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This file focusses on obituaries and tributes written in memory of former Headmaster, Richard Bull.

This sub-file focusses on the stay of the National Youth Chamber Orchestra at Oakham School in August 1993, including details of the arrangements, correspondence, and programmes of their performances at Peterborough Cathedral, The Maltings, Oakham School Chapel, and The Proms at the Royal Albert Hall.

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.

A letter from David J. Woodhead, National Director of the Independent Schools Information Service, to Graham Smallbone regarding the passing of the Children's Act and its consequences in cases of abuse nationwide, enclosing an ISJC circular notifying of its implications. Three pages numbered A to C.

This series focusses on the headmastership of Graham Smallbone (1985-1996) and contains items relating to the life at School in the 1980s and 1990s, its staff and pupils.

This is focussing on Oakham School Enterprises LTD, since its creation. This file is chiefly made of legal documents and letters.

This series is related to the buildings on the School campus and documents their history. Most of the collection is made of photographs and artwork, as well as architectural plans. Each sub-series focusses on a different building.

Seven letters regarding the opening of the Rutland Crown Court in Oakham Castle on 13 January 1992.

A letter from Mr Justice John Owen, Presiding Judge of the Midlands and Oxford Circuit, to the Headmaster Graham Smallbone regarding his grandfather Arthur Wright attending Oakham School.

This file focusses on letters received/sent by the Headmaster Graham Smallbone during his headmastership (1985-1996).