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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.

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 bound copy of several Oakhamian Magazines from 1942 to 1948.

The Old Oakhamian Magazine, published in 1959. Contents: Editorial; This Year's President; Annual General Meeting; Annual Dinner; Regional Meetings; School News; O.O. News; Engagements, Marriages, Births & Deaths; Obituaries; New Members; Changes of Address; Book Review; Notices; Golf. Eleven double-pages A to K.

The Old Oakhamian Magazine, published in 1971. Contents: Editorial; This Year's President; Annual Dinner; Annual General Meeting and O.O. Day; Regional Meetings; School News; T.C.M.R.; O.O. News; Engagements, Marriages, Births & Deaths; Obituaries; New Members; Address List; Masonic Lodge; Notices; Diary Dates; Golf. Eleven double-pages A to K.

A bound copy of several Oakhamian Magazines from 1955 to 1959.

A bound copy of several Old Oakhamian Magazines from 1968 to 1973.

A bound copy of several Old Oakhamian Magazines from 1953 to 1959.

A bound copy of several Oakhamian Magazines from 1929 to 1934.

A bound copy of several Oakhamian Magazines from 1932 to 1936.