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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 letters sent/received by John Buchanan, chiefly during his headmastership (1958-1977).

A letter from the Headmaster, John Buchanan, inviting all Old Oakhamians who entered the School before September 1935 to lunch at Oakham.

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.

A letter from Rev Austin Boggis to the headmaster, John Buchanan, regarding the arrangements for his retreat and conference at School in September 1961.

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).

This sub-file focusses on letters sent by the Headmaster John Buchanan to Richard Walker (Head Boy, 1971) and his father, John Walker.

A letter from the Headmaster, John Buchanan, to the Head Boy Richard Walker congratulating him on his sermon in Chapel in 1971.

A letter from the Headmaster, John Buchanan, to Old Oakhamians regarding the upcoming reunion for the Talbot Griffith generation on 16 July 1972.