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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.

A bound copy of several Oakhamian Magazines from 1935 to 1937.

A bound copy of several Oakhamian Magazines from 1932 to 1936.

Old Oakhamian Calendar, published in 1930. Cover with contents: Frontispiece; Editorial; Names and Addresses of Members; Annual Dinners; Headmaster's Letter; Mr J. Story's Letter; Quinquennial Luncheon and Meeting; Resignation of Mr W.L. Sargant - An Appreciation; The Captain of the Ship; Presentation to Mr W.L. Sargant; Cambridge Letter; The Book of Oakham School and The Register; Births, Marriages and Deaths; Cricket, Football and Shooting Matches; The Golfing Society; Club Notices; School Staff. Eighteen double-pages A to R.

A photograph of Father Douglass visiting the School in 1928. The photograph shows Father Douglass, Rev Scriven, Rev Edward Vere Hodge, Rev Frank Jerwood, Helen Hodge and Walter Lee Sargant in front of the Chapel.

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

This file focusses on roll call lists from the early 20th century, under the headmastership of Walter Lee Sargant.

A re-print/ facsimile of an Oakhamian Magazine supplement. Includes photographs of the new Chapel, the order of service for the dedication on 29 October 1925, a report on the ceremony and a brief history of the building.

An Oakhamian Magazine supplement. Includes photographs of the new Chapel, the order of service for the dedication on 29 October 1925, a report on the ceremony and a brief history of the building. The item belonged to E. Puckering-Clark. Six double pages A to F.

This file focusses on various prospectuses published under the headmastership of Walter Lee Sargant in the early 20th century.