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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 series focusses on recreational events for staff by the Common Room and by Oakham School Enterprise Ltd, such as Christmas Parties, Burns Night and swimming pool sessions, from 2005.

This file focusses on various leisure events organised for staff by the Common Room and OSEL.

A collection of material from Anna Bentley's office including some school trophies, specially produced Oakham School dictionaries, entry books for the school, financial accounts, exam results, and correspondence. Most of the material in this collection relates to work completed in the marketing, administrative and foundation departments of the school.

A confidential memorandum from T.M. Reay, Bursar, to Roger Blackmore and D.M.W. regarding the Chapel Choir CD.

A balance sheet forecasting OSEL profits for the year 1995-1996.

A collection of reports and financial statements, and letters, related to the activities of Oakham School Enterprises Ltd (OSEL), spanning from 1978 to 1995.

A balance sheet on Oakham School Enterprises Ltd activities for the year ended 31 August 1995.

A balance sheet of the catering costs for Summer Holidays events in 1995.

A balance sheet forecasting OSEL profits for the year 1993-1994.