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This series focusses on the headmastership of Grosvenor Talbot Griffith (1935-1958) and contains items relating to the life at School in the mid-20th century, its staff and pupils.

This sub-file focusses on two letters between the Headmaster, John Buchanan, and C.H. Gadney, Chairman of the East India, Sports & Public Schools Club regarding membership to the Club, and the Club Committee.

A letter from C.H. Gadney, newly appointed Chairman of the East India, Sports & Public Schools Club, to John Buchanan regarding a member representing Oakham School in the Club Committee, using the Club's facilities, and the support and links between the School and the Club. Two pages A and B.

This series focuses on School House pupils and staff in the 20th century. Most of the series is made of house photographs, various informal photographs as well as records books and punishment books.