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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.

This sub-series relates to the history of Old School, oldest building of Oakham School, in Cutts Close park. It is made of a collection of photographs and art work; of newspaper cuttings and letters, mostly relating to the debate concerning the refurbishment of the building and preserving the frescoes painted by Mary Sargant Florence.

A newspaper cutting from The Independent reporting on letters revealing a previously unknown male love of Oscar Wilde, and on the debate concerning the frescoes in Old School. Hand-written note from Rod Smith to Graham Smallbone at the bottom of the article.

Two letters from the Headmsater, Graham Smallbone, to, respectively, Mr and Mrs Ham (A) and Mr and Mrs Wilkinson (B), related to Henrietta Lea's accident.

This file contains letters, sketches and plans sent between the School, John Whitmore Ltd Builder and Colin Shewring, Architect, regarding the refurbishment of the Chapel and new pews.

A letter from Gerry Lea to the Headmaster, Graham Smallbone, regarding sending back any items that belonged to Henrietta, and a letter from Graham Smallbone to staff asking them to return to her parents any items that belonged to Henrietta.

A note from the Headmaster Graham Smallbone to Housemasters and other staff regarding the arrangements for the Service of Thanksgiving for Henrietta Lea in Chapel.

A note from the Headmaster Graham Smallbone to staff regarding the arrangements for the service of thanksgiving for Henrietta Lea in Chapel. Two pages A and B.

A letter from Rosemary Thomson to Jon Wills sending her sympathy and support, related to Henrietta Lea's accident.