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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 letter from the Headmaster Tony Little to Dennis Peacock regarding the Oakham School website.

A letter from the Headmaster Nigel Lashbrook to Parents at the end of the Winter term 2018. Contents: Parent/Teacher Committee; Teaching & Learning; Website and School Portals; Sustainability.

A letter from the Headmaster Graham Smallbone to Parents regarding a review of the Spring term 1986. Contents: Oxbridge Results; Summer Exeat and Parent/Teacher evening for Fourth Form; The Tutorial System; School House; School Uniform; Car Parking; OSCA; Remedial Teaching; School video, Parents' leaflet etc; Telex; Smoking.

A brochure (A) on Welland Valley prep School, which was never created but was endorsed by Oakham School in Autumn 1999. Enclosing a note from the Headmaster Tony Little (B).