Jack Freeman enrolled at Parramatta High School in 1935 and was Dux of School in 1939.

Having completed degrees in Arts and Science at the University, he started teaching in Sydney schools, specialising in modern languages. After a year at Kogarah High, Mr Freeman was transferred to his first country posting at Murrumburrah (1947-54).

He returned to Parramatta High School in 1955, in the languages faculty before accepting a promotion as Special Master at Merrylands High in 1961. Mr Freeman's first executive appointment was as Deputy Principal at Richmond High School where he spent five years (1968 to 1972). As a principal, Mr Freeman served both Cabramatta High (1974-79) and Parramatta High (1979-82). The terrible school fire which severely damaged the main building occurred just days before his retirement.

Mr Freeman has also been a professional musician, accompanying in the clubs, and conducting for musical productions, which he also initiated with the assistance of his wife, Dora, (also an ex-P.H.S. student), in the schools where he taught.

Mr and Mrs Freeman maintain their interest in the school and regularly return to perform the original school song.

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