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This sub-series focuses on photographs of boys in School House since the 1940s.

A photograph of Jon Wills's farewell speech to Tim Manly in the Quad.

A photograph of Jon Wills giving a farewell speech in the School House quad.

A list of the whole teaching staff, with some attending the Leavers' events in June 2010. Two pages A and B.

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.

An invitation card from the Headmaster and Mrs Lashbrook to the retirement dinner for Mr Jon Wills at Deanscroft on 21 June 2018.

A photograph of the boys in School House in the academic year 2002-2003 under the Housemaster Jon Wills, mounted on a card board and with names of pupils and staff.

A photograph of the boys in School House in the academic year 2003-2004 under the Housemaster Jon Wills, mounted on a card board and with names of pupils and staff.

A photograph of the boys in School House in the academic year 2004-2005 under the Housemaster Jon Wills, mounted on a card board and with names of pupils and staff.

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.