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This series focusses on the headmastership of Graham Smallbone (1985-1996) and contains items relating to the life at School in the 1980s and 1990s, its staff and pupils.

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

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 file focusses on letters received by Brian Welford regarding rugby matches and his career as Master-in-charge of Rugby.

A letter from Michael Stevens congratulating Brian Welford on the win against Uppingham.

A letter from John Buchanan to Brian Welford congratulating him on the win against Uppingham and reflecting on Mr Welford's career as Rugby coach and the team's results.

A photograph of Oakham School staff, possible in 1969 or 1970, under Headmaster John Buchanan.

A photograph of Oakham School teaching staff in the academic year 1984-1985. The photograph was taken in the Spring or Summer term 1985, under Acting Headmaster Michael Stevens.

A photograph of Oakham School teaching staff in the academic year 1973-1974, under Headmaster John Buchanan. Teachers initials are written on the back.