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This series focusses on the headmastership of Dr Joe Spence (2002-2009) and contains items relating to the life at School in the 2000s, its staff and pupils.

This series focusses on the headmastership of John David Buchanan (1958-1977) and contains items relating to the life at School in the 1960s and 1970s, its staff and pupils. The bulk of the series consists of books, publications, letters, speeches and sermons written by Mr Buchanan himself.

This series focuses on the Day boys' house of Johnsons, throughout its history (1959-1997). The collection is mostly made of house photographs and teams' photographs, as well as some administrative records.

This file relates to Jon Wills's time at Oakham School as a pupil and staff.

This series contains legal documents on various themes, a court case and an insurance scheme.

This series relates to Junior Boarding girls of Lincoln House. The house was built in 1974, as part of the new Jerwoods Campus for the Lower School. Most of the collection is made of the House photographs, as well as informal photograph of the girls in house events and sports competition, and programmes of some house events.

This series is made of marking books. The bulk of the series consists of books donated by Jan West.

This series contains items created or sent by the Sanatorium/Medical Centre. They are medical diaries, accidents books and various policies aimed at staff and houses.

Items in this series are related to Old Oakhamians who served in some armed conflicts and to the War Memorials builf in their memory.

This series focuses on the Millennium celebration which took place in the School Chapel, with an emphasis on the candelabras (objects and photographs) designed and made by the Art & Design Department for the special occasion.