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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.

The Old Oakhamian Magazine, published in 1936. Contents: Annual Dinner; Old Oakhamian Fund; Cricket, Football and Golf; School Notes; Births, Marriages and Deaths; In Memoriam; Old Oakhamian Notes; Notices.