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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.

Individual salary and wages sheets for teaching and support staff between 1937 to 1960. Pages A to BB.

A salaries cash book, recording salary, payments, tax, and lunch for teaching staff, admin staff and matrons, from May 1963 to November 1965.

A headmaster's annual report for the academic year 1981-1982. Contents: Registrations/Entry/Numbers; The Upper and Middle School Houses; Jerwoods; Discipline and The Decem; Staff; General Academic; The Departments; A-Level and O-Level; Scholarships; University Entrance; Careers; The Library; Drama; P.E. and Sport; Sports Centre; Chapel and the Chaplaincy; Afternoon Activities; Voluntary Service; C.C.F.; Duke of Edinburgh Award Scheme; Exploration Society; Scouts and Guides; Senior Societies and Middle School Societies; Publicity and Local Relations; Audio-Visual Aids Centre; The Ashburton Hall;
The School Council; The Oakhamian; Sanatorium; Old Oakhamian Club; Oakham School Nursery; Postscript. Attached are A-Level results (appendix A), O-Level and A-Level results (appendix B), University Entrance (appendix D). Nineteen pages A to S.

A letter from the Headmaster, John Buchanan, to Sandy Thompson regarding his generous gift of equipment for the Photographic Society and the visit of the Continuation Manager for the Development Campaign.

A photograph of Oakham School staff in the mid to late 1960s, under Headmaster John Buchanan.

A photograph of Patrick Wilson and David Morgan at St Martin's Plain Camp in 1971.

A list of guests and a programme for the C.C.F. Annual Inspection on 16 May 1996.

A photograph of the boys in School House in the academic year 1979-1980, under the Housemaster Nigel Webb. Some names have been written at the back of the card board. The photograph was taken by Brian & Elizabeth Nicholls Photography and the number of print is written on the back: R178/1.

Photo albums and scrapbooks compiled by members of staff throughout the years.