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This focusses on photographs of the Headmaster, Walter Lee Sargant, as well as various photographs of Oakham town in the early 20th century.

A collection of photos of Tom Sargant including Sargant with Black, Sargant with C.J.B.Scriven, E.V.Hodge, Father Douglass, F.H.Jerwood, Mrs Hodge, and Mrs Sargant (scan 00721), (scan 00337, 00347, 00662), (scan 00341)