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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.

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.

Two letters regarding the catering arrangements for the matinee performance of Cabaret on 21 June 1992, as part of the 1992 Oakham Festival.

A note from the Personal Assistant to the Headmaster to Graham Smallbone regarding the catering arrangement for the group performing 'Cabaret' on 21 June 1992.

This file focusses on the organisation of various Oakham Art Festivals in the early 1990s.

A group of letters related to the visit of the National Youth Chamber Orchestra to Oakham School in August 1993.

A confidential letter from Patrick Wilson to the Headmaster Graham Smallbone regarding letters sent to Old Oakhamians, and in reference to the Headmaster's memo dated 6 September.

A memo (A) from John Lake, Appeal Director, regarding approaches to prospective major donors and enclosing a draft letter (B) to be sent out.

A letter (A) from the Headmaster Graham Smallbone to be sent to Old Oakhamians who attended the OO Dinner regarding their contribution to the 1993 Development Plan. Attached is a list (B) of recipients.