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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.

A photocopy of Carlisle's 'Endowed Grammar Schools, 1818, pages 323 & 333-339, relating to Oakham and Uppingham Schools. Eight pages A to H.

This file focusses on research and textbooks relating to Oakham School in the 19th century, under the headmastership of Dr John Doncaster.

This series focusses on the headmastership of Dr John Doncaster (1808-1846) and contains items created by the headmaster himself as well as items relating to the life at School in the early 19th century and Old Oakhamians, in particular James and Augustus Padley.

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.

This sub-series contains books used by pupils during services in chapel or books published by staff or Old Oakhamians and given to the school. A large part of this sub-series contains hymns books compiled by Rev T.C.H. Clare ('29).

Order of service for a joint service of Thanksgiving for Oakham and Uppingham Schools in Peterborough Cathedral on 18 November 1979 (A). Enclosed is a memorandum on the Peterborough Cathedral Foundation Service (B).

Order of service for a joint service of Thanksgiving for Oakham and Uppingham Schools on 17 July 1966.

Order of service for a joint service of Thanksgiving for Oakham and Uppingham Schools on 17 October 1971. Two pages A and B.

This sub-series focuses on Joint services of Thanksgiving celebrating the foundation of Oakham and Uppingham schools by Archdeacon Robert Johnson.