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A folder containing various documents on fundraising projects, the School's development plan; and examples of fundraising projects from other schools.

A green minute book recording minutes of working party meetings and general meetings of the Oakham School Foundation from the 2000s.

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.

A folder containing photographs of the School's buildings, facilities and campus, including a donation letter from Charles Hawes. The photographs were taken by Marshall, Keene and Co in 1937, probably commissioned by the Headmaster.