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This focusses on various items relating to W.L. Sargant himself or events under his headmastership.

All the items in this series are related to the frescoes in Old School, commissioned by Walter Lee Sargant and painted by his sister, Mary Sargant-Florence, illustrating the "Story of Gareth".

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 complete collection of bound books, gathering Oakham School Magazines copies, from 1884 to 2014. Some books may contain issues of the Magazine that would be otherwise missing in the collection.

A bound copy of several Oakhamian Magazines from 1929 to 1931.

A collection related to the History of Oakham School since its foundation, including research on Headmasters, Masters and pupils, and articles and books published by Headmasters and teachers.

A file containing a list of the contents of John Barber's "The Story of Oakham School", with list of the photographs used in the book. Contains 11 pages, numbered A to K.

A bound copy of several Oakhamian Magazines from 1920 to 1928.

A prospectus promoting studying at Oakham School in 1902. Contents: Trustees & Staff; Subjects; Upper School & Lower School; Examinations; Boarding Houses; Library, Games & Extras; Terms; Holidays; Infectious Disease; Scholarships, Exhibitions & Prizes. Three double-pages A to C.

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.