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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.

Bound Copy of several Old Oakhamian Issues; red, hard cover; with a library label and the code 8JNX

A5 magazine, green cover; 63 pages; contents listed on the cover: Frontpiece, Editorial, Names and Addresses of Members, Annual Dinners, Headmaster's Letter, Mr. J. Story's Letter, Quinquennial Luncheon and Meeting, Resignation of Mr. W.L. Sargant - An Appreciation, "The Captain of the Ship", Presentation to Mr. W.L. Sargant, Cambridge Letter, The Book of Oakham School and The Register, Births, Marriages and Deaths,Cricket, Football and Shooting Matches, The Golfing Society, Club Notices, School Staff; with a photograph of Scriven, Douglass, Jerwood, Sragant, Hodge and Mrs Hodge

A5 magazine, green cover; 43 pages; contents listed on the cover: Frontpiece, Editorial, Names and Addresses of Members of the Old Oakhamian Club, Annual Dinners, Presentation to Mr. J.C. Clark, The Headmaster's Letter, Cambridge Letter, Review of School Games 1924-1927, Mr. J.C. Clark's Trip to Canada, Births, Deaths and Marriages, Old Oakhamian Notes, Cricket and Football Matches, School Staff Sept. 1927; with a photograph of the West Front of the Memorial Chapel

A5 magazine, green cover; 32 pages; contents listed on the cover: Editorial, List of Addresses of Members of the Old Oakhamian Club 1924, Meeting of Old Oakhamian Club, Old Oakhamian Luncheon, A Letter from the Headmaster, Cambridge Letter, Officers' Training Corps 1919-1924, A Weekend in Africa, Births, Deaths and Marriages, Old Oakhamian Matches, School Staff 1924

A5 magazine, green cover; 18 pages; contents listed on the cover: Editorial, Members of the Old Oakhamian Club 1920, Letter from the Headmaster with Plan, Old Oakhamian Notes, Old Boys' Matches

A5 magazine, white cover with the badge of the school on the cover; 41 pages; contents listed on the inside cover: Editorial, This Year's President, Annual General Meeting, Annual Dinner, Regional Meetings, School News, O.O. Notes, Engagements, Births, Marriages, Deaths, Obituaries, New Members, Changes of Address, Review - "Shadow of the Eagle", Notices, Correspondence, Golf; with a portrait of W.L.S., a photograph of the Inspection of the C.C.F. by Lt.-General Sir Colin B. Callander

Bound copy of several Oakhamian Magazine; hard, black and red cover

Bound copy of several Oakhamian Magazine; hard, black cover; with a library label and the code 8JNX

Bound copy of several Oakhamian Magazine; hard, brown cover