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A brochure promoting the 1960s Development Campaign. Contents: Post war Development; The Development plan; The Cost; The Future; Administration of the Campaign; Method of Giving. Also inserted are a combined Deed of Covenant and Banker's Order form.

A brochure promoting the Quatercentenary Appeal. Contents: Change and Continuity; Achievements and developments-past & future; Appeal Objectives; The Way Ahead; How to Contribute.

This file focusses on the organisation of various Oakham Art Festivals in the early 1990s.

A letter from Delphine Beanland to Stephanie Edmonds regarding the distribution of the Festival programmes in Leicester.

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.

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

A grille badge designed by Automotif Ltd for Oakham School. The item has a red and gold school crest in a glass window on a black, white and red background, in a metal frame; two screws at the bottom. The date is estimated between 2009 and 2017, when the company was in business.