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The items are Red Books and one Leavers' Handbook accumulated by Rev. Terence Treanor over the years.

This collection focuses on major events that have occurred to the school and its pupils. This includes the Quatercentenary celebrations and the school's reaction to the COVID-19 pandemic.

The Quatercentenary celebrations compromised of several events including the visit to the school by Queen Elizabeth II and Prince Philip, Quatercentenary ball, and special productions to celebrate the recent opening of the Queen Elizabeth Theatre.

There is a detailed series on the school's Speech Day which includes a comprehensive list of programmes and award winners from the ceremony.

There is a excellent record of items showing how the school reacted to the COVID-19 pandemic. There is general communication to parents and staff, information on the structure of face to face and distance learning teaching, and also an illuminating collection of photographs taken by Ms. Fernandez in 2021.

A book recording the Chapel's services including dates, hours, services, officiants and preachers, attendances and collections, from Winter term 1962 to Winter term 1977.

A bound copy of several Old Oakhamian Magazines from 1974 to 1979.

This is focussing on Oakham School Enterprises LTD, since its creation. This file is chiefly made of legal documents and letters.

A bound copy of several Oakhamian Magazines from Winter 1976 to Summer 1980.

This file focusses on various photographs of Richard Bull during his headmastership (1977-1984).

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.

A small red book containing staff list, school list and school calendar for the Winter term 1977; hand-written notations. Item belonged to Michael Stevens. It is the first Red Book of Richard Bull's headmastership.

This sub-file focusses on minutes of Parent/Teacher Committee meetings during the headmastership of Richard Bull (1978-1984).