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This series focusses on the headmastership of Rev Edward Vere Hodge (1879-1902) and contains items relating to the life at School in the late19th century, its staff and pupils. The series contains some of the earliest photographs of Oakham School's collection.

This series focusses on the headmastership of John David Buchanan (1958-1977) and contains items relating to the life at School in the 1960s and 1970s, its staff and pupils. The bulk of the series consists of books, publications, letters, speeches and sermons written by Mr Buchanan himself.

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.

Article published in Oakham School Magazine, Spring 1884, vol.1, sharing early remembrances of the life at school in the 1870s.

A letter (A) from John Buchanan to Michael Stevens regarding the arrival of girls at School and Michael and Mary becoming Housemasters of a girls' boarding house; enclosed is a writing by Michael Stevens on Co-Education, 'Some Random Jottings'.

A letter from former Headmaster, G. Talbot Griffith, to O.O. Alan Jolly regarding gifts presented at a gathering and reminiscences of Alan Jolly's time at Oakham School.

A letter from Anthony Earl to the Headmaster, Dr Joe Spence, regarding the passing of John Buchanan and sharing memories of him. Two pages A and B.

Photocopies of two pages (A and B) from The Oakham School Magazine, Winter term 1888, pages 3-4.

This focusses on research done on Rev Edward Vere Hodge's headmastership, in particular teaching and support staff working then, and life at Oakham School in the late 19th century.

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