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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.

Minutes of a meeting of the board of Oakham School Enterprises Limited held on 27 September 1983 in London. Contents: Activity Holidays Course Costings; Course Descriptions; Questionnaires; Chess Congress; Computer Courses; Date of the next meeting. With hand-written notes. Two pages A and B.

A letter from Roger Blackmore to Alan Grieve regarding the minutes of an OSEL meeting and the publicity for the upcoming Chess Congress.

A letter from Roger Blackmore to Alan Grieve regarding the agenda for the next OSEL meeting and enclosing notes and initial comments on the questionnaires, accommodation, courses and other activities. Six pages A to F.

A letter from Roger Blackmore to Alan Grieve regarding the latest minutes of OSEL meeting and discussing five points relating to catering.

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

Minutes of an OSEL meeting held on 25 October 1983 at the Headmaster's house. Contents: Minutes; Matters arising; Medical Congress, January 1984; Chess Tournament; Other April events; Activity Holidays 1984; Computer Weekends; Catering budgets and menus. Seventeen pages A to Q.

A letter from the Headmaster Graham Smallbone to T.M. Reay, Mrs Wheway, Roger Blackmore and the Housekeepers, containing the minutes of a meeting regarding OSEL, conferences and support to house staff. Two pages A and B.

Copies of the minutes from the meetings of the Johnsons Parents' Association.

A book of the minutes from the meetings of the Johnsons Parents' Association.