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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.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Summer term 2005. Contents: School Notes; Features; Academic; Pastoral; Sport; Beyond Oakham; The Old Oakhamian; The Foundation.

Three black and white photographic book plates including the Hospital of Christ in Oakham, The School House, a transcription of the brass to the Founder and the inscribed stone over the Old School door.

A print-out of the brass to the Founder in North Luffenham Church and below, a photograph of the inscribed stone over the Old School door with the translation.

A letter from Bryan Waites, Geography teacher, to the Headmaster Graham Smallbone regarding a plaque commemorating Archdeacon Robert Johnson (A). Enclosing the proposed plaque design (B).

A letter from the Headmaster Graham Smallbone to Bryan Waites, Geography Teacher, regarding the sitting of the plaque on the Old School building.

A print out of a press cutting regarding school histories, including "The Story of Oakham School" by John Barber and "Operation Oakham" by John Buchanan.

This collection consists of material which highlights the history of Oakham School. This includes monographs and research by various authors, as well as films and others audio and video recordings.

Two photographs of the Oakham and Uppingham seal, back and front, item 1967.27 in the Rutland County Museum, used in John Barber's "The Story of Oakham School".

A brochure promoting the 1960s Development Campaign. Contents: Post war Development; The Development plan; The Cost; The Future; Administration of the Campaign; Method of Giving. Also inserted are a combined Deed of Covenant and Banker's Order form.