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This series focusses on the headmastership of Oliver Richard Sylvester Bull (1977-1984) and contains items relating to the life at School in the 1970s and 1980s, its staff and pupils. One of the files relates to Michael Stevens as Acting Headmaster for two terms in 1985.

This sub-series focusses on any publication, including press cuttings, relating to the Duke of Edinburgh Award Scheme at Oakham School and royal visits.

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.

2 newspapers' cuttings regarding the visit of the Duke Of Edinburgh to Oakham and 1 article from the Daily Telegraph on "Court and Social", a court circular.