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This series focusses on the headmastership of Oliver Richard Sylvester Bull (1977-1984) and contains items relating to the life at School in the 1970s and 1980s, its staff and pupils. One of the files relates to Michael Stevens as Acting Headmaster for two terms in 1985.

A monograph written by Brian Needham on the history of the Officer Training Corps, Junior Training Corps and Combined Cadet Force at Oakham School, from 1910 to 2012.

A monograph written by Brian Needham on the history of Oakham School from its foundation in 1584 to 2009.

A monograph written by Brian Needham recording the School Netball 1st VII statistics and its history since 1972.

Three negatives (A to C) of the Design and Technology Centre on the corner of Kilburn Road and Station Road in 1978.

Three negatives (A to C) of a room in the Design block in 1978.

Research on the Humfrey family and the boys who attended Oakham School compiled by Brian Needham, and further notes regarding removing or adding names to the Chapel and School House War Memorial.

A photograph of Malcolm Hardy receiving a new bicycle as a retirement gift. Also present are Brian Needham and Sheila Hardy.

This sub-file contains various photographs of Malcolm and Sheila Hardy, Housemaster of Wharflands.

This collection covers the history of all the libraries of Oakham School as well as the creation and daily working of the archives.

The Library series has material relating to each regeneration of the library (Smallbone, War Memorial). There is a rich photographic record of the opening and daily running of the Smallbone Library accompanied by administrative documents such as catalogues.

Under the Archives series, material cover correspondence with external readers and research into the history of the school and its pupils. There are also archive committee meeting minutes which show the evolution of the archives from its inception in 2010.