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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.

A newssheet from the Headmaster Richard Bull listing the achievements and events of the Spring term 1984.

This file focusses on letters received/sent by the Headmaster Tony Little during his headmastership (1996-2002).

A letter from O.O. W.J. Thompson ('23) to Brian Welford regarding rugby matches he was involved in and various Old Oakhamians who played in the rugby team in the 1920s. Four pages A to D.

A letter from the Headmaster Tony Little to Parents regarding a review of the Winter term 2001. Contents: Achievements in Music and Drama; Debating; Sports; International Baccalaureate; Staff; Road Safety; E-mail; Next term.

A letter from the Headmaster Tony Little to Parents regarding a review of the Spring term 2001. Contents: Sporting achievements; Debating; Arts, Music and Drama; Mobile Phones; Pubs, Clubs and Alcohol; Match Day Information; Summer term events.

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 letter from john Barber to Brian Welford regarding an Old Oakhamian, Radu Nicolas Tabacavici ('31) who played in the 1st XV.

A letter from O.O. J.A.S. Taylor to Brian Welford regarding his sporting career and some school memories; enclosed are photocopies of pages from Mr Taylor's scrapbook containing cuttings on his rugby career in the 1930s. Nine pages A to I.