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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.

A report for the Jerwood Foundation on the Headmaster's workload. Nine pages A to I.

A proposal for a centre for Independent Education at Oakham School. Twenty-three pages A to W.

A report for the Jerwood Foundation on Junior Scholarship Entry in 1982. Five pages A to E.

Minutes of an OSEL meeting held on 25 October 1983 at the Headmaster's house. Contents: Minutes; Matters arising; Medical Congress, January 1984; Chess Tournament; Other April events; Activity Holidays 1984; Computer Weekends; Catering budgets and menus. Seventeen pages A to Q.

The group journal of Oakham School Exploration Society's expedition to Namibia in 1998. The diary entries were hand-written by pupils.

Notes from Graham Smallbone for the next Policy Meeting held on 21 October 1986, including comments on policies, school numbers, School campus and buildings, maintenance, OSEL and Appeals. Six pages A to F.

This is focussing on Oakham School Enterprises LTD, since its creation. This file is chiefly made of legal documents and letters.

A report exploring setting up an Old Oakhamian Secretariat to mark the Quatercentenary. Six pages A to F.

A report from Rev John Darrall to be published in the Oakhamian Magazine on the charity events organised during the Winter term 1989, including houses charity events, a Non-Uniform Day, and other sponsored events.