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.

A booklet produced by Captain R.M. Davies for the Centenary of the C.C.F. Contents: A Short Narrative History; Officers; SSIs and Helpers; Annual Camps; Inspecting Officers; Exams, Numbers and Training; Shooting; Band and Drums and parades.

A draft booklet produced by Captain R.M. Davies for the Centenary of the C.C.F. Contents: A Short Narrative History; Officers; SSIs and Helpers; Annual Camps; Inspecting Officers; Exams, Numbers and Training; Shooting; Band and Drums and parades. Twenty-two pages A to V.

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 series relates to the history of Oakham School Army, Naval and Air Force contingents since 1910, and of the Boy Scouts. Most of the collection is made of photographs from the mid-20th century.

A press cutting regarding the publication of "The Story of Oakham School" by John Barber. Attached is a note from Steven at Sycamore Press Ltd addressed to John Barber.

A newspaper cutting reporting on Rev R.G. Bisseker's retirement as Rector of Whitwell in 1946.