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This collection charts the history and activities of the Old Oakhamian Club. It has excellent records of dinners and events thrown by the club such as reunions, international dinners and Oakham events. Most of the documents are administrative, but there are photographs and correspondence material too.

There are good records on the school's foundation and the club's golfing society. Most of the material has been produced by the Old Oakhamian club or the foundation. Thus, there is a good record of publications and marketing material relating to these events.

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.

Minutes of a meeting of the board of Oakham School Enterprises Limited held on 27 September 1983 in London. Contents: Activity Holidays Course Costings; Course Descriptions; Questionnaires; Chess Congress; Computer Courses; Date of the next meeting. With hand-written notes. Two pages A and B.

A letter from Alan Grieve to Simon Schanschieff regarding the Quatercentenary Appeal and enclosing an advertisement taken from The Tatler for the Stowe Ball. Three pages A to C.

A letter from Alan Grieve to Roger Blackmore regarding sending the Activity Holidays brochure, and catering arrangements. Two pages A and B.

A note (A) from Alan Grieve to Roger Blackmore regarding the new OSEL brochure on Computing at Oakham and suggesting amendments. Enclosed is a copy of the brochure (B).

A letter from Alan Grieve to Barry Turner regarding a possible interview of John Jerwood in relation to the young masters chess tournament.

A letter from Alan Grieve to Barry Turner at Hart Browne & Curtis Ltd regarding a possible press interview with John Jerwood.

A memorandum from Alan grieve to Roger Blackmore asking to send all OSEL leaflets to all Trustees.

A letter from Alan Grieve to Roger Blackmore regarding questionnaires, and improvements in the running of courses for the following year. Two pages A and B.