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A yellow notebook recording the performance of candidates who took the entrance examination between 1959 and 1969.

A red, hardback book containing a list of names and addresses of Preparatory Schools, as well as a record of which current pupils came from those Prep Schools.

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 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.

A brochure (A) with a golden world globe on the cover. Contents: Investing in the Future, Method, Levels of Annual Giving, The Development Plan; with a loose Annual giving donation form (B).

Notes from the Headmaster Richard Bull regarding a proposal for a Liaison Committee between OSEL and the Faculty. Contents: Purpose and terms of reference of the Committee, Membership of the Committee, Meetings.

A blue notebook recording the performance of candidates who took the entrance examination in the 1970s. Six loose pages.

A blank booking form for OSEL events.