The first three principals of the school were nuns. They saw the transition from St. Joseph's High School, to Oshawa Catholic High School, to Monsignor Paul Dwyer High School. These are the first three principals together. Left to right is Sister Anne Schenck, Sister Conrad Lauber and Sister Mary Sheila. They are pictured in front of a portrait of Monsignor Paul Dwyer.Here are their years of service:
1964 – 1967 Sr. Mary Sheila
1967 – 1979 Sr. Conrad Lauber
1979 – 1988 Sr. Anne Schenck
Sr. Sheila was 1962 (she started St. Joseph's and did not leave OCHS until her first class of Gr. 9s had graduated in 1966 and then stayed until they had completed Gr. 13 in June 1967)
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