A headmaster's annual report for the academic year 1984-1985. Contents: Some Thoughts on 1984/1985; Registrations/Entry Numbers; The Houses; Oakham Nursery School; Staff; General Academic; Examination Administration; University Entrance; Afternoon Activities; Sport Centre; Chapel; Food; Sanatorium; A.V.A. Centre; Careers Advice/ISCO Tests; Preparatory Schools Liaison/13+ Entry; Publicity/OSEL/Prospectus etc: The Queen Elizabeth Theatre; New Zealand Tour/Kenya Expedition; School Library; Old Oakhamian Club; House Names; Housemasters/Housemistresses; Conclusion. Attached are replies to a questionnaire for prospective parents (appendix A), some additional comments by Michael Stevens, a questionnaire for prospective parents, Overseas Universities Entries (appendix B), A-Level results (appendix C), O-Level results (appendix D), University entrance (Appendix F), a summary on Fastnet. Twenty-Seven pages A to AA.

A speech given by Headmaster John Buchanan on Speech Day 1965, paying tribute to the new Chairman, Thomas Haywood, discussing three innovations to the education at Oakham School - a small Sixth Form house, the building of a Technology Department, and the establishments of setting by subjects and tutors, and sporting achievements. The speech is typed, with hand-written notations. Six pages A to F.

A speech given by Headmaster John Buchanan on Speech Day 1972, paying tribute to Mr Eric Weiss who opened the new Sports Hall, discussing the Co-Education, sporting achievements and staff news. The speech is typed, with hand-written notations. Twelve pages A to L.

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

A photograph of a rugby player in the School House quad, probably in the 1990s..

Reminiscences of Jim O'Kane on his time working at Oakham School between 1973 and 2006. Four pages A to D.

This sub-file contains various photographs of Malcolm and Sheila Hardy, Housemaster of Wharflands.

A photograph of Malcolm Hardy receiving his retirement gift from a pupil. It is a framed record of the 3rd XV results between 1957 and 1991.

Minutes of a Parent/Teacher Committee meeting held on 21 November 1981 at the Headmaster's house. Contents: Matters arising from the minutes; Any Other Business; Representation of the Committee; Date of the next meeting. Three pages A to C.

A group of photographs of various events, including a Junior boys' rugby match, a game of croquet on Doncaster Close, the girls with the Chaplain outside the Chapel.