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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.

The Oakhamian Magazine, recording the Summer term 1934 (published in Winter term 1934). Contents: Editorial; School Notes; F.C.D.; The Chapel; The Library; Careers; The Photographic Club; Philatelic Society; Debating Society; Reading Society; Music Notes; Art; Scout Notes; O.T.C.; Cricket; Football; Swimming Sports; Golf Notes; Contributions; Cambridge Letter; London Letter; O.O. Notes; Acknowledgments. Nine double-pages A to I.

The Oakhamian Magazine, recording the Summer term 1937 (published in Winter term 1937). Contents: School News; Music Notes; Philatelic Society; Debating Society; Reading Society; School Group of National Savings Association; O.T.C.; Scout Notes; Swimming Notes; Cricket; Football; W.H. Weston of Northampton; Boxing; O.O. News; Correspondence; Acknowledgements. Eight double-pages A to H.

The Oakhamian Magazine, recording the Winter term 1940 (published in Spring term 1941). Contents: Roll of Honour; Editorial; School News; Music Notes; Debating Society; Lectures; J.T.C.; Scout Notes; Football; Hockey; Running; O.O. Notes; Correspondence. Five double-pages A to E.

The Oakhamian Magazine, recording the Summer term 1942 (published in Winter term 1942). Contents: Roll of Honour; Editorial; School News; Labour; Library; Music Notes; J.T.C.; A.T.C.; Scout Notes; Captain Brassbound's Conversation; Swimming Sports; Football; Debating Society; O.O. Notes. Seven double-pages A to G.

The Oakhamian Magazine and Old Oakhamian Magazine, recording the Summer term 2010. Contents: Staff News; Features; Trips and Tours; Academic; Performing Arts; Pastoral; Community Activities; Sport; Foundation; Old Oakhamian.

A bound copy of several Oakhamian Magazines from 1932 to 1934.

A bound copy of several Oakhamian Magazines from 1932 to 1936.

A prospectus promoting studying at Oakham School in 1951. Contents: School History; Trustees and Staff; Curriculum; Boarding Houses; Clothes and Uniform; Health; Sports, Activities and Societies; Fees; Scholarships; Day Boys. Seven double-pages A to E. Enclosed is a list of staff (F).

A prospectus promoting studying at Oakham School in 1946. Contents: Foundation & History; The School today; Situation & Surroundings; Trustees; Premises & Equipment; School Terms, Holidays, Timetable; Chapel Services, Religious Instruction; Curriculum; Libraries; Reports; Boarding Houses; School House, Wharflands, Deanscroft, The Junior House, Hodge Wing; Clothes; Diet & Tuck Boxes; Health; Absence & Leave; Games; Physical Education; J.T.C.; Scouts; Activities outside the classroom; Entry, Fees, Remission of Fees for absence; Optional Payments, Extras; Pocket Money; Scholarships; Leaving Scholarships; Notice of leaving; Expenses; Appointments with the Headmaster; Day Boys; Publications; Old Oakhamian Club. Seven double-pages A to G. Enclosed are two trustees and staff lists (H and I) in 1946 and 1949.