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This series focusses on the headmastership of John David Buchanan (1958-1977) and contains items relating to the life at School in the 1960s and 1970s, its staff and pupils. The bulk of the series consists of books, publications, letters, speeches and sermons written by Mr Buchanan himself.

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 file contains booklets produced to celebrate leaving staff's time at Oakham School, and reminiscences from former staff.

Article published in Oakham School Magazine, Spring 1884, vol.1, sharing early remembrances of the life at school in the 1870s.

A press cutting regarding the daily life at Oakham School in the 1840s, based on James Padley's letters home and regarding John Barber's article "Oakham School 140 years ago".

A letter from Patrick Wilson to Stephen Kimbell asking for a small contribution to the 1993 Appeal. Three pages A to C.

Photocopies of two pages (A and B) from The Oakham School Magazine, Winter term 1888, pages 3-4.

The Old Oakhamian Magazine, published in May 1995. Contents: Vintage 1905 - A Very Good Year; Two Long Standing Members of the O.O. Club; O.O. News; Marriages, Births, Engagements & Deaths; Obituaries; School Games; O.O. Day.

The Old Oakhamian Magazine, published in Summer 2001. Contents: The Return of The Torch; A Gala Evening for Macbeth; Unbeaten XVs Dinner; News of; Births, Marriages & Deaths; Obituaries; All Our Yesterdays; Sports News; Dublin Dinner. Four double-pages A to D.

A bound copy of several Old Oakhamian Magazines from 1985 to 1990.