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A5 magazine with a photograph of Old School under the snow on the cover; 89 pages; contents: Our First Lady President, Annual Dinner, O.O. Day and A.G.M.'s, Regional Reunions, School News - Round-up, O.S.E.L., O.S.C.A., Oakham Festival Week, Music, Drama, C.C.F., Duke of Edinburgh's Award Scheme, O.S.E.S., Sport, New Members, Address Changes, Engagements, Marriages, Births, Deaths, Obituaries, O.O. News, Letters, Nostalgia, O.O. Golf Society, O.O. Rifle Club, O.O. Lodge, Club Colours/School Shop, Notices, Diary Dates, Rugby Fixtures; with a portrait of Virginia Measures, various photographs of the O.O. Golf Society on the back cover

A letter from the Headmaster Graham Smallbone to Parents on the term: reports, scholars, examinations, appointments, school accounts, insurance, music fees, activity holidays, games, Chap 86 Appeal and OSCA

A letter from the Headmaster Graham Smallbone to Parents regarding the new library and achievements of the term in Sports, Drama, Music and Exams results

2 parts , both entitled the same, seems like a draft copy of an article which ended up being included in Operation Oakham. Items A to Z

Letters from the Headmaster Tony Little to Parents regarding achievements of terms

A headmaster's annual report fro the year 1979-1980, 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, Oxbridge results, C.C.F. Diary

A headmaster's annual report fro the year 1984-1985, including School year, Second Master's report, Registrar's report, Registration, Director of Studies' report, Scholarships, Christopher Dixon Prize, Universities Entries, Exam results, Departments, Prep Schools Liaison Report, Houses, Examination Administration, Drama and the theatre, Careers, Chaplaincy, A.V.A. Centre, Ashburton Hall, Sanatorium, Library, School Council, Oakhamian, Old Oakhmian Club, Nursery School, Playing Fields, Sports Cnetre, Afternoon Activities and Societies, , Exploration Society, Teaching staff, OSEl and Public Relations; with appendix: Exams results, numbers on university entrance, Scholarship awards, bursaries. Items A to AD

Annual report for the year 1961-1962, including the school numbers, staff changes, Activities, Health, Accomodation, General Remarks.