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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.

3 letters between J. D. Buchanan and Richard Walker. 2 letters between J. D. Buchanan and J. L. Walker.

A letter A) from the Headmaster, John Buchanan, to Rev A.T.I. Boggis regarding a retreat and conference in September 1961. Enclosed is a suggested draft for the arrangements (B).

Six letters between the Headmaster, John Buchanan and Rev Austin Boggis regarding the arrangements for a retreat and conference of Schoolmasters in the Holy Orders to be held at Oakham School in September 1961.

Annual report for the year 1974-1975, including the school numbers, staff changes, academic, faculty reports, chapel, library, drama, C.C.F., Scouts, DofE, Health, School council, Old Oakhamians, Oakham School Nursery Group, The International club, Accomodation, General. With an appendix: job description for public relations co-ordinator and conference organiser

Annual report for the year 1958-1959, including the school numbers, staff changes, Activities, Health, Accomodation, Finance, General Remarks.

Annual report for the year 1963-1964, including the school numbers, staff changes, Activities, Health, Accomodation, Development Campaign, General Remarks. With an appendix: sixth form houses.