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This collection focuses on the administrative side of the school including admissions and trustees.

There is a rich collection of admissions books dating back to the 19th century alongside detailed notes of Trustees' committee minutes and development plans.

School inspections undertaken by external bodies are represented in this sub-fond and include some of the 19th century schemes which helped to found the school as one independent from Uppingham.

ADM/4 contains policy documents outlining the health and safety measures in the school.

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

A plaque commemorating the opening of the Sports Hall on 15 July 1972 by Eric Weiss, Trustee and Benefactor of Oakham School. Also mentioned are the Designers, Loughborough Recreation Planning Consultants Ltd, and the contractors, Simons Construction Group Ltd of Lincoln.

A memorandum from the Bursar Tom Case to David Smith, Head of Drama, regarding a refurbishment plan for the Shakespeare Centre in 1991.

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

A modern transcript of a letter from William Spicer Wood, Headmaster of Oakham School, and Edward Thring, Headmaster of Uppingham School, addressed to the Governors of both schools regarding the relation between schools and their future as separate institutions.

A letter from Trevor Case, Bursar and Clerk to the Trustees, to Alan Grieve, Chairman of OSEL, regarding the deed of covenant between OSEL and the Trustees.

A letter from Roger Blackmore to the Headmaster Graham Smallbone regarding notes to present at the next Trustees meeting.

A letter from the Headmaster Richard Bull and the Chairman of Trustees T.C.S. Haywood to Parents regarding the building of a new Biology Block, including plans, and the pre-payment of fees scheme III. Two pages A and B.

A letter from the Acting Headmaster Michael Stevens to Parents regarding School fees.