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 sub-series gathers speeches delivered during the Millennium celebrations.

A sermon preached on Sunday 15 December 1957 in Oakham School Chapel by the Headmaster, G. Talbot Griffith. Five pages A to E.

This file focusses on works by Headmaster G. Talbot Griffith, in particular sermons he read in Chapel.

A series of notes for a speech by Lieutenant General John McColl, inspecting officer on 5 May 2006. Three pages A to C.

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 letter from Paul Copeland to the Honorary Secretary of the Old Oakhamian Club, for possible consideration by the Headmaster, regarding new research in dentistry. Two pages A and B.

A photograph of the Headmaster Tony Little giving a speech on his last School Assembly on Doncaster Close in 2002.

This file focusses on various documents relating to events during the headmastership of Graham Smallbone.

A speech titled 'Is there any future in creating wealth?' by Merrick Taylor, given at the Headmasters' Conference at Churchill College, Cambridge. Five pages A to E.