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A headmaster's annual report for the academic year 1981-1982. Contents: Registrations/Entry/Numbers; The Upper and Middle School Houses; Jerwoods; Discipline and The Decem; Staff; General Academic; The Departments; A-Level and O-Level; Scholarships; University Entrance; Careers; The Library; Drama; P.E. and Sport; Sports Centre; Chapel and the Chaplaincy; Afternoon Activities; Voluntary Service; C.C.F.; Duke of Edinburgh Award Scheme; Exploration Society; Scouts and Guides; Senior Societies and Middle School Societies; Publicity and Local Relations; Audio-Visual Aids Centre; The Ashburton Hall;
The School Council; The Oakhamian; Sanatorium; Old Oakhamian Club; Oakham School Nursery; Postscript. Attached are A-Level results (appendix A), O-Level and A-Level results (appendix B), University Entrance (appendix D). Nineteen pages A to S.

A headmaster's annual report for the academic year 1970-1971. Contents: Numbers; Staff; Academic; Faculty Reports; Chapel; Library; Drama; C.C.F., Scouts, Duke of Edinburgh Award Scheme; Health; Accommodation; School Shop; Old Oakhamians; Second Development Campaign; School House; General. Attached is the Chaplaincy report (appendix A). Nine pages A to I.

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 note from Rod Smith explaining the process of applying for a desk in College House.

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

A brown notebook recording the performance of candidates who took the entrance examination in 1978.

A yellow notebook recording the performance of candidates who took the entrance examination in 1977.

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 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.

A report from Rev John Darrall on the charity events organised during the Spring term 1989, including the Valentine Disco, Red Nose Day, concerts, houses events and listing the charities supported by the school.