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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.

A collection which focuses on the history of the school campus and buildings. There is an excellent photographic record of the school campus including the development of both houses and teaching buildings.

The collection contains architectural plans for buildings and press releases/ photographs of the opening of new additions to the school campus.

This sub-fonds contains general policy documents more relevant to the estates and IT daily functions.

The three series divide this sub-fonds amongst buildings, campus services, and IT.

A book recording dates and times of services in the School Chapel, including the initials of the officiant, the attendance, the preacher, and the collections from Spring term 1978 to Summer term 1991.

Order of service for the Service of Confirmation by the Right Reverend William John Westwood, Bishop of Peterborough, held at the School Chapel on 13 May 1995, containing a list of those being confirmed.

This sub-series relates to the history of Old School, oldest building of Oakham School, in Cutts Close park. It is made of a collection of photographs and art work; of newspaper cuttings and letters, mostly relating to the debate concerning the refurbishment of the building and preserving the frescoes painted by Mary Sargant Florence.

Notes by the Headmaster Graham Smallbone on the future needs of the School for a discussion in January 1986. Two pages A and B.

This file relates to reports about the School during Graham Smallbone's headmastership (1985-1996).

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

Order of service of the service of thanksgiving for Jane Matthews at the School Chapel on 11 September 2012.

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.