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A headmaster's annual report for the academic year 1985-1986. Contents: The School Year; Second Master's Report; Registrar's Report; Registrations/Entry Numbers; Director of Studies' Report; Scholarship Report; Christopher Dixon Prize; University Entries; A- and O-Level results; The Departments; Prep Schools Liaison Report; The Houses; Examination Administration; Drama and the Theatre; Careers; The Chaplaincy; A.V.A. Centre; Ashburton Hall; The Sanatorium; Library; The School Council; The Oakhamian; Old Oakhamian Club; Nursery School; Playing Fields; The Sports Centre; Afternoon Activities and Societies; Exploration Society; The Teaching Staff; OSEL/Public relations/Appeals; Conclusion. Attached are A-Level results (appendix C), O-Level results, Scholarship Awards (appendix A), Bursaries, University Entries (appendix B). Thirty pages A to AD.

This sub-series focuses on photographs of boys, living in Junior House/Chapmans since its inception. The bulk of the collection gathers photographs from the 1950s to 1980s.

This sub-series focuses on photographs of girls in Orchard Close and Buchanans House, mostly in the 1990s and early 2000s. It also contains photographs of the Sixth Form cohort.

This sub-series focuses on photographs of the Day Boys in Johnsons House from the 1960s to the 1980s. The collection is complete from 1979 to 1993.

A photograph of Oakham School cadets being inspected on Doncaster Close. The photograph was taken by Photo-Reportage Ltd and the number of print is stamped on the back: 157510.

A photograph of Oakham School cadets being inspected on Doncaster Close in the 1950s. The photograph was taken by Stamford Mercury and the number of print is written on the back: 2489/4.

A photograph of Oakham School cadets being inspected on Doncaster Close. The photograph was taken by Photo-Reportage Ltd and the number of print is stamped on the back: 157509.

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 Day boys in Johnsons House in the academic year 1962-1963 under the Housemaster Michael Stevens.

A photograph of the Day boys in Johnsons House in the academic year 1983-1984 under the Housemaster W.R. Burchnall. Three former Housemasters appear on the photograph, as part of the Quatercentenary celebrations.