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A headmaster's annual report fro the year 1983-1984, 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, leavers' destinations and academic scholarships

Annual report for the year 1974-1975, including the school numbers, staff changes, academic, faculty reports, chapel, library, drama, C.C.F., Scouts, DofE, Health, School council, Old Oakhamians, Oakham School Nursery Group, The International club, Accomodation, General. With an appendix: job description for public relations co-ordinator and conference organiser

A confidential memorandum from T.M. Reay, Bursar, to Roger Blackmore and D.M.W. regarding the Chapel Choir CD.

A letter from Roger Blackmore to Alan Grieve regarding OSEL Activity Holidays in 1984 and the brochure.

A brochure on Welland Valley prep School, an intention which never happened but was endorsed by Oakham School, enclosing a note from the Headmaster Tony Little

A registrar's report for the year 1987, including examinations, public relations, statistics and the computer, numbers in school, third form boarding girl entry and annexes: numbers of boys and girls in school, in houses

Minutes of a meeting of the board of Oakham School Enterprises Limited held on 27 September 1983 in London. Contents: Activity Holidays Course Costings; Course Descriptions; Questionnaires; Chess Congress; Computer Courses; Date of the next meeting. With hand-written notes. Two pages A and B.

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

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 photograph in colour of a girl and a boy sitting outside College House, taken for Marketing purposes in the 1990s.