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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 file focusses on various speeches given by John Buchannan during his headmastership and later. The bulk of the file is an almost complete collection of his Speech Day speeches.

This sub-series is related to services held in the School Chapel since the laying of the Foundation stone in 1924.

This series focuses on a large range of services held in the School Chapel, such as memorial services, confirmation and baptism services, carol services, weddings, and the weekly and Sunday services attended by pupils. Most of the items are orders of services.

This sub-file contains an almost complete group of Jon Wills' school reports from Form 3 to Form 7.

A sermon given by Headmaster John Buchanan on Remembrance Sunday on 13 November 1976. The sermon is typed, with hand-written notations. Eleven pages A to K.

A sermon given by Headmaster John Buchanan on Remembrance Sunday 1975. The sermon is typed, with hand-written notations. Nine pages A to I.

A sermon given by Headmaster John Buchanan on Remembrance Sunday 1960. The sermon is typed, with hand-written notations. Seven pages A to G.

A sermon given by Headmaster John Buchanan on Remembrance Sunday 1958. The sermon is typed, with hand-written notations. Seven pages A to G.

The material in this collection is primarily made up of the research completed by the school historian, Brian Needham, but also contains books written by ex-school members of staff.