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The items in this series are related to Pastoral Care at Oakham School. Various topics include wellbeing, resources for tutorial, discipline and school rules, child protection and staff training.

The items in this collection are related to Tutoring at Oakham School, either guidelines to staff or resources to use in tutorial with the pupils.

Guidelines on the Tutorial system at Oakham School, presented to a staff seminar on 24 June 1986 by the Headmaster, Graham Smallbone. The paper discusses safeguarding and pastoral issues that might be encountered and mentions what is expected of a tutor and how they should behave. The four pages are numbered A to D.

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.

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 From Nigel Webb, Second Master, to the Housemasters and Heads of School regarding the poor behaviour of pupils in the town, smoking and general lack of respect in cafes and around hotels.

A letter from Graham Smallbone, Headmaster, to R.M.P. regarding the accommodation for the Australian Gap Year students and their role within the school. Two pages numbered A and B.

A letter from Graham Smallbone, Headmaster, to R.C.G. following a Haileybury Group Meeting, suggesting that members of the C.C.F. would wear mixed uniform when travelling for security purposes.

A letter from Graham Smallbone, Headmaster, to Dr G.B. Todd regarding a talk to the Liberal or General Studies Groups (Sixth or Seventh Forms), possibly related to current questions on child abuse, and new legislation concerning the Children's Act 1989. Three pages numbered A to C, and a sticky note numbered D.

A letter from David J. Woodhead, National Director of the Independent Schools Information Service, to Graham Smallbone regarding the passing of the Children's Act and its consequences in cases of abuse nationwide, enclosing an ISJC circular notifying of its implications. Three pages numbered A to C.