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.

Announcement of the memorial service for Richard Bull in the Register section of The Daily Telegraph on 5 December 2015.

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.

This series focusses on obituaries, tributes and memorial services in memory of staff, teachers and their family.

Order of service for a service of celebration of the life of Peter James Witchell, Director of Music at Oakham School, in All Saints' Church on 27 October 2017.

Order of service for a memorial service for Ian Hugh Stuart Balfour, Clerk to the Bursar at Oakham School, in All Saints' Church on 30 May 2012.

Order of service for a memorial service for Dr john Cheverton, Head of Biology at Oakham School, in All Saints' Church on 15 October 2010.

Order of service for a memorial service for Philip Coates, Teacher of Music at Oakham School, in All Saints' Church, Thornage on 28 August 2014.

Order of service for a memorial service for Denis Giuseppi, Master of Shooting at Oakham School, in St Joseph's Roman Catholic Church on 21 December 2010.

Order of service for a service of thanksgiving for the life of Brenda Wheway in the Baptist Church, Oakham on 9 October 2014.