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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.

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

Oakham School Magazine, recording the Spring term 1924 (published in Summer term 1924). Contents: School Notes; Quinquennial Meeting of the Old Oakhamians; The New Classrooms and Laboratories at Wharflands; The Chapel; The Debating Society; The Cross Country Steeplechases; Cricket Fixtures and the Sports; Lectures; Dramatic Performances; O.T.C. Notes; Boxing; Fencing and Physical Training; Games Account - Balance Sheet for 1923. Five double-pages A to E.

A prospectus promoting studying at Oakham School in 1922. Contents: Trustees & Staff; Brief History of the School; Subjects of Instructions; Boarding Houses; Buildings; Scale of Fees; Health; Scholarships and Exhibitions.

A bound copy of several Old Oakhamian Magazines from 1960 to 1967.

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