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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.

An almost complete collection of the School's magazines dating from 1884.

A complete collection of bound books, gathering Oakham School Magazines copies, from 1884 to 2014. Some books may contain issues of the Magazine that would be otherwise missing in the collection.

A bound copy of several Oakhamian Magazines from Winter 2011 to Summer 2014.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Winter term 2011 and Spring term 2012. Contents: Staff News; Features; Trips and Tours; Academic; Performing Arts; Pastoral; Community Activities; Sport; Foundation; Old Oakhamian.

A list of staff and Old Oakhamians attending the Memorial Service for Brian Primmer in Chapel on 8 May 2009.

This file focusses on letters sent/received by John Buchanan, chiefly during his headmastership (1958-1977).

A bound copy of several Old Oakhamian Magazines from 1994 to 2002.

This series relates to various annual reports presented to the Trustees, including Headmaster's reports, Registrar's reports and Second Master's reports. The series spans over three Headmasters, John Buchanan, Richard Bull and Graham Smallbone.

The Oakhamian Magazine, recording the Spring and Summer terms 1987. Contents: Editorial; School News; Tributes to Retiring Staff; Industry and Oakham School; Some Reviews from "On the Road"; Drama; Music; Art and Design; Societies; Tours; Expeditions; D of E and C.C.F.; Sport.