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A digital photograph of a carving representing injured soldiers on the West front of the Memorial Chapel.

A booklet recording the Old Oakhmians and Masters of Oakham School (past and present0 who served in His Majesty's Forces in the Second World War.

A copy of the "Register of Oakham School, 1900-1950" compiled by E. Pickering-Clarke, owned by Rev Terence Treanor. With hand-written notes on the roll of honour. Enclosing a letter to General Pollard regarding OOs who served in the Royal Leicestershire Regiment and a photocopy of the Roll of honour.

A copy of "The Book of Oakham School with Register", on the school history written by Walter Lee Sargant and including the register from 1836 to 1906 edited by E.G. Pickering-Clarke and Rev H.A. Jerwood; belonged to Edward Jerwood (name written inside).

A tie-pin with the school crest, in a small green velvet box from Sophos.

Issue no.1 of "The Old Oakhamian". Contents: Annual Dinner, Cricket and Football, The Golfing Society, Cambridge University, O.O. Club, The School 1930-1931, Opening of the Pavilion, New Members and Changes of Address, Births, Marriages and Deaths, O.O. Notes, Notices; with a photograph of the Pavilion 1931 and a photograph of the School's 1st Xi v. Old Oakhamians. Pages numbered A to D

Issue of The Old Oakhamian Calendar. Contents: 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 September 1927; with a photograph of the West Front of the Memorial Chapel; with hand-written amendments to the Members' list. Double-pages numbered A to M.

Issue of The Oakham School Magazine. Contents: Editorial, School Notes, Athletic Sports, Gymnasium, The Orchestra, Debating Society, A French School, Cricket, Correspondence. Double-pages numbered A to G.

Issue of The Old Oakhamian Calendar. Contents: Editorial, Members of the Old Oakhamian Club 1920, Letter from the Headmaster with Plan, Old Oakhamian Notes, Old Boys' Matches; with some hand-written amendments to the Members' list. Double-pages numbered A to F. Attached a note with names, numbered G.

Issue of The Old Oakhamian Calendar. Contents: Editorial, Members of the Old Oakhamian Club 1920, Letter from the Headmaster with Plan, Old Oakhamian Notes, Old Boys' Matches; with some hand-written amendments to the Members' list. Double-pages numbered A to F.