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A letter from the Headmaster Graham Smallbone to Mrs Vera Furner regarding the donation of Mr Maurice Kingham's Autigraph book.

A letter (A) from Graham Smallbone, Headmaster, Simon Schanschieff, Chairman of Trustees, and Rev Terence Treanor, Honorary Secretary of the Old Oakhamian Club, to former pupils who were at Oakham during John Barber's years with the School regarding celebrating his eightieth birthday and the Barber Archives. Attached is a reply slip (B).

A confidential letter from Patrick Wilson to the Headmaster Graham Smallbone regarding letters sent to Old Oakhamians, and in reference to the Headmaster's memo dated 6 September.

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

An internal note from Rev John Darrall to Graham Smallbone, Rev Terence Treanor and Roger Blackmore regarding donations of chalices and ciboria to the Chapel.

A note from the Personal Assistant to the Headmaster to Graham Smallbone regarding a message from Mr Ronald Dudley on the Court opening, the performance of the choir and Sir John Owen's grandfather attending Oakham School.

Three letters between the Headmaster Graham Smallbone and Mrs Vera Furner regarding the donation of O.O. Maurice Kingham's autograph book to the School in 1995.

Seven letters regarding the opening of the Rutland Crown Court in Oakham Castle on 13 January 1992.

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.

This collection covers the history of all the libraries of Oakham School as well as the creation and daily working of the archives.

The Library series has material relating to each regeneration of the library (Smallbone, War Memorial). There is a rich photographic record of the opening and daily running of the Smallbone Library accompanied by administrative documents such as catalogues.

Under the Archives series, material cover correspondence with external readers and research into the history of the school and its pupils. There are also archive committee meeting minutes which show the evolution of the archives from its inception in 2010.