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This series focusses on the headmastership of Tony Little (1996-2002) and contains items relating to the life at School in the 1990s and early 2000s, its staff and pupils.

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 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.

This series focusses on the headmastership of Nigel Lashbrook (2009-2019) and contains items relating to the life at School in the 2010s, its staff and pupils.

An article written by former Headmaster John Buchanan in 1980, detailing the configuration of the School and the Technology block. Two pages A and B.

A copy of 'The Co-Education Story' written by John Buchanan discussing the introduction of girls in 1971. Item was printed for a family reunion to celebrate 30 years of Co-Education. Fifteen pages A to O.

This file focusses on writings by John Buchanan. Some items are articles, other items are his books.

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

A copy of John Buchanan's book 'Operation Oakham', published by the Sycamore Press in 1984.The book tells the story of Oakham School's independence and the start of co-education. There is a dedication to Edward Leigh, dated from 7 January 1985.