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A programme for the Conference on 'Sports Psychology in Schools' including a note from the director of Oakham School Sport, conference programme, delegates, and directions.

A cash book recording incomes, expenditures, receipts, staff wages and salaries from April 1939 to July 1940.

The financial regulations policy for Oakham School, the Foundation and OSEL, including staff responsibilities, risk assessment, budget, planning, fraud and corruption, reporting, income, expenditure and income generation.

A prospectus promoting studying at Oakham School in 1922. Contents: Trustees & Staff; Brief History of the School; Subjects of Instructions; Boarding Houses; Buildings; Scale of Fees; Health; Scholarships and Exhibitions.

A speech given by Headmaster John Buchanan on Speech Day 1973, paying tribute to the Guest of Honour, Mrs Yates, discussing the increase in numbers, the Upper School, staff news, and the building programme. The speech is typed, with hand-written notations. Seven pages A to G.

A list of Trustees and the Faculty for the academic year 1979-1980.

A staff handbook for the academic year 1996-1997. Twelve pages A to L.

A letter from the Headmaster Designate Henry Price to Parents announcing the appointment of Dr Leo Dudin as Deputy Head Academic in June 2018.

A headmaster's annual report for the academic year 1982-1983. Contents: Registrations/Entry/Numbers; The Houses; The Decem/Discipline; Staff; General Academic; The Academic Departments; Music; Art and Design; Drama; P.E. and Sport; C.C.F. and Duke of Edinburgh Award Scheme; Community Services; Afternoon Activities; Careers; Chaplaincy; The Ashburton Hall; Library; The Oakhamian; The School Council; Oakham School Nursery; Sanatorium; A.V.A. Centre; Postscript. Attached are A-Level results (appendix A), O-Level and A-Level results (appendix B), University Entrance (appendix C), a report to the Headmaster - Computing Department (appendix D). Thirteen pages A to M.

A headmaster's annual report for the academic year 1983-1984. Contents: Numbers and Recruitment; Discipline and Morale; Staff; Academic; Art/Design/Music/Drama; P.E./Sports/Games/Service/Activities; Chapel; Food/Health; Careers/A.V.A.; Oakhamian/School Council; Publicity and P.R.; 1984 and All That. Attached are A-Level results (appendix A), O-Level results (appendix B), Academic Scholarships and Exhibitions (appendix C). Nine pages A to I.