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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 staff handbook for the academic year 1996-1997. Twelve pages A to L.

This file focusses on administration documents relating to support and teaching staff under the headmastership of Tony Little.

A staff handbook for the academic year 2001-2002. Forty-nine pages A to AW.