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This series focusses on documents relating to Brian Welford' career at Oakham School as Master-in-charge of Rugby in the 1970s and 1980s. Also contains documents relating to the history of rugby and Old Oakhamians, kept by Mr Welford in his personal files.

This collection focuses on the staff who have worked for Oakham School over the years. Material focuses on not only training and teaching, but staff wellbeing, pay and benefits.

There are two series which focus on notable members of staff from the school's history: Jon Wills and Brian Welford. Material for these staff members have been collected by themselves and other members of staff.

Recruitment series includes jobs descriptions for various positions, both teaching and support staff, in the school.

There is a strong collection of policies an guidance for teachers in completing the many administrative and teaching jobs expected.

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.

A letter from the Headmaster, John Buchanan, to Old Oakhamians regarding the upcoming reunion for the Talbot Griffith generation on 16 July 1972.

This file focusses on letters sent/received by John Buchanan, chiefly during his headmastership (1958-1977).

A letter from the Headmaster G. Talbot Griffiths to teaching staff regarding the renaming of the forms in the School from Easter term 1956.

A letter from Headmaster G. Talbot Griffith to Mr Atter regarding his son's possible entry in May, houses' full capacity and fees in 1943.

A letter from Headmaster G. Talbot Griffith to Old Oakhamians inviting them to lunch and tea on the occasion of the Old Oakhamian Quinquennial gathering on 29 July 1939.

A letter and form from Headmaster G. Talbot Griffith to Mr Taylor regarding Coronation Exeat in 1953.