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The Oakhamian Magazine, recording the Winter term 1999. Contents: Editorial; Chapel; OSCA; Drama; Music; Rocket to Mars; Simon Schanschieff; Geography Field Course; New York, New York; Berlin; Barcelona; Eastern Europe; Togo; Art and Design; Sport; House Reports; Seventh Form Leavers.

A letter from Roger Blackmore to the Headmaster Graham Smallbone regarding notes to present at the next Trustees meeting.

This collection draws together material produced for and by the marketing department of Oakham School. Particular strengths of the collection include press cuttings and publication material (prospectuses, handbooks, maps etc.).

Press cuttings from multiple local and national newspapers have been collected together by marketing staff, gathering together news of Old Oakhamians.

Publications contain material produced for new admissions into the school and contain detailed information about uniform, curriculum, pastoral care, and general daily life of the school.

A digital red book containing staff list, school list and school calendar for the Summer term 2021. It was the first term back after the third Lockdown in the UK and some pupils listed were not back at School but followed lessons online. Some events listed in the calendar did not happened, to comply with Covid restrictions.

A small red book containing staff list, school list and school calendar for the Winter term 2022; hand-written amendments. Item belonged to Miss Aurore Guillomot-Bonnefond.

A small red book containing staff list, school list and school calendar for the Summer term 2023.

A collection of material which focuses the school accounts and financial procedures over the years. This includes information on general accounts, pupil fees, committee minutes, staff wages, legal proceedings, and guidance policies for staff.

Notices compiled at the end of the Summer term 2018 and sent to Parents. Contents: Change of status requests; Form 3 Registrations; Siblings enquiring for Form 6 entry; Non EEA pupils; Medical Centre; Music Dates; Oakham Choral Society; Term Dates; Art Calendar; School News; Parent Portal; School Archives; Art; Trustee Changes; Staff Changes. Three pages A to C.