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The 1928 edition of Walter Lee Sargant's "The Book of Oakham School". Contents include a preface, the foundation of the history of the school, lists of Governors, Headmasters, Ushers and Exhibitioners and the Statutes and Decrees.

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.

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 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 monograph written by Brian Needham on the history of Oakham School from its foundation in 1584 to 2009.

A press cutting from the Nottingham Evening Post regarding the publication of "The Story of Oakham School" by John Barber to celebrate the Quatercentenary of the school and the connections with Nottingham.

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

A photograph of the inscribed stone over the Old School door with a translation, and above is a photograph of the brass to the Founder in North Luffenham Church.

A list of the perpetual and elective Governors of the Schools and Hospitals of Oakham and Uppingham in 1586, hand-written.