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Two parts of 'Philosophy of Education', included in John Buchanan's book 'Operation Oakham'. A typed draft, with hand-written amendments. Twenty-six pages A to Z.

This series focusses on the headmastership of Graham Smallbone (1985-1996) and contains items relating to the life at School in the 1980s and 1990s, its staff and pupils.

This file focusses on letters received/sent by the Headmaster Tony Little during his headmastership (1996-2002).

A letter from the Headmaster Tony Little to Parents regarding a review of the Winter term 1996. Contents: Achievements in Drama, Music and Sports; Parent/Teacher Committee; Matters Academic; Building Development; Staff.

A headmaster's annual report for the academic year 1979-1980. Contents: Numbers; Staff; Academic; The Library; The Bookshop; Music; Art & Design; Physical Education and Sport; C.C.F.; The Duke of Edinburgh's Award Scheme; Exploration Society; Scouts & Guides; Senior and Middle School Societies; Drama; Chaplaincy; Voluntary Services; Careers; The Oakhamian; The A.V.A. Centre; The Ashburton Hall; The Sanatorium; Oakham School Nursery; The Old Oakhamian Club; School Council; Discipline and The Decem; The Senior and Middle School Houses; Postscript. Attached are A-Levels results (appendix A), O-Level results (appendix B), Applications and Places gained at universities (appendix C), Oxford and Cambridge entries and results (appendix D), Oxbridge and A-Level 1976-1980 (appendix E), O- and A-Level results (appendix F), C.C.F Diary (appendix G). Twenty-three pages A to W.

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 headmaster's annual report for the academic year 1961-1962. Contents: Numbers; Staff; Activities; Health; Accommodation; Finance; General. Eight pages A to H.

A headmaster's annual report for the academic year 1969-1970. Contents: Numbers; Staff; Academic; Faculty Reports; Chapel; Library; Drama; Societies; C.C.F., Scouts, Duke of Edinburgh Award Scheme; Health; Accommodation; The School Shop; Old Oakhamians; Second Development Campaign; General. Attached are university entrants list (appendix A) and a report on paying for private schools (appendix B). Fifteen pages A to O.

The Old Oakhamian Magazine, published in September 1991. Contents: The Bad News First; John Jerwood; This Year's President; Annual Dinner; O.O. Day and A.G.M.; Regional Reunions; School News Round-up; Staff; OSEL; Academic Results; Sporting Honours; Chapel; OSCA - Appeals Arrive Daily; Music; Drama; C.C.F.; DofE; O.S. Exploration Society; School Sport; When Life was Pretty Tough; Hardships of a Day Boy; Madness and Horror; Letters; New Members; Addresses of Members; Engagements, Marriages, Births & Deaths; Obituaries; O.O. News; O.O. Sport; O.O. Lodge; Club Colours/School Shop; Notices; Diary Dates.

A bound copy of several Oakhamian Magazines from Spring 2009 to Summer 2011.