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A letter from Iain Simpson, Director of Sports, inviting Parents and Guardians to attend a talk on positive parenting and helping children through adolescent years.

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 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 draft letter from Jane Matthews with hand-written notations and amendments to a previous letter from May 1995 regarding a H.M.C. Meeting at Kimbolton School.

A booklet for Form 3 pupils with various challenges inside which form part of wellbeing such as performing random acts of kindness, reading a book for pleasure and being screen-free for 24 hours.

A policy providing guidance to staff regarding restraint sand how to record incidents.

A booklet aimed at Lower School tutors, detailing the tutorial programme of the year, containing various essential points to cover in First and Second forms, guidance on bullying, healthy eating, road safety, stranger danger, sex, smoking, alcohol, drugs, and listing reference videos and books.

A note written by Jane Matthews on what Graham Smallbone wanted to find out regarding how other co-educational schools choose their Resident Tutors.

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.