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This collection highlights the achievements of Old Oakhamians after they have left Oakham School.

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.

A collection of photographs and art work relating to the whole School Campus, in particular aerial photographs from 1937 of the School and the town, and a file of individual photographs of buildings around the campus. The oldest items in this sub-series date back to the 19th century.

Obituries J. D. Buchanan. One from Dr. JAF Spence, one which was published in the Times, one by Michael Stevens, another from Jon Wills and the last by Ian Smith.

Four large negatives of 12 photographs of buildings, including the Sports Hall and rugby pitch; the Music School and Old School.