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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 sub-series focusses on photographs of Oakham School 1st Shooting VIII, mostly during the 1950s and 1960s, as well as teams competing in the Ashburton Competition at Bisley.

This series relates to the History of Shooting at Oakham School. The collection is made of team photographs, score books and ephemera relating to successes at Bisley. The collection spans from the 1950s to 1980s.

This file focusses on photographs and artwork of John Buchanan, during his Headmastership (1958-1977) and various visits to the School in the 1980s and 1990s.

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

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 storage file with negatives of Roger Blackmore's photographs. Various: holidays, cats, school ground, sailing, indoors sport.

The series contains negative files produced by Roger Blackmore, showing pupils, staff, school campus and buildings, drama productions, sports competitions and other activities.

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.