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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.

This sub-series focusses on various photographs of the pupils and staff of School House as well as various documents related to the history of the house.

This sub-series focuses on photographs of boys in School House since the 1940s.

This series focuses on School House pupils and staff in the 20th century. Most of the series is made of house photographs, various informal photographs as well as records books and punishment books.

The Emergency procedure carried out by Jon Wills after Henrietta Lea's accident.

A note from Nigel Webb, Second Master, to Jon Wills thanking him for his detailed emergency action regarding Henrietta Lea's accident.

Minutes of a Parent/Teacher Committee meeting held on 29 October 1983 in Old Hall. Contents: Matters arising from the minutes; Membership; Independent Schools action committee; Sub-Committee; Any Other Business; Representation of the Committee; Date of the next meeting. Four pages A to D.

Minutes of a Parent/Teacher Committee meeting held on 12 May 1984 at the Headmaster's house. Contents: Matters arising from the minutes; Boarding/Day Accommodation; Sub-Committee presentation on 'Maths Today'; Any Other Business; Representation of the Committee; Date of the next meeting. Three pages A to C.

Minutes of a Parent/Teacher Committee meeting held on 27 October 1984 at the Headmaster's house. Contents: Matters arising from the minutes; Visit of Her Majesty The Queen on 16 November; Any Other Business; Representation of the Committee; Date of the next meeting. Two pages A to B.

Minutes of a Parent/Teacher Committee meeting held on 21 November 1981 at the Headmaster's house. Contents: Matters arising from the minutes; Any Other Business; Representation of the Committee; Date of the next meeting. Three pages A to C.