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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.

Reminiscences of Jim O'Kane on his time working at Oakham School between 1973 and 2006. Four pages A to D.

A 'Thank 'you' card from Seventh form boys to Nigel and Caroline Webb, School House Housemaster, with their signatures.

This series focuses on School House pupils and staff in the 20th century. Most of the series is made of house photographs, various informal photographs as well as records books and punishment books.

A list of the Housemasters of School House from 1951 to 2001.

This file relates to Jon Wills's time at Oakham School as a pupil and staff.

This sub-series focusses on various photographs of the pupils and staff of School House as well as various documents related to the history of the house.