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This collection of documents has been filed by Jane Matthews, Senior Mistress of Oakham School. They related to H.M.C. Co-Educational Group Meetings of Senior Mistresses, resources for staff and pupils regarding wellbeing, maternity leave, health, and various correspondence. The collection spreads over a few years from the late 1980s to the mid-1990s.

A paper discussing the tutorial system in the school. Discusses safeguarding and pastoral issues that might be encourtered. Mentions what is expected of a tutor and how they should behave.

The items in this file are all letters sent or received by Jane Matthews on various pastoral issues at Oakham School or the planning of H.M.C. Co-Educational Group Meetings.

A letter discussing the recipient talking to the 6th and 7th form liberal/ general studies students about current issues and the new Childrens' Act 1989.

A series of correspondence and maps to Jane Matthews regarding a variety of topics such as accomodation for Australian visitors, minutes of the Senior Mistresses' Regional Meeting and the Minutes of the Midlands Division, a map to Bryanston School, and a confidential letter about a controversy over childline posters.

A letter from the head about the Haileybury Group Meeting and a visit to a camp by the CCF and the concern over whether wearing a unifrom will make them a target of the IRA.

This series focusses on the headmastership of Graham Smallbone (1985-1996) and contains items relating to the life at School in the 1980s and 1990s, its staff and pupils.

A letter from the Headmaster Graham Smallbone to Parents on the term: reports, scholars, examinations, appointments, school accounts, insurance, music fees, activity holidays, games, Chap 86 Appeal and OSCA

A letter from the Headmaster Graham Smallbone to Parents regarding the achievements of the term and his leaving school

A letter from the Headmaster Graham Smallbone to Parents on the term: Oxbridge results, summer exeat, tutorial system, School House, uniform, car parking, OSCA, Remedial Teaching, School video, Telex, Smoking