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Stretching back to the headmastership of Dr. Doncaster, this collection comprehensively covers the correspondence, publications, photographs and other ephemera of the headmasters of Oakham School up to the present day. For many of the headmasters, correspondence and rolls calls are a significant theme in their series.

This collection also contains an excellent record of speeches and sermons given by G. Talbot Griffiths and John Buchanan.

The final series on reports covers the headmaster's, deputy headmaster's and registers writings on the state of the school, including topics such as building and estate development, admissions, the curriculum, examination results, and Old Oakhamians.

A collection of documents related to John Barber's book, "The Story of Oakham School". The sub-series includes photographs, letters received by the author, press cuttings advertising the publication and the book.

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.

A letter ((A) from the Headmaster Richard Bull to the Editor of The Rutland Times regarding two inaccuracies in the account of Speech Day 1978, published on the front page of Issue no. 15. Enclosed is the article (B).

This file focuses on correspondence asking/ giving John Barber permission to use certain material in his book.

A file containing a list of the contents of John Barber's "The Story of Oakham School", with list of the photographs used in the book. Contains 11 pages, numbered A to K.

A press cutting from the Stamford Mercury regarding the publication of John Barber's "The Story of Oakham School".

Special pre-publication offer leaflets, including the original booklet, a reminder and final offer, a note from the Bursar to Parents, a note from the OO Club to Old Oakhamians.

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.

A letter from Tom thanking John Barber for sending the presentation copy of his book "The Story of Oakham School".