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A photograph of the Headmaster Tony Little and members of the 2001 Decem, including the Head Boy and Head Girl, Guy Hurwood and Kate Campbell, and Katie White and James Bowerman.

The Oakhamian Magazine, recording the Winter term 1981 and Spring term 1982. Contents: Editorial; Letters to the Editors; School News; O.O. News; Prize Winning Essay; Interview; A Distinguished Oakhamian; Profile; Hoax!; Creative Writing; Music; Drama; Sports; School Officials.

The Oakhamian Magazine, recording the Spring term 2000. Contents: Editorial; Chapel; OSCA; Speech Day; Staff News; Drama and Music; The Millennium Photograph; Art, Design & Technology; Expeditions and Trips; Travel Writers; Competition; Inspiring Teachers; Sport; House Reports.

The Oakhamian Magazine, recording the Summer term 2002. Contents: Editorial; Chapel; OSCA; Tony Little; Speech Day; Drama and Music; Art, Design & Technology; Expeditions and Trips; Staff News; Sport; House Reports.

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Summer term 2006. Contents: School Notes; Features; Academic; Pastoral; Sport; Beyond Oakham; Foundation; Old Oakhamian.

A headmaster's annual report for the academic year 1982-1983. Contents: Buildings; Afternoon Activities; Examinations; Academic Attitudes; The Environment; Discipline; Decem; School Marshal; Staff; Conclusion. Five pages A to E.

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 photograph of Miles Linney, Head Boy, and Vanessa Bailey, Head Girl, presenting a painting and flowers to Mr and Mrs Bull on their final Assembly in the Sports Hall in December 1984.

A group of similar photographs (A to T) of the Headmaster Tony Little talking to members of the Decem outside Reception, probably in the early 2000s.

This series focusses on the headmastership of Oliver Richard Sylvester Bull (1977-1984) and contains items relating to the life at School in the 1970s and 1980s, its staff and pupils. One of the files relates to Michael Stevens as Acting Headmaster for two terms in 1985.