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This sub-series focusses on the celebrations for the 1000th Gold Award, and the visit of HRH The Duke of Edinburgh on 28 November 2000.

This series relates to various annual reports presented to the Trustees, including Headmaster's reports, Registrar's reports and Second Master's reports. The series spans over three Headmasters, John Buchanan, Richard Bull and Graham Smallbone.

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.

Annual report for the year 1971-1972, including the school numbers, staff changes, academic, faculty reports, chapel, library, drama, C.C.F., Scouts, DofE, Health, accomodation, Old Oakhamians, Co-Education after one year, General

Annual report for the year 1972-1973, including the school numbers, staff changes, academic, faculty reports, chapel, library, drama, C.C.F., Scouts, DofE, Health, accomodation, Old Oakhamians, Oakham School Nursery Group, General. 2 appendixes: Teaching exchange in USA, Oakham School Nursery Group

Annual report for the year 1973-1974, including the school numbers, staff changes, academic, faculty reports, chapel, library, C.C.F., Scouts, DofE, Health, accomodation, Old Oakhamians, Nursery School, General.

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

Annual report for the year 1969-1970, including the school numbers, staff changes, Academics, Faculty Reports, Chapel, Library, Drama, Societies, C.C.F., Scouts and Duke Of Edinburgh Award Scheme, Health, Accomodation, The SchoolShop, Old Oakhamians, Second Development Campaign, General Remarks. With 2 appendix: University entrants and Paying for Private Schools

Annual report for the year 1970-1971, including the school numbers, staff changes, academic, faculty reports, chapel, library, drama, C.C.F., Scouts, DofE, Health, accomodation, School Shop, Old Oakhamians, Second development Campaign, School House, General, the Chaplaincy

Speech notes for the speech day on 1962. Handwritten annotations. Items A to F