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A complete collection of Red Books - School lists and Calendars since 1959. Red books give information regarding pupils, tutor groups, teaching and support staff, school calendar and events, school rules, future trips and dates. Only two Red Books were never published, Summer term 2020 and Spring term 2021 as the UK was in lockdown (COVID-19) and pupils were not at School and had lessons online.

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.

This file focusses on writings by the Headmaster Nigel Lashbrook.

Two photographs (A and B) of Lynn Wilson and his family unveiling the commemorative plaque in the new Wilson pavilion. Also present were Headmaster Joe Spence and Tom White.

Two photographs (A and B) of the Headmaster Joe Spence and O.O. Lynn Wilson standing in front of the plaque.

Two photographs (A and B) of the Headmaster Joe Spence giving a speech at the opening ceremony of the Wilson pavilion. Also present was O.O. Lynn Wilson.

This file contains orders of services and programmes for the school's Carol Services over the years.

The Old Oakhamian Magazine, published in Autumn 2002. Contents: Letter from the Editors; Dr joe Spence - Headmaster; '87 Reunion; Tony Little; O.O. Families' Day; Louise Doughty; The First One; Births, Marriages & Deaths; Three OOs in a Boat; Stars, Stripes and OOs; All Our Yesterdays; Obituaries; News of; Sport.

This collection charts the history and activities of the Old Oakhamian Club. It has excellent records of dinners and events thrown by the club such as reunions, international dinners and Oakham events. Most of the documents are administrative, but there are photographs and correspondence material too.

There are good records on the school's foundation and the club's golfing society. Most of the material has been produced by the Old Oakhamian club or the foundation. Thus, there is a good record of publications and marketing material relating to these events.

This file focusses on obituaries and tributes written in memory of former Headmaster, John Buchanan, as well as letters from friends and family.