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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 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 1968-1969, including the school numbers, staff changes, Academics, Faculty Reports, Chapel, Library, Drama, Societies, C.C.F., Health, Accomodation, Old Oakhamians, General Remarks.

Annual report for the year 1967-1968, including the school numbers, staff changes, Academics, Faculty Reports, Chapel, Library, Drama, Societies, C.C.F., Health, Accomodation, Old Oakhamians, General Remarks. With 2 appendix: Ruddle house report and Universities entries

Annual report for the year 1966-1967, including the school numbers, staff changes, Academics, Chapel, Drama, Societies, C.C.F., Sport, Careers, Health, Accomodation, Nursery Group, Old Oakhamians, General Remarks.

Annual report for the year 1965-1966, including the school numbers, staff changes, Activities, Health, Accomodation, Old Oakhamians, Circular 10/65, General Remarks. With 2 appendixes: A-Levels individual results and report on conference "Life in Industry"

Annual report for the year 1964-1965, including the school numbers, staff changes, Activities, Health, Accomodation, General Remarks.

Annual report for the year 1963-1964, including the school numbers, staff changes, Activities, Health, Accomodation, Development Campaign, General Remarks. With an appendix: sixth form houses.

Annual report for the year 1962-1963, including the school numbers, staff changes, 3Activities, Health, Accomodation, General Remarks. With an appendix: academic standards at Oakham.