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This series focusses on the headmastership of Graham Smallbone (1985-1996) and contains items relating to the life at School in the 1980s and 1990s, its staff and pupils.

Bound copy of several Oakhamian Magazine; hard, black and red cover

This sub-series focuses on photographs of the School choir over the years.

Magazine named The Oakhamian, stappled; glossy cover with a photograph of a "dog" formed of found objects and welded pieces of scrap metal; 55 pages; contents: Editorial, OSCA, Speec Day, Chess, Drama, Music, French Trips, Leavers, Dublin, Duke of Edinburgh' Award Scheme, , A-Level Art & Design, Geography expedition to Morocco, Corsica '99, House Reports, Sports, Oakham School 2050; with various photographs of staff, pupils, plays, trips, sports