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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 photograph of former Headmaster John Buchanan attending a chess tournament in the Sports Hall in 1984.

A photograph of former Headmaster John Buchanan standing in front of a tree in the Science garden, in the 1990s. The photograph was used on the back cover of 'Oakham Orations'.

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

A photograph of Oakham School teaching staff in the academic year 1971-1972, under Headmaster John Buchanan.

A photograph of Oakham School staff, possible in 1969 or 1970, under Headmaster John Buchanan.

A photograph of Oakham School teaching staff in the academic year 1973-1974, under Headmaster John Buchanan. Teachers initials are written on the back.

This file focusses on teaching staff photographs, since John Buchanan's headmastership. More recent photographs include both teaching and support staff.

This sub-file contains photographs of the annual C.C.F. inspection on Doncaster Close by Colonel J. Eaton, under the Headmastership of John Buchanan., in 1959.

This file focusses on photographs and artwork of John Buchanan, during his Headmastership (1958-1977) and various visits to the School in the 1980s and 1990s.