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A newspaper cutting reporting on the start of the fifth International chess tournament at Oakham School in 1992.

A folder containing various documents on fundraising projects, the School's development plan; and examples of fundraising projects from other schools.

A collection of material from Anna Bentley's office including some school trophies, specially produced Oakham School dictionaries, entry books for the school, financial accounts, exam results, and correspondence. Most of the material in this collection relates to work completed in the marketing, administrative and foundation departments of the school.

A letter from Sir Michael Latham congratulating Roger Blackmore on the two pages Times focus on Oakham School.

A booklet commemorating 30 years of Co-Education at Oakham School. Contents: message from John Buchanan, Up to 1970, the Concept of Co-Education, "There were a gallant lot", "For us, Co-Education is no an issue", "30 Years of Co-Education, highlights.