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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 sub-series focuses on the everyday running of Lincoln House. It contains reviews of the terms and the girls' achievements, as well as house lists an address lists.

A letter from the Headmaster Richard Bull to Michael Stevens, Patrick Wilson and Housemasters regarding recommendations for the Anderson Awards.

A letter from the Headmaster Graham Smallbone to Parents regarding a review of the Summer term 1995, including the opening of the Library, the cricket season, the School inspection, exam results, fees, the Carol service and changes of staff.

This series focusses on the headmastership of Graham Smallbone (1985-1996) and contains items relating to the life at School in the 1980s and 1990s, its staff and pupils.

This sub-series relates to the history of the Cadets at Oakham School since 1910. The bulk of the collection is made of photographs of inspection throughout the 20th century.

A letter from Patrick Wilson to Roger MacNichol regarding a possible donation to support the 1993 Development Plan. Three pages A to C.

A letter from Patrick Wilson to David Hamlin regarding a possible donation to support the 1993 Development Plan. Two pages A and B.

A letter from Patrick Wilson to Richard Ground regarding a possible donation to support the 1993 Development Plan. Two pages A and B.

A letter from Patrick Wilson to Tim Young regarding a possible donation to support the 1993 Development Plan. Four pages A to D.