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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 series focusses on the headmastership of Tony Little (1996-2002) and contains items relating to the life at School in the 1990s and early 2000s, its staff and pupils.

A report on Gifted Teachers for the Jerwood Foundation in October 1979. Seven pages A to G.

A group of original photographs and print-outs used as illustrations in John Barber's "The Story of Oakham School".

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 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.

Reminiscences of Jim O'Kane on his time working at Oakham School between 1973 and 2006. Four pages A to D.