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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.

This file focusses on obituaries and tributes written in memory of former Headmaster, John Buchanan, as well as letters from friends and family.

A letter from the Headmaster Richard Bull to Michael Stevens, Patrick Wilson and Housemasters regarding recommendations for the Anderson Awards.

Minutes of a Parent/Teacher Committee meeting held on 7 March 1981 in Old Hall. Contents: Matters arising from the minutes; Any Other Business; Representation of the Committee; Date of the next meeting. Five pages A to E.

Minutes of a Parent/Teacher Committee meeting held on 21 November 1981 at the Headmaster's house. Contents: Matters arising from the minutes; Any Other Business; Representation of the Committee; Date of the next meeting. Three pages A to C.

Minutes of a Parent/Teacher Committee meeting held on 15 May 1982 in Old Hall. Contents: Matters arising from the minutes; Quatercentenary Appeal; Possible Opportunities for Parents to meet the Headmaster; Entertaining prep schools and other visiting teams; Any Other Business; Representation of the Committee; Date of the next meeting. Two pages A to B.

Minutes of a Parent/Teacher Committee meeting held on 5 February 1983 in Old Hall. Contents: Matters arising from the minutes; Any Other Business; Representation of the Committee; Date of the next meeting. Four pages A to D.

A list of Trustees and the Faculty for the academic year 1979-1980.

This file focusses on photographs of Tony Little, during his Headmastership (1996-2002).

This file relates to the Headmaster's Annual report to the Trustees, from the 1950s to 1980s. The reports cover all aspects of School, academic, examination results, extra-curricular activities, Estates and Maintenance, staff and individual faculty report, vision for the future of the School. All reports are private and confidential.