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This series focusses on the headmastership of Walter Lee Sargant (1902-1929) and contains items relating to the life at School in the early 20th century, its staff and pupils.

Correspondence relating to John Barber's eightieth birthday and the Barber Archives.

This file relates to the National Youth Orchestra, in particular their newsletters in 1993 and 1994, and their stay at Oakham School in August 1993.

This series focusses on staff leavers, including list of staff changes, invitations to Leavers' events and booklets celebrating staff's time at Oakham School

Four pages (A to D) relating to the Staff Christmas party held on 16 December 2009, including an email from Annika Hedrich-Wiggans, Bursar, to Jill Harris regarding catering, a poster advertising the vent, a balance sheet and a guest list.

Email correspondence relating to the organisation of the 2006 Staff Christmas party, including risk assessments, guests, hiring of music band, dancing and catering. Twenty-one pages A to U.

Internal email correspondence regarding the organisation of the first Christmas Party in 2005, discussing matters such as date, menu, venue, guest list, costs, and entertainment. Thirty-nine pages A to AM.

This file focusses on the organisation of Staff Christmas parties in the late 2000s. Most of the file is made of email correspondence.

This file focusses on Staff Burns Night organised by the Common Room. Most of the documents are letters and emails from 2006 and 2012.

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.