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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.

Correspondence relating to John Barber's eightieth birthday and the Barber Archives.

Correspondence relating to prospective major donors and contacting them about the 1993 Development Plan appeal.

A letter from John Buchanan, former Headmaster, to Old Oakhamians regarding the launch of the 1993 Development Plan Appeal.

A letter from Simon Schanschieff, Chairman of the Trustees, to potential donors.

A memo (A) from John Lake, Appeal Director, regarding approaches to prospective major donors and enclosing a draft letter (B) to be sent out.

A collection which charts the various societies and activities available to pupils at Oakham School. Documents include photographic records and correspondence for different societies. Topics include chess, CCF/OTC, scouts, Duke of Edinburgh Award, Oligoi , Exploratory Society, and trips and expeditions.

The multiple series contain administrative documents for the various societies and certain series, such as Duke of Edinburgh Award and CCF/OTC have excellent photographic record of formal or informal events.

There is a particularly detailed series on Chess and the event of Gary Kasparov's visit to the school.

There is a good collection of shooting medals and trophies, kindly donated by Henry Blagg.