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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 photocopy of a report of Government Commission regarding the education at Oakham and Uppingham schools. Includes information on the tone of the school, daily life, buildings, punishment, lessons, prizes, sports, entry into universities, staff, curriculum, and admissions. Items A to I

A photocopy of transcript of letter to Trustees from Edward Thring (Uppingham) and William Wood (Oakham) regarding the state and future of the school. Found in P.Wilkinson, Coventry College of Education 1976.