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A headmaster's annual report for the academic year 1974-1975. Contents: Numbers; Staff; Academic; Faculty Reports; Chapel; Library; Drama; C.C.F., Scouts, Duke of Edinburgh Award Scheme; Health; The School Council; Old Oakhamians; The Oakham School Nursery Group; The International Club; Accommodation; General. Attached is a job description for a Public Relations Co-Ordinator and Conference Organiser (appendix A). Seven pages A to G.

A headmaster's annual report for the academic year 1968-1969. Contents: Numbers; Staff; Academic; Faculty Reports; Chapel; Library; Drama; Societies; C.C.F.; Health; Accommodation; Old Oakhamians; General. Ten pages A to J.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Summer term 2019. Contents: Feature; Academic; Performing Arts; Trips and Tours; Pastoral; Cover Story; Activities; Sport; Staff News; Beyond Oakham; Old Oakhamian.

A photograph of Oakham School staff, possibly in 1979, under Headmaster O.R.S. Bull.

A photograph of Oakham School staff, possible in 1969 or 1970, under Headmaster John Buchanan.

A photograph of Oakham School teaching staff in the academic year 1973-1974, under Headmaster John Buchanan. Teachers initials are written on the back.

A photograph of Jon Wills, Rod Smith and an unknown man by the Barraclough gardens, with a large photograph of the London Marathon. Date is unknown.

A list of pupils' names on three photographs: the 1984 Rugby team, the 1984 Chapmans house photograph and the 1985 Chapmans photograph.

This sub-series focuses on various items related to the history of College House.

A headmaster's annual report for the academic year 1981-1982. Contents: Registrations/Entry/Numbers; The Upper and Middle School Houses; Jerwoods; Discipline and The Decem; Staff; General Academic; The Departments; A-Level and O-Level; Scholarships; University Entrance; Careers; The Library; Drama; P.E. and Sport; Sports Centre; Chapel and the Chaplaincy; Afternoon Activities; Voluntary Service; C.C.F.; Duke of Edinburgh Award Scheme; Exploration Society; Scouts and Guides; Senior Societies and Middle School Societies; Publicity and Local Relations; Audio-Visual Aids Centre; The Ashburton Hall;
The School Council; The Oakhamian; Sanatorium; Old Oakhamian Club; Oakham School Nursery; Postscript. Attached are A-Level results (appendix A), O-Level and A-Level results (appendix B), University Entrance (appendix D). Nineteen pages A to S.