This collection of documents has been filed by Jane Matthews, Senior Mistress of Oakham School. They related to H.M.C. Co-Educational Group Meetings of Senior Mistresses, resources for staff and pupils regarding wellbeing, maternity leave, health, and various correspondence. The collection spreads over a few years from the late 1980s to the mid-1990s.

A letter from Gail Hayward, Senior Mistress of Bromsgrove School, enclosing the minutes of the Senior Mistresses' Regional Meeting. Contents of the minutes include Staff in Sport, Staffing and Manning in Boarding House, and Attracting Women into Senior Position in Co-Educational Schools. Six pages numbered A to F.

A letter from L. Middleton at Giggleswick School to Jane Matthews regarding a previous H.M.C. Conference in Glasgow and asking her opinion on two points regarding who should attend those meetings in the future.

A letter from M. Hassell, Housemistress of Latimer house at Headington School, Oxford, regarding the details of a Training Day at Abingdon School.

A letter from Graham Smallbone, Headmaster, to R.M.P. regarding the accommodation for the Australian Gap Year students and their role within the school. Two pages numbered A and B.

Two emails from Jan West to staff regarding the planning of the Rutland Water Walk. Two pages A and B.

An email from Jan West to members of staff regarding the planning of the Rutland Water Walk, attached is a map of the area with the route and checkpoints manned by staff, and a list of staff supervising the event. Hand-written notes and amendments on all the sheets. Three pages A to C.

A letter from Dr John Doncaster, Headmaster, to James Atlay of St John's College, Cambridge, Trustee of Oakham School, regarding the resignation of Mr Wilson and the need to find a replacement.

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