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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.

A5 magazine named The Oakhamian, stappled; 39 pages; contents on the inside cover: School News, the Rev. F.H. and Mrs. Jerwood, Music, School Societies, Speech Day, Sports, O.T.C., Boxing, Scouts, Bruges, Empire Rally of Youth, Swimming, Cricket, O.O. News, Correspondence; name "R.K. Sprigg" hand-written on the cover

A5 magazine, stappled; pages numbered 50 to 72; bordered cover with contents: Roll of Honour, School Notes, O.T.C. Notes, Prize Day, List of Old Oakhamians serving in the War, Cricket

A5 magazine, stappled; pages numbered 34 to 48; bordered cover with contents: School Notes, O.T.C., Under XIV Matches, the Chapel, Speech Day, Tempus Effugit, the Cricket Season, Correspondence, Games Account for 1925