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The material in this collection is primarily made up of the research completed by the school historian, Brian Needham, but also contains books written by ex-school members of staff.

Correspondence relating to prospective major donors and contacting them about the 1993 Development Plan appeal.

Two photographs (A and B) of Ron Jacobs opening the new Wharton Pavilion on 4 July 1983. Also present were the Headmaster Richard Bull and the Chairman of Quatercentenary Appeal Committee Tom White. The photographs were taken by Brian and Elizabeth Nicholls Photography and the numbers of print are written on the back: V353/4; V353/5, respectively.

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.

An article published in a local magazine reporting on the opening of Oakham School's newest Cricket Pavilion on 24 May 2014, named in honour of O.O. Brian A.F. Smith. Two pages A and B.

This sub-file focusses on the opening of the BAFS Pavilion in 2014.

This series focusses on the headmastership of Oliver Richard Sylvester Bull (1977-1984) and contains items relating to the life at School in the 1970s and 1980s, its staff and pupils. One of the files relates to Michael Stevens as Acting Headmaster for two terms in 1985.

Oakham School Magazine, recording the Spring term 1892 (published in Summer term 1892). Contents: Editorial; School Notes; Presentation to the Rev F.W. Douglass; The Plantin Museum, Antwerp; A Live Stock Dealer; Poetry; In Memoriam; The Late Rev Robert Wade-Gery; The Debating Society; Paperchase; The Athletic Sports; Football; Correspondence. Nine double-pages A to I.

Oakham School Magazine, recording the Summer term 1893 (published in Winter term 1893). Contents: Editorial; School Notes; Marriages; The Ancient Home of the Hattons; On the Broads; Tits; Dominica; Cricket.

Correspondence relating to the Oakham School 1993 Development Plan.