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This series focusses on the headmastership of Oliver Richard Sylvester Bull (1977-1984) and contains items relating to the life at School in the 1970s and 1980s, its staff and pupils. One of the files relates to Michael Stevens as Acting Headmaster for two terms in 1985.

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 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.

A letter (A) from Graham Smallbone, Headmaster, Simon Schanschieff, Chairman of Trustees, and Rev Terence Treanor, Honorary Secretary of the Old Oakhamian Club, to former pupils who were at Oakham during John Barber's years with the School regarding celebrating his eightieth birthday and the Barber Archives. Attached is a reply slip (B).

Correspondence relating to John Barber's eightieth birthday and the Barber Archives.

Nine letters between Graham Smallbone, Bryan Waites, Stephen Garnett and Nicholas Bomford regarding the 450th anniversary of the birth of Archdeacon Robert Johnson.

Notes from John Barber to Michael Stevens regarding the celebrations of the 450th anniversary of the birth of Archdeacon Robert Johnson.

A speech given by Headmaster John Buchanan on Speech Day 1974, paying tribute to the Guest of Honour, the Provost of Derby, discussing the increase in numbers and co-education, the building programme, and the retirement of Jack and Betty Barber. The speech is typed, with hand-written notations. Six pages A to F.

A letter from the Headmaster, John Buchanan, to C.H. Gadney, Chairman of the East India, Sports & Public Schools Club, regarding the creation of the Club, nominating one member of the Club to represent the School, and thanking him for his help with the Speech Day Visitor.