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A compilation of hand-written notes, organised chronologically into Headmasters. It is thought that they were used as research material on the history of Greylands. Pages A to F.

A staff register recording 'servants' (support staff), in alphabetical order. Includes name, age, home address, occupation, salaries, dates at Oakham School, and comments.

A group of 430 slides taken by Jim Bride for the project "Sights and Sounds of Oakham School" between 1975 and 1976. Slides show staff and pupils in houses, on campus and in lessons, buildings, sporting events and other aspects of everyday life at school.

A letter from Roger Blackmore to Alan Grieve regarding the agenda for the next OSEL meeting and enclosing notes and initial comments on the questionnaires, accommodation, courses and other activities. Six pages A to F.

This file relates to the Second Mater's annual reports, submitted to the Headmaster and Trustees. The file dates from the headmastership of Richard Bull.

This file relates to the Headmaster's Annual report to the Trustees, from the 1950s to 1980s. The reports cover all aspects of School, academic, examination results, extra-curricular activities, Estates and Maintenance, staff and individual faculty report, vision for the future of the School. All reports are private and confidential.

A report from Rev John Darrall on the history of the Oakham School Charities Association and listing all the events organised by the school, houses and individuals to raise money in aid of various causes.

This series is made of registers, recording teaching and support staff who worked at Oakham School in the late 19th century-early 20th century.

A letter from the Headmaster Graham Smallbone to T.M. Reay, Mrs Wheway, Roger Blackmore and the Housekeepers, containing the minutes of a meeting regarding OSEL, conferences and support to house staff. Two pages A and B.

A progress report on the causes supported by OSCA and the events organised to raise money in 1987.