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This series focusses on the headmastership of Walter Lee Sargant (1902-1929) and contains items relating to the life at School in the early 20th century, its staff and pupils.

Magazine named "The Old Oakhamian", on paper; 6 pages; contents: Quinquennial Meeting, Annual Dinner, Cricket and Football, The Golfing Society, School Notes, Births, Deaths & Marriages, O.O. Notes, New Members, Notices, School Football Fixtures, Correspondence

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 named The Oakhamian, stappled; 32 pages; contents on the inside cover: School News, Avete, House Transferts, Valete, "21" Club, kandersteg, Religious Brains Trust, Farewell to Ashes, The Missions to Lepers, O.S.M.A.S., Stamp Club, Edward Vere Hodge, House Music Competitions, O.P.R.S., The Concert Club, Androcles and the Lion, Film Notes, The Field Society, C.C.F Notes, Shooting, Scout Notes, The Spare Men, Cricket Fixtures, P.C., Dorothy Maud Battershell, Hockey, Cross Country Running, Boxing Notes, Rugby Football, Problem Corner, O.O. News, Correspondence; with a portrait of Rev. E.V. Hodge and a photograph of the Sargant Laboratories in 1959

This series focusses on the headmastership of Rev Edward Vere Hodge (1879-1902) and contains items relating to the life at School in the late19th century, its staff and pupils. The series contains some of the earliest photographs of Oakham School's collection.

A series of permissions letters and negatives relating to the publication of J.L.Barber's The story of Oakham School.