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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 staff handbook for the academic year 1996-1997. Twelve pages A to L.

A letter from the Headmaster Tony Little to Ray Tyler regarding the development of cricket at Oakham School.

This file focusses on administration documents relating to support and teaching staff under the headmastership of Tony Little.

A staff handbook for the academic year 2001-2002. Forty-nine pages A to AW.

A letter from the Headmaster Tony Little to Parents regarding a review of the Winter term 1996. Contents: Achievements in Drama, Music and Sports; Parent/Teacher Committee; Matters Academic; Building Development; Staff.

A letter from the Headmaster Tony Little to Parents regarding a review of the Summer term 2001. Contents: Speech Day; Sporting achievements; Trips; Examinations results; Curriculum and Subject choices; Changes of Staff; Beginning of term dates; Dates further into the future.

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

A group of photographs (A to P) of Tony Little's leaving do in Stumps in 2002.

Two photographs of Chairmen of the Trustees and Headmasters with their wives.