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This collection highlights the work and life of Oakham School pupils both during and after their time at the school. The collection has an excellent representation of the careers, work, and exam aspect of school life, including examination results, leaver destinations, work experience and information on Project 20/20.

There are detailed records on the council, Decem and prefects, particularly in their recruitment, meeting minutes, and handbooks.

In several of the series, there is a strong photographic collection illuminating the rich daily life of the school and its pupils. This is shared alongside copies of pupil magazines, arts calendars, and records of pupil achievements.

A letter to the housemasters and heads of schools about the poor behaviour of pupils in the town smoking and general lack of respect in cafes and by hotels.

An agenda and rought outline of the day including apologies from those who cannot make it. Note form.

Notes from the Haileybury Meeting P.E. and Games held at Brentwood School in March 1989, including thoughts on facilities and the teaching of P.E. lessons in the timetable. Three pages numbered A to C.

Magazine named The Oakhamian, stappled; glossy cover with a photograph of a "dog" formed of found objects and welded pieces of scrap metal; 55 pages; contents: Editorial, OSCA, Speec Day, Chess, Drama, Music, French Trips, Leavers, Dublin, Duke of Edinburgh' Award Scheme, , A-Level Art & Design, Geography expedition to Morocco, Corsica '99, House Reports, Sports, Oakham School 2050; with various photographs of staff, pupils, plays, trips, sports

Bound copy of several Oakhamian Magazine; hard, black and red cover

This file focusses on artwork of College House, including drawings and a watercolour.

A copy of a drawing of College House and the Chapel in 1968 by John Suraswadi, with a note from John to Patrick from 2009.

1 photograph in black and white of Roger Blackmore with Miss van Ackere, 1 photograph in colour of Roger Blackmore