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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.

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.

The Oakhamian Magazine, recording the Winter term 1994. Contents: Farewells & Choir; Library; Houses; Lab-Oratory; Duesbury-Bowes Lecture; Art News; Performing Arts & Languages; Girls Sports; Sports Results; Boys Sports; Old School.

A collection of photographs and art work relating to the whole School Campus, in particular aerial photographs from 1937 of the School and the town, and a file of individual photographs of buildings around the campus. The oldest items in this sub-series date back to the 19th century.

A collection of photographs and artworks of the school campus and buildings, and pupils and staff.

There is one series dedicated to a large collection of photographic negatives which show the campus, daily life at school, and special events. These cover the period 1978 - 1988.

One series focus on the frescoes painted by Mary Sargant Florence in Old School and is rich in research about the frescoes and the artist.

Oakham School Magazine, recording the Winter term 1909 (published in Spring term 1910). Contents: Editorial; School Notes; The Concert; Lectures; The Old School Frescoes; "Rondeau"; Football; Balance Sheet - Games Fund - 1909. Seven double-pages A to G.

Notes from John Barber to Michael Stevens regarding the celebrations of the 450th anniversary of the birth of Archdeacon Robert Johnson.

A headmaster's annual report for the academic year 1960-1961. Contents: Numbers; Staff; Activities; Health; Accommodation; General Remarks. Attached is a general planning review (appendix A). Eleven pages A to K.

A list of School buildings and their dates of construction and contractors compiled by R.E.M. Thomas, School Marshal, and other town buildings. Two pages A and B.

A collection which focuses on the history of the school campus and buildings. There is an excellent photographic record of the school campus including the development of both houses and teaching buildings.

The collection contains architectural plans for buildings and press releases/ photographs of the opening of new additions to the school campus.

This sub-fonds contains general policy documents more relevant to the estates and IT daily functions.

The three series divide this sub-fonds amongst buildings, campus services, and IT.