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This collection charts the history and activities of the Old Oakhamian Club. It has excellent records of dinners and events thrown by the club such as reunions, international dinners and Oakham events. Most of the documents are administrative, but there are photographs and correspondence material too.

There are good records on the school's foundation and the club's golfing society. Most of the material has been produced by the Old Oakhamian club or the foundation. Thus, there is a good record of publications and marketing material relating to these events.

Correspondence relating to the Oakham School 1993 Development Plan.

Two letters (A and B) from Graham Smallbone, Headmaster, and John Buchanan and Rev Terence Treanor asking Old Oakhamians to support the construction of the new library as part of the 1993 Development Plan. One letter was sent to O.O. who left in 1965 or earlier; one letter was sent to O.O. who left in 1966 or later.

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).

A letter (page A) from Graham Smallbone, Headmaster, and Rev Terence Treanor, Honorary Secretary of the Old Oakhamian Club, seeking to update Old Oakhamians' records and to launch the appeal for a new library; attached is a questionnaire (page B).

A letter (A) from Graham Smallbone, Headmaster, and Roger Blackmore, Joint Secretary of the the Old Oakhamian Club, inviting Old Oakhamians to a special reunion. Attached is a reply slip (B).