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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.

The items in this collection are related to Tutoring at Oakham School, either guidelines to staff or resources to use in tutorial with the pupils.

This file focusses on letters received/sent by the Headmaster Nigel Lashbrook during his headmastership (2009-2019).

Notices compiled at the end of the Winter term 2019 and sent to Parents. Contents: Change of status requests; Form 3 Registrations; Form 6 entry; Non EEA pupils; Medical Centre; Music Dates; Oakham Choral Society; Art; Art Calendar; Term Dates; Parent Portal; School Archives; Staff Changes. Two pages A and B.

This series focusses on the headmastership of Nigel Lashbrook (2009-2019) and contains items relating to the life at School in the 2010s, its staff and pupils.

This series focuses on the Day boys of Clipsham, founded in 1997. The main items are house photographs and handbooks.

A small red book containing staff list, school list and school calendar for the Winter term 2019. It is the first Red Book of Henry Price's headmastership.

Two small red books (A and B) containing staff list, school list and school calendar for the Summer term 2019. Item B is a reprinted version because of a mistake. Only 4 have been printed, 3 sent to Charlie Morley's family.

A small red book containing staff list, school list and school calendar for the Spring term 2019.

The items in this sub-series are related to anti-bullying policies at Oakham School, aimed both at staff and pupils.