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 photograph of pupils at shooting practice at the School shooting range. The photograph was taken by Photo-Reportage Ltd and the number is stamped on the back: 147870.

This series focusses on the headmastership of Rev Edward Vere Hodge (1879-1902) and contains items relating to the life at School in the late19th century, its staff and pupils. The series contains some of the earliest photographs of Oakham School's collection.

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.

A negative of the 'Big Four' standing outside the War memorial Library in 1966.

A photograph of the 'Big Four' standing outside the War Memorial Library in 1966. The photograph was taken by Photo-Reportage Ltd and the number is print is stamped on the back: 862848.

Photographs of Oakham School Shooting team at Bisley for the first time in 1954.

A print-out of a drawing of Rev Edward Vere Hodge, Headmaster of Oakham School in the late 19th century.

This file focusses on photographs of Jon Wills.

This sub-file contains various photographs of the 'Big Four', G.R. Liebert, K.R. Bowes, John Moore and R.F. Duesbury.