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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.

An email from Jan West to members of staff regarding the planning of the Rutland Water Walk, attached is a map of the area with the route and checkpoints manned by staff, and a list of staff supervising the event. Hand-written notes and amendments on all the sheets. Three pages A to C.

This sub-series is related to the organisation of the Rutland Water Walk for charity. Items include correspondence, map and route details, safety rules and guidance for pupils and staff.

This series is related to the charity work at Oakham School, including the fund raising and other events organised at school by staff, pupils, houses and the Oakham School Charities Association (OSCA) in aid of various charities and the local community.