An internal note from the Headmaster Graham Smallbone to all members of staff regarding their declaration of earnings.

An email from Jan West to members of staff regarding the planning of the Rutland Water Walk, attached is a map of the area with the route and checkpoints manned by staff, and a list of staff supervising the event. Hand-written notes and amendments on all the sheets. Three pages A to C.

This file focusses on letters written or received by Walter Lee Sargant.

This file contains letters from the Headmaster Henry Price to parents and notices of past terms.

This file focusses on letters received/sent by the Headmaster Tony Little during his headmastership (1996-2002).

This file focusses on letters received/sent by the Headmaster Nigel Lashbrook during his headmastership (2009-2019).

Letters between the Headmaster Nigel Lashbrook and former teacher Greg Andrews regarding John Buchanan's letter to his friend Edward Leigh.

Two emails from Jan West to staff regarding the planning of the Rutland Water Walk. Two pages A and B.

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.

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.