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This sub-series relates to the history of the Cadets at Oakham School since 1910. The bulk of the collection is made of photographs of inspection throughout the 20th century.

A collection of reports and financial statements, and letters, related to the activities of Oakham School Enterprises Ltd (OSEL), spanning from 1978 to 1995.

This sub-file focusses on the registration of Oakham School Enterprises Ltd with the Companies Registration Office, and includes correspondence and legal documents.

A letter listing actions taken as a result of the Report of Peat, Marwick, Mitchell & Co on 27 May 1982. Two pages A and B.

A collection of letters relating to OSEL courses, Activity Holidays and events in the 1980s.

This sub-series focuses on the history of the 1993 Organ in the School Chapel. After the 1930 organ expired and was replaced by a computer organ in the 1980s, the headmaster Graham Smallbone commissioned for a new organ to be built. Some items highlight the various proposals, the correspondence focuses on the building and installation of the organ and the photographic file finally shows the organ in Chapel.

This series focusses on the headmastership of Oliver Richard Sylvester Bull (1977-1984) and contains items relating to the life at School in the 1970s and 1980s, its staff and pupils. One of the files relates to Michael Stevens as Acting Headmaster for two terms in 1985.

Photographs and negatives of the 1993 Oakham School International Masters' Chess Tournament held in Old Hall.

This is focussing on Oakham School Enterprises LTD, since its creation. This file is chiefly made of legal documents and letters.

A booklet produced by Captain R.M. Davies for the Centenary of the C.C.F. Contents: A Short Narrative History; Officers; SSIs and Helpers; Annual Camps; Inspecting Officers; Exams, Numbers and Training; Shooting; Band and Drums and parades.