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A headmaster's annual report for the academic year 1985-1986. Contents: The School Year; Second Master's Report; Registrar's Report; Registrations/Entry Numbers; Director of Studies' Report; Scholarship Report; Christopher Dixon Prize; University Entries; A- and O-Level results; The Departments; Prep Schools Liaison Report; The Houses; Examination Administration; Drama and the Theatre; Careers; The Chaplaincy; A.V.A. Centre; Ashburton Hall; The Sanatorium; Library; The School Council; The Oakhamian; Old Oakhamian Club; Nursery School; Playing Fields; The Sports Centre; Afternoon Activities and Societies; Exploration Society; The Teaching Staff; OSEL/Public relations/Appeals; Conclusion. Attached are A-Level results (appendix C), O-Level results, Scholarship Awards (appendix A), Bursaries, University Entries (appendix B). Thirty pages A to AD.

This sub-file relates to letters and emails sent from textbook publishers to Oakham School organising visits from representatives and book displays.

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.

Notes from Graham Smallbone for the next Policy Meeting held on 21 October 1986, including comments on policies, school numbers, School campus and buildings, maintenance, OSEL and Appeals. Six pages A to F.

Two notes from the Appeal Office to the Bursar (A) and the Headmaster (B), regarding the celebration of John Barber's birthday and the Barber Archive Room.

Correspondence relating to the Oakham School 1993 Development Plan.

A bound copy of several Oakhamian Magazines from 1884 to 1887. Inside the cover is a library sticker with the code 8JNX.

A bound copy of several Oakhamian Magazines from 1942 to 1948.

Oakham School Magazine, recording the Spring term 1890 (published in Summer term 1890). Contents: Early Rising; Four Months at Sea as an Apprentice; Jackdaws; Further Reminiscences of the late General Field; Poetry; The Athletic Sports; Entertainments; Debates; Library; Paperchases; Football; School Notes. Nine double-pages A to I.

Oakham School Magazine, recording the Winter term 1891 (published in Spring term 1892). Contents: The Concerts; School Notes; Old Oakhamian Club; Skating in the Fens; Analogies of Thought; Poetry; Proverbs; In Memoriam; Balance sheet (Library); Football; Correspondence. Nine double-pages A to I.