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A compilation of hand-written notes, organised chronologically into Headmasters. It is thought that they were used as research material on the history of Greylands. Pages A to F.

This series relates to the Finance Committee of the Trustees, in particular minutes of their meetings.

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.

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.

Order of service for a memorial service for Walter Lee Sargant in the School Chapel on 22 September 1956.

A book compiling the minutes of the Trustees' Financial Committee meetings.

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

Oakham School Magazine, recording the Winter term 1902 (published in Spring term 1903). Contents: Editorial; School Notes; The Concert; Entertainment; My Schools; Football; Hockey. Seven double-pages A to G.

Oakham School Magazine, recording the Spring term 1903 (published in Summer term 1903). Contents: Editorial; School Notes; The Sports; The Debating Society; St Petersburg; Cricket; Correspondence. Seven double-pages A to G.

Oakham School Magazine, recording the Winter term 1923 (published in Spring term 1924). Contents: School Notes; The Concert, Lectures; The Football Season; Correspondence. Four double-pages A to D.