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Craig O'Brien has a diverse background in education and sports management, with experience in various leadership roles at St Kevin's College Toorak, MacKillop College Werribee, Emmanuel College, and Penola Catholic College. Craig holds a Graduate Diploma in Secondary Education from Victoria University, a Graduate Certificate in Catholic Studies from Australian Catholic University, and a Certificate IV in Training and Assessment from Inspire Education. Additionally, Craig obtained a Bachelor of Arts in Health and Physical Education/Fitness/History from Victoria University.