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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.

Two letters between the Headmaster Tony Little and Rosemary Goddard, sister of Geoffrey Brittlebank who dies in the Second World War, regarding visiting the War Memeorial.

This file focusses on letters received/sent by the Headmaster Tony Little during his headmastership (1996-2002).

A letter from Eileen Buxton to the Headmaster Tony Little regarding the death of her husband, O.O. Robert Henry Buxton, and his wishes to donate an Oakham crest to the School.

A letter from the Headmaster Tony Little in reply to Eileen Buxton's letter regarding the donation of an Oakham School crest.

A letter from Eileen Buxton to the Headmaster Tony Little sending the Oakham School shield which belonged to her late husband, Robert Henry Buxton.

Three letters between Eileen Buxton and the Headmaster Tony Little regarding the death of Robert Henry Buxton, and the donation of his Oakham School crest to the School in 2001.

Two letters between the Headmaster Tony Little and O.O. Dennis Peacock regarding websites and an article published in 'Resident Abroad' in 1999.

A letter from the Headmaster Tony Little to Dennis Peacock regarding the Oakham School website.

A letter (A) from O.O. Rakesh Mohan ('66) to the Headmaster Tony Little regarding his contribution to the QET seat appeal. Enclosed is Rakesh Mohan's C.V. (B to E).