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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 file focusses on matters of the Parent/Teacher Committee during the headmastership of Graham Smallbone.

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 a Parent/Teacher Committee meeting held on 15 June 1996 in Old Hall. Contents: Matters arising from the minutes; Update on Catmose Hospital site building operations; Correspondence; Representatives for the Winter term at Parent//Teacher meetings; Any Other Business; Date of the next meeting.

Minutes of a Parent/Teacher Committee meeting held on 1 February 1986 in Old Hall. Contents: Matters arising from the minutes; Parent/Teacher Presentation; Aims and Objectives of the Committee; Correspondence; Representatives for Summer term 1986; Any Other Business; Date of the next meeting.

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 book compiling the minutes of the Trustees' Financial Committee meetings.

Stretching back to the headmastership of Dr. Doncaster, this collection comprehensively covers the correspondence, publications, photographs and other ephemera of the headmasters of Oakham School up to the present day. For many of the headmasters, correspondence and rolls calls are a significant theme in their series.

This collection also contains an excellent record of speeches and sermons given by G. Talbot Griffiths and John Buchanan.

The final series on reports covers the headmaster's, deputy headmaster's and registers writings on the state of the school, including topics such as building and estate development, admissions, the curriculum, examination results, and Old Oakhamians.

This series relates to the Finance Committee of the Trustees, in particular minutes of their meetings.