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A red notebook with lists of names for Junior Entry, including the waiting list and the registration, from January 1959 to 1989.

A newsletter from the Oakham School Foundation, 'Donum', issue no.1. Contents: 30 years of Co-Education, Three new Scholarships, Parent Fund, Legacies, Annual Giving "Investing in the Future", Old Oakhamian Parents' Society, International Receptions, Class of 2002, Message from the Chairman, From the Headmaster, 10 Year Development Plan, From the Foundation Director.

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 prospectus for the school including names of trustees and staff, information on the school, boarding, the library, societies, terms, holidays, health, scholarships and prizes. Items A to C

A letter from the Headmaster Richard Bull to Parents regarding the Summer Activity Holidays, the Scholarship Examinations, the fees for music lessons and times for using the sports facilities, including future term dates

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