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 sub-series contains books used by pupils during services in chapel or books published by staff or Old Oakhamians and given to the school. A large part of this sub-series contains hymns books compiled by Rev T.C.H. Clare ('29).

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

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

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

A letter from the Headmaster John Buchanan to John Walker regarding his son, Richard, preaching a sermon in Chapel, his achievements as Head Boy and his A-Level results.

A letter from John Buchanan to Nigel Nicolson seeking permission to quote part of Harold Nicolson's essay published in 'This I believe' in the preface of 'Oakham Orations'.

A copy of John Buchanan's book 'Oakham Orations' published in 1995. The book contains a selection of the former Headmaster's sermons and speeches.

The Oakhamian Magazine, recording the Spring term 1973 (published in Summer term 1973). Contents: School News; Correspondence; Magic Mother's Problem Page; Drama; Music; School Societies; Poetry; C.C.F.; Games; O.O. News; Avete; Valete.