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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 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.

Minutes of the Oakham Festival Committee meeting held on 14 September at the Whipper Inn, Oakham. Agenda: Apologies; Minutes of the meeting 15 April 1993; Treasurers report; Chairman's report; Opera price tickets; Friends of the Festival; The constitution; the date of the AGM; any other business; date of the next Committee meeting. Five pages A to E.

Minutes of a Parent/Teacher Committee meeting held on 15 May 1982 in Old Hall. Contents: Matters arising from the minutes; Quatercentenary Appeal; Possible Opportunities for Parents to meet the Headmaster; Entertaining prep schools and other visiting teams; Any Other Business; Representation of the Committee; Date of the next meeting. Two pages A to B.

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.

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.

Minutes of a Games Committee meeting on 12 November 1972, reporting on on double breasted blazers, new committee colours, and the possibility of banning golf.

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.