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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-file contains various photographs of Rev Terence Treanor, School Chaplain and Religious Studies teacher.

A photograph of Rev Terence Treanor talking to guests at his retirement do. Date is unknown.

Three similar photographs (A to C) of Rev Terence Treanor at his retirement do, with his wife Mary, and another staff member.

A photograph of Rev Terence Treanor chatting with guests at his retirement do. Date is unknown.

A collection of photographs and art work relating to the whole School Campus, in particular aerial photographs from 1937 of the School and the town, and a file of individual photographs of buildings around the campus. The oldest items in this sub-series date back to the 19th century.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Summer term 2009. Contents: Staff News; Features; Trips and Events; Academic; Performing Arts; Pastoral; Community Activities; Sport; Beyond Oakham; Foundation; Old Oakhamian.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Winter term 2017 and Spring term 2018. Contents: Features; Academic; Performing Arts; Cover Story; Trips and Tours; Pastoral; Sport; Staff News; Old Oakhamian.

The Oakhamian Magazine, recording the Winter term 1978. Contents: Editorial; School News; VOIR; Drama; Rutland Weekend Television Presents; Music; Clubs and Societies; Sport; The School Council.

The Old Oakhamian Magazine, published in 1986. Contents: Editorial; This Year's President; Annual Dinner; O.O. Day; Regional Reunions; O.O.'s Visited in Australia; An Aussie at Oakham; School News; O.O. News; New Members; Address Changes; Engagements, Marriages, Births & Deaths; Obituaries; Rifle Club; Masonic Lodge; Club Colours/School Shop; Notices; Rugby Fixtures; Diary Dates; Careers. Twenty double-pages A to T.