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Stretching back to the headmastership of Dr. Doncaster, this collection comprehensively covers the correspondence, publications, photographs and other ephemera of the headmasters of Oakham School up to the present day. For many of the headmasters, correspondence and rolls calls are a significant theme in their series.

This collection also contains an excellent record of speeches and sermons given by G. Talbot Griffiths and John Buchanan.

The final series on reports covers the headmaster's, deputy headmaster's and registers writings on the state of the school, including topics such as building and estate development, admissions, the curriculum, examination results, and Old Oakhamians.

A letter from Andrew to John Barber regarding his book "The Story of Oakham School" and sharing memories of his time at school as a pupil.

2 photocopies of pages from Oakham School Magazine and a hand-written quotation of 4.1.15.8. Items A and B

A5 magazine, stappled; pages numbered 26 to 48; bordered cover with contents: Editorial, School Notes, Oakham School Sixty Years Ago, the Sports, Cricket, Correspondence

A5 magazine named The Oakhamian, stappled; 20 pages; contents on the inside cover: School News, O.S.P.G. Entertainment, Chess Club, Handel's Messiah, Nativity Play, Music Notes, the Debatng Society, Stamp Club, Scout Notes, Cub Notes, J.T.C., Railway Society, Hockey, Cricket Fixtures, Rugby Football, the Steeplechase, Fifty Years Ago, the Geography Society, Sparks from the Torch, O.P.R.S., History Society, O.O. News, Cambridge Letter; stamped "Chapmans"

A5 magazine named The Oakhamian, stappled; 26 pages; contents on the inside cover: School News, Avete, House Transferts, valete, G.T.C., C.C.F., Shooting, Scout Notes, Cub Notes, Films, "21" Club, O.P.R.S., Philatelic Society, Lectures, O.S.M.A.S., The Last Frontier, Showime, 19th Century School, Doctor in the S. Pacific, Wild Man from Borneo, Toro, Swimming, Steeplechases, Cricket, Football, Excavations, O.O. News

Magazine named The Oakhamian, stappled; bordered cover with a photograph of a cart; 75 pages; contents: Editorial, School News, the School Council, Correspondence, Opinion, Societies, Music, Drama, the Chatty Catty Page, Jerwoods, Sport, R.A.F, C.C.F.; with photographs of: sports events, plays, the mountaineering club, the Seventh Form Geographers in Austwick 1976; various drawings by pupils

A5 magazine named The Oakhamian, stappled; 40 pages; contents on the inside cover: School News, Speech Day, Music Notes, Elijah, C.C.F., Scout Notes, Cub Notes, Geography Society, the Museum, Photographic Society, Debating Society, Field Society, Railway Society, the Castertonn

School Magazine named The Oakhamian; white cover and black letters; 35 pages; contents on the inside cover: Editorial, Scholl News, O.O. News, Avete, Land Utilisation Survey, The Weather Board, 1066 And All That, Land of the Midnight Sun, Societies, Music Notes, Literary, Combined Cadet Force, Waitwith Camp, Scout Notes, Games, Correspondence, Valete, Crossword; with photographs of: The Staff - July 1960; the Barrclough Hall, CCF Inspection of 1917 and 1960, Doncaster Close in October, the Junior Colts XV- 1960, trip in Norway and the Bakke Hotel; a drawing of the School Chapel and the Sanatorium

A letter from Talbot Griffith to Jolly remembering Jolly's arrival at Oakham and about a gift of a bit she made recently.