This series focusses on the headmastership of Grosvenor Talbot Griffith (1935-1958) and contains items relating to the life at School in the mid-20th century, its staff and pupils.

Four letters sent/ received by Joe Spence and Paul Spicer regarding the composition of 'A Living Stone' and the arrangements for the Rededication service in 2007.

A letter from Paul Spicer to Joe an Angela Spence regarding his visit to the school and the rededication service.

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.

This series focuses on the boarding boys in Deanscroft, since its opening in 1948. The Headmaster himself was Housemaster, until 1971. Deanscroft boarding house was closed on Speech Day 1989, prior to its conversion into Stevens, a boarding house for girls. The boarding boys were moved to the newly built Haywoods House on Kilburn Road. The items include the complete set of house photographs and informal photographs showing boys around the house and on campus, as well as duty records.

This series focuses on Wharflands pupils and staff since its opening in 1920. Most of the series is made of house photographs, various photographs of Housemasters and administration documents.

A letter from Roger Blackmore to Alan Grieve, Chairman, regarding OSEL accounts in 1985. Two pages A and B.

This is focussing on Oakham School Enterprises LTD, since its creation. This file is chiefly made of legal documents and letters.

A letter from Jonathan T.R.S[?] at Taylor & Humbert to R. Murray Watson regarding the OSEL extraordinary General Meeting held on 28 February and the special resolution to Article 5.

A letter from Gloria Hooper at Taylor & Humbert to Murray Watson enclosing Form 9b. Three pages A to C.