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

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-file is made of two photographs of Richard and Anne Bull's final Assembly in the Sports Hall. They were presented a painting of Deanscroft and flowers by the Head Boy and Head Girl, Miles Linney and Vanessa Bailey.

A photograph of Miles Linney, Head Boy, and Vanessa Bailey, Head Girl, presenting a painting and flowers to Mr and Mrs Bull on their final Assembly in the Sports Hall in December 1984.

A photograph of Richard Bull showing the painting of Deanscroft in his final Assembly in December 1984.

This collection focuses on the staff who have worked for Oakham School over the years. Material focuses on not only training and teaching, but staff wellbeing, pay and benefits.

There are two series which focus on notable members of staff from the school's history: Jon Wills and Brian Welford. Material for these staff members have been collected by themselves and other members of staff.

Recruitment series includes jobs descriptions for various positions, both teaching and support staff, in the school.

There is a strong collection of policies an guidance for teachers in completing the many administrative and teaching jobs expected.

This file focusses on various photographs of Richard Bull during his headmastership (1977-1984).

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.