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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.

An obituary written on the Oakham school news page to John Buchanan, by Michael Stevens.

Obituries J. D. Buchanan. One from Dr. JAF Spence, one which was published in the Times, one by Michael Stevens, another from Jon Wills and the last by Ian Smith.

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.

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.

This file focusses on obituaries and tributes written in memory of former Headmaster, John Buchanan, as well as letters from friends and family.

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

This file focusses on letters received by Brian Welford regarding rugby matches and his career as Master-in-charge of Rugby.

This series focusses on documents relating to Brian Welford' career at Oakham School as Master-in-charge of Rugby in the 1970s and 1980s. Also contains documents relating to the history of rugby and Old Oakhamians, kept by Mr Welford in his personal files.

A letter from Michael to Malcolm talking about the obituary written for Buchanan.