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This series focusses on the headmastership of Tony Little (1996-2002) and contains items relating to the life at School in the 1990s and early 2000s, its staff and pupils.

Bound Copy of several Old Oakhamian Issues; red, hard cover

Magazine named The Oakhamian, stappled; photographs of drawings, sculptures, figurines and paintings by pupi;s on the cover; 112 pages; contents: Editorial, School News, Departures, Features, "Now and Then", Expeditions, Excursions, Travel and Adventure, Music reports, Drama Reports, Society Reports, Staff at play, Art and Design Activities, C.C.F., Duke of Edinburgh Award and Estate Management Activities, Sport, University and Careers List

Magazine named The Oakhamian, stappled; a photograph of boys and girls in uniform walking on the cover; 80 pages; contents: Editorial, School News, Co-Education - Seven Years On, A Guide to A Level Options, Civil Manoeuvres, Societies, The Arts, C.C.F., Duke Of Edinburgh award and Scouting Activities, Sport, The School Council; with photographs of sporting events, plays, DofE Gold Award winners, CCF inspection

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 131 pages; a photograph of a boy sculpting on the cover; contents: News, Features, Academic, Cover Story, Performing Arts, Jerwoods, Trips And Tours, Pastoral, Community Activities, Sport, Staff News, Beyond Oakham, Old Oakhamian, Foundation ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

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

A newssheet from the Headmaster Richard Bull regarding the achievemens and events of the Winter term 1984

This file relates to the Headmaster's Annual report to the Trustees, from the 1950s to 1980s. The reports cover all aspects of School, academic, examination results, extra-curricular activities, Estates and Maintenance, staff and individual faculty report, vision for the future of the School. All reports are private and confidential.

A headmaster's annual report fro the year 1982-1983, 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, report from the Computing Department

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