 During the first of two live shows in the Sydney Opera House on 14 December 2010, Oprah Winfrey donated $1 million to the school to overhaul the school's library and music rooms as well as providing laptops for every student at the school.The show included a live cross to the students who were in attendance.Alumni of Canterbury Boys' High School are known as Old Cantabrians, and may join the schools alumni association, the Old Cantabrians' Union.