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.

Five tributes to John Buchanan written by Headmaster Dr Joe Spence; The Times; Michael Stevens; Jon Wills, Chairman of the O.O. Club; and Ian Smith, Director of Rugby.

Tributes and Speeches for a thanksgiving service for the life of Richard Bull in Chapel on 23 January 2016. Fourteen pages A to N.

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 photocopy of a newspaper cuttings reporting the death of O.O. William Henry Weston who won 16 caps for England Rugby. And a hand-written list of O.O. who played rugby for County and England.

Order of service of the Thanksgiving service for the life of Oliver Richard Silvester Bull in Chapel on 23 January 2016.

This series focusses on the headmastership of Rev Edward Vere Hodge (1879-1902) and contains items relating to the life at School in the late19th century, its staff and pupils. The series contains some of the earliest photographs of Oakham School's collection.

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.

This file contains a death notice and an obituary for Ronnie Henton. Mr Henton was a Geography and Maths teacher, Housemaster of School House and Second Master at Oakham School.

An obituary of John Buchanan written by Michael Stevens on the Oakham School website in 2005.