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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 list of Trustees and the Faculty for the academic year 1979-1980.

This file relates to the Headmaster's Annual report to the Trustees, from the 1950s to 1980s. The reports cover all aspects of School, academic, examination results, extra-curricular activities, Estates and Maintenance, staff and individual faculty report, vision for the future of the School. All reports are private and confidential.

A small red book containing staff list, school list and school calendar for the Summer term 1985.

A small red book containing staff list, school list and school calendar for the Winter term 1965; hand-written notations and amendments. Item belonged to Michael Stevens.

A small red book containing staff list, school list and school calendar for the Winter term 1977; hand-written notations. Item belonged to Michael Stevens. It is the first Red Book of Richard Bull's headmastership.

Two small red books (A and B) containing staff list, school list and school calendar for the Summer term 1980. Item A belonged to Michael Stevens and item B belonged to Mrs P.A. Rimmington. Both items have hand-written notations and amendments.

A small red book containing staff list, school list and school calendar for the Spring term 1985; hand-written notations. Item belonged to Mrs P.A. Rimmington. It is the first Red Book under Michael Stevens as Acting Headmaster.

Order of service of the service of Thanksgiving for Michael Stevens held at the School Chapel on 18 January 2012.

Individual salary and wages sheets for teaching and support staff between 1937 to 1960. Pages A to BB.