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Thirteen photographs (A to M) of a dinner in Old Hall. Some of the attendees include Tony Little, Headmaster and teachers. Date is unknown.

Ten negatives of the Headmaster Tony Little and of an art exhibition, probably in the late 1990s.

This series focusses on photographs of teaching and support staff throughout the years. The bulk of the collection is individual photographs of staff from the 1990s.

This collection focuses on the staff who have worked for Oakham School over the years. Material focuses on not only training and teaching, but staff wellbeing, pay and benefits.

There are two series which focus on notable members of staff from the school's history: Jon Wills and Brian Welford. Material for these staff members have been collected by themselves and other members of staff.

Recruitment series includes jobs descriptions for various positions, both teaching and support staff, in the school.

There is a strong collection of policies an guidance for teachers in completing the many administrative and teaching jobs expected.

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 subfonds contains the Archive's complete collection of Red books. These books contain a calendar of events for the upcoming term, lists of pupils and their houses, and lists of staff.

A bound copy of several Old Oakhamian Magazines from 1994 to 2002.

A complete collection of bound books, gathering Old Oakhamian Magazines copies, from 1899 to 2002. Some books may contain issues of the Magazine that would be otherwise missing in the collection.

The Old Oakhamian Magazine, published in Summer 1999. Contents: Torch 2000; News of; New C.C.F. Headquarters; Dish of the Day; Indian World Cup Stars grace Doncaster Close; All Your Yesterdays; O.O. Golf 1999; Obituaries; Diary Dates.

The Old Oakhamian Magazine, published in Spring 1998. Contents: From the Headmaster; O.O. News; Births, Engagements, Marriages & Deaths; Obituaries; All Your Yesterdays; Oakham Memories; Sporting Highs; Oxford & Cambridge Places 1998.