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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.

This sub-series relates to the history of the Cadets at Oakham School since 1910. The bulk of the collection is made of photographs of inspection throughout the 20th century.

A collection of letters relating to OSEL courses, Activity Holidays and events in the 1980s.

This series focusses on the headmastership of Oliver Richard Sylvester Bull (1977-1984) and contains items relating to the life at School in the 1970s and 1980s, its staff and pupils. One of the files relates to Michael Stevens as Acting Headmaster for two terms in 1985.

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

Three letters from Alan Grieve and Roger Blackmore regarding OSEL events and Activity Holidays in 1984 and the need to add to the catering staff.

Two letters between Roger Blackmore and Alan Grieve on various matters, such as the last OSEL meeting, the new brochure for the Medical Congress and OSEL accounts.

Two letters between Roger Blackmore and Alan Grieve relating to a board meeting on 10 July 1984.

A group of four letters relating to a proposal for a 'Careers in Medicine' video, a project proposed by John Metcalfe at The Royal Society of Medicine.

A note (A) from Alan Grieve to Roger Blackmore regarding the new OSEL brochure on Computing at Oakham and suggesting amendments. Enclosed is a copy of the brochure (B).