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This sub-series is related to services held in the School Chapel since the laying of the Foundation stone in 1924.

Internal communication from Roger Blackmore regarding security on campus for the Medical Congress in December 1992, and a job description of the School Marshal.

A letter from the Headmaster Graham Smallbone to Parents on the term: Oxbridge results, summer exeat, tutorial system, School House, uniform, car parking, OSCA, Remedial Teaching, School video, Telex, Smoking

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.

A headmaster's annual report fro the year 1981-1982, including numbers, Academic, Careers, A.V.A. Centre, Library, Art & Design, Music, Physical Education, Sports Hall, Playing Fields, Shooting, Drama, C.C.F., The Duke of Edinburgh's Award Scheme, Exploration Society, Scouts & Guides, Discipline and the Decem, Houses, Chaplaincy, Ashburton Hall, School Council, The Oakhamian, Senior and Middle School Societies, Voluntary Services, Sanatorium, Oakham School Nursery, Old Oakhamian Club; with appendix: A-Level results and leavers' destinations

A letter from the Bursar Tom Reay to Nigel Webb, Second Master, regarding renewing the licences to perform in Old School.

A fixture card for the school cricket club including 1st, 2nd, 3rd, Senior Colts, Vairous Colts teams and Jerwood teams.

This sub-file focusses on letters between John Buchanan and Sandy Thompson in 1967.