Six letters between the Headmaster, John Buchanan and Rev Austin Boggis regarding the arrangements for a retreat and conference of Schoolmasters in the Holy Orders to be held at Oakham School in September 1961.

Two letters between the Headmasters, John Buchanan, and O.O. Desmond Mangham ('36) regarding a Development Campaign and donations in 1977.

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.

This sub-series relates to the history of Old School, oldest building of Oakham School, in Cutts Close park. It is made of a collection of photographs and art work; of newspaper cuttings and letters, mostly relating to the debate concerning the refurbishment of the building and preserving the frescoes painted by Mary Sargant Florence.