This sub-series relates to the history of the Cadets at Oakham School since 1910. The bulk of the collection is made of photographs of inspection throughout the 20th century.

This file focusses on objects related to the history of the cadets and C.C.F.

Three drum skins of the J.T.C./O.T.C., signed by cadets.

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 contains various items created by John Buchanan or relating to his headmastership (1958-1977).

This collection focuses on major events that have occurred to the school and its pupils. This includes the Quatercentenary celebrations and the school's reaction to the COVID-19 pandemic.

The Quatercentenary celebrations compromised of several events including the visit to the school by Queen Elizabeth II and Prince Philip, Quatercentenary ball, and special productions to celebrate the recent opening of the Queen Elizabeth Theatre.

There is a detailed series on the school's Speech Day which includes a comprehensive list of programmes and award winners from the ceremony.

There is a excellent record of items showing how the school reacted to the COVID-19 pandemic. There is general communication to parents and staff, information on the structure of face to face and distance learning teaching, and also an illuminating collection of photographs taken by Ms. Fernandez in 2021.

This file focusses on various speeches given by John Buchannan during his headmastership and later. The bulk of the file is an almost complete collection of his Speech Day speeches.

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 Merrick Taylor at Motor Panels to the Headmaster Graham Smallbone regarding his visiting the School and attending Speech Day in 1988. Two pages A and B.

This sub-file relates to Merrick Taylor, Guest Speaker at Speech Day 1988.