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A headmaster's annual report for the academic year 1968-1969. Contents: Numbers; Staff; Academic; Faculty Reports; Chapel; Library; Drama; Societies; C.C.F.; Health; Accommodation; Old Oakhamians; General. Ten pages A to J.

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 1974-1975. Contents: Numbers; Staff; Academic; Faculty Reports; Chapel; Library; Drama; C.C.F., Scouts, Duke of Edinburgh Award Scheme; Health; The School Council; Old Oakhamians; The Oakham School Nursery Group; The International Club; Accommodation; General. Attached is a job description for a Public Relations Co-Ordinator and Conference Organiser (appendix A). Seven pages A to G.

A headmaster's annual report for the academic year 1973-1974. Contents: Numbers; Staff; Academic; Faculty Reports; Chapel; Library; C.C.F., Scouts, Duke of Edinburgh Award Scheme; Health; Accommodation; Old Oakhamians; Nursery School; General. Attached are a report on a teaching exchange in the US (appendix A), and a report on the Nursery Group (appendix B). Six pages A to F.

A headmaster's annual report for the academic year 1978-1979. Contents: Numbers; Academic; Careers; A.V.A. Centre; Library; Art & Design; Music; Physical Education; Sports Hall; Playing Fields; Shooting; Drama; C.C.F.; The Duke of Edinburgh's Award Scheme; Exploration Society; Scouts & Guides; Discipline and the Decem; The Houses; The Chaplaincy; Ashburton Hall; School Council; The Oakhamian; Senior and Middle School Societies; Voluntary Services; The Sanatorium; Oakham School Nursery; Old Oakhamian Club; Conclusion. Attached are A-Levels results (appendix A), O-Level results (appendix B), Summary of University applications and places gained (appendix C), a memorandum on Development of the Sargant Laboratories and a final report on Svalbard '79. Twenty-one pages A to U.

This series relates to various annual reports presented to the Trustees, including Headmaster's reports, Registrar's reports and Second Master's reports. The series spans over three Headmasters, John Buchanan, Richard Bull and Graham Smallbone.

A letter from the Headmaster Graham Smallbone to Bryan Waites at the Rutland County Museum regarding celebrating the 450th anniversary of the birth of Archdeacon Robert Johnson and an article in This England.

This collection highlights the depth and breadth of the school's curriculum and pupil's work. The drama and music sub-series are particularly detailed with their collection of production stills and programmes.

CUR/7 contains reports relating to the school's teaching and curriculum alongside timetables for lessons and exams, and comprehensive examination results for GCSE, A Level and IB.

Throughout the series in this collection, there is material relating to events and trips undertaken by various departments to increase the extra-curricular activities of pupils.

Order of service of the service of Thanksgiving for Michael Stevens held at the School Chapel on 18 January 2012.

A report from Rev John Darrall to be published in the Oakhamian Magazine on the charity events organised during the Summer term 1989, including house events, a piano marathon and detailing the money raised for the charities supported by the school.