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A headmaster's annual report for the academic year 1980-1981. Contents: Registrations/Entry; The Upper and Middle School Houses; Jerwoods; Discipline; Staff; General Academic; The Departments; A-Level and O-Level; University Entrance; The Library; Drama; P.E. and Sport; Sports Centre; Chapel; Voluntary Service; C.C.F.; Duke of Edinburgh Award Scheme; Exploration Society; Sea Scouts and Guides; Senior Societies and Middle School Societies; Careers; Publicity and Local Relations; Audio-Visual Aids Centre; The Oakhamian; The Ashburton Hall; School Council; Sanatorium; Old Oakhamian Club; Oakham School Nursery; Postscript. Seventeen pages A to Q.

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.

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.

A letter from the Headmaster Designate Henry Price to Parents regarding the Teacher Assessed Grades replacing external examinations in May 2021.

A report for the Jerwood Foundation on Academic Excellence at Oakham School. Five pages A to E.

A report for the Jerwood Foundation on Academic Excellence at Oakham School, enclosing Oxbridge results (1965-1979). Ten pages A to J.

This file focusses on reports by John Buchanan for the Jerwood Foundation, in the 1970s-1980s.

This series focusses on the headmastership of John David Buchanan (1958-1977) and contains items relating to the life at School in the 1960s and 1970s, its staff and pupils. The bulk of the series consists of books, publications, letters, speeches and sermons written by Mr Buchanan himself.

A photograph of the Johnsons building, Faculty of Social Sciences on 27 May 2017.

Three negatives of seven photographs of the Merton Building and three of the Ashburton Building, probably in the 1990s.