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This collection focuses on the administrative side of the school including admissions and trustees.

There is a rich collection of admissions books dating back to the 19th century alongside detailed notes of Trustees' committee minutes and development plans.

School inspections undertaken by external bodies are represented in this sub-fond and include some of the 19th century schemes which helped to found the school as one independent from Uppingham.

ADM/4 contains policy documents outlining the health and safety measures in the school.

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 series focusses on the headmastership of Walter Lee Sargant (1902-1929) and contains items relating to the life at School in the early 20th century, its staff and pupils.

A registrar's report for the year 1992. Contents: Numbers; Registrations; Sixth Form Girl intake. Attached are numbers in September 1992 (appendix A), registrations analysis for entry in 1993 (appendix B), notes on 1993 registrations, a report on parental visits in 1991-1992 (appendix C). Six pages A to F.

A blue notebook recording the performance of candidates who took the entrance examination in May 1976.

A yellow notebook recording the performance of candidates who took the entrance examination between 1959 and 1969.

A red notebook recording the performance of candidates who took the entrance examination between March 1976 and May 1978.

A green hardback book containing lists of boy boarders for the Third Form entry and Sixth form entry, from September 1987 to September 1997.

A green hardback book containing lists of day girls for the Junior entry and Sixth form entry, from September 1987 to September 1997.

A green hardback book containing lists of girl boarders for the Third Form entry and Sixth form entry, from September 1987 to September 1997.