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.

Four emails and a hand-written note (A to C) from Jill Harris, Dr Jon Chilton and Jeremy Pole regarding Dr Mel Twigg's farewell speeches.

An 8mm film believed to be an early speech by John Buchanan.

This series focuses on the Millennium celebration which took place in the School Chapel, with an emphasis on the candelabras (objects and photographs) designed and made by the Art & Design Department for the special occasion.

This series focusses on the headmastership of Graham Smallbone (1985-1996) and contains items relating to the life at School in the 1980s and 1990s, its staff and pupils.

These items are personal copies of three books by John Buchanan, owned by Rev Terence Treanor.

Rev Terence Treanor signed copy of "Oakham Orations" by John Buchanan.