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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.

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 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.

An invitation to the opening of the Faculty of Social Sciences on 09 September 2017 sent to Brian Needham.

A sermon preached by The Lord Bishop of Ossory, J.G.F. Day, on the occasion of the 350th anniversary of the Foundation of Oakham School.

Minutes of a Parent/Teacher Committee meeting held on 17 November 2001 in the Bowes Room (A). Contents: Apologies; Matters arising from the Minutes; Afternoon Activities; Oakham School Foundation; Security; Inspection; Term Dates; Timings of Parent/Teacher Meetings; Correspondence; Any Other Business; Representatives for Spring term 2002; Date of the next meeting. Enclosing a letter regarding road safety on Kilburn Road (B).

An account of Oakham School with illustrations written by the Headmaster, Walter Lee Sargant in the early 20th century. Contents: Preface; Foundation and Old School; Curriculum and Examinations; Boarders and Houses; Notes on School Life; The Junior House.

Two letters (A and B) between Jeremy Tomlinson, Bursar & Clerk to the Trustees, and Philip Robson at Daltons Solicitors, regarding the estate of the late John David Buchanan.

Edition of "The Book of Oakham School", by Walter Lee Sargant. Contents include the foundation and earlier history of Oakham School, and lists of Governors, Headmasters, Ushers and Exhibitioners. 29 pages.