Brothers' College ...
Ashfield Boys High School; Asquith Boys High School; Balgowlah Boys Campus; Blacktown Boys High School; Canterbury Boys' High School; Christian Brothers' High School, Lewisham; Coogee Boys' Preparatory School; Cranbrook School, Sydney; De La Salle College, Caringbah; De La Salle College, Revesby Heights; Edmund Rice College; Epping Boys High School
Robert Westfield – Wallabies 1928–29 (6 Caps), Sydney, NSW; Tom Coolican – USA Eagles 2018–present, as well as being the eldest born son of Dr John Coolican. Dr John Coolican AM – Wallabies 1982–83, Sydney University 1975, Waratahs 1977, Former President of NSW RU and current vice-president of Australian Rugby Union. Currently an ...
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