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The Oakhamian Magazine, recording the Summer term 1930 (published in Winter term 1930). Contents: Frontispiece; Editorial; School Notes; Speech Day - Sargant Presentation; Upon Hearing Some Church Bells; Manhood; Cricket; Football, O.T.C.; Cambridge Letter; O.O. News; Correspondence; Acknowledgement. The name of the School Magazine was changed from 'Oakham School Magazine' to 'The Oakhamian'. The name 'Worthington' is hand-written on the cover. Nine double-pages A to I.

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.

This sub-file relates to the lie of John Bunning and contains the correspondence between Rev Terence Treanor, School Archivist, and L.W. Bunning.

A prospectus promoting studying at Oakham School c.1909, with illustrations. Contents: Trustees & Staff; Brief History of the School; Subjects of Instruction; Upper School & Lower School; Boarding Houses; Health; Games; Holidays; Term's fees Scholarships and Exhibitions.

This file focusses on publications, histories and articles, written by Walter Lee Sargant during his headmastership and his retirement. The items relate to the history of Oakham School and Oakham town.

An account of Oakham School with illustrations written by the Headmaster, Walter Lee Sargant in the early 20th century. Contents: Preface; Foundation and Old School; Curriculum and Examinations; Boarders and Houses; Notes on School Life; The Junior House.

This series focusses on the headmastership of Graham Smallbone (1985-1996) and contains items relating to the life at School in the 1980s and 1990s, its staff and pupils.

This file focusses on letters received/sent by the Headmaster Graham Smallbone during his headmastership (1985-1996).

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

A storage file with negatives of Roger Blackmore's photographs. A list of contents: Library, frescoes, Catmose Hospital, Granada, drama, Decem, cricket.