This series focusses on the headmastership of Grosvenor Talbot Griffith (1935-1958) and contains items relating to the life at School in the mid-20th century, its staff and pupils.

A speech given by Headmaster John Buchanan on Speech Day 1964, paying tribute to the late Chairman, Sir Eric Gore-Browne, discussing three reports on Education, examination results, Music and other activities, sporting achievements, boarding matters and the Development Campaign. The speech is typed, with hand-written notations. Six pages A to F.

A speech given by Headmaster John Buchanan on Speech Day 1965, paying tribute to the new Chairman, Thomas Haywood, discussing three innovations to the education at Oakham School - a small Sixth Form house, the building of a Technology Department, and the establishments of setting by subjects and tutors, and sporting achievements. The speech is typed, with hand-written notations. Six pages A to F.

A speech given by Headmaster John Buchanan on Speech Day 1969, discussing the changes in education in the country and the Direct Grant, and boarding matters. The speech is typed, with hand-written notations. Seven pages A to G.

A speech given by Headmaster John Buchanan on Speech Day 1969, paying tribute to the Guest of Honour, Professor Lewis, discussing the changes in education in the country and the Direct Grant, and boarding matters. The speech is typed, with hand-written notations. Seven pages A to G.

A booklet entitled 'Oakham School, "Jerwood Sphere" innovation day', with photographs and diagrams and a programme for the event. Contents: Setting the Scene, Making Creativity and innovation deliberate and systematic, How creative can we be as regards the learning and teaching experience?, Ideas, ideas, ideas, Some fundamental principles.

This sub-series relates to licensing services, in particular of the School Chaplains.

This collection draws together material produced for and by the marketing department of Oakham School. Particular strengths of the collection include press cuttings and publication material (prospectuses, handbooks, maps etc.).

Press cuttings from multiple local and national newspapers have been collected together by marketing staff, gathering together news of Old Oakhamians.

Publications contain material produced for new admissions into the school and contain detailed information about uniform, curriculum, pastoral care, and general daily life of the school.

An edition of Matkin's almanack including a section on Oakham School on page 16.

A book compiling the minutes of the Trustees' Financial Committee meetings.