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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.

Order of service for a memorial service for Dr john Cheverton, Head of Biology at Oakham School, in All Saints' Church on 15 October 2010.