The items in this series are related to Pastoral Care at Oakham School. Various topics include wellbeing, resources for tutorial, discipline and school rules, child protection and staff training.

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 report on the H.M.C. Co-Educational Group Meeting held at Culford School on 5 November 1987, sent by Christine M. Gillies to Oakham School staff. Includes two reports of the day and a questionnaire concerning the role and position of senior women in H.M.C. Co-Educational Schools.

This file contains various resources and teaching material related to Drugs Education and Sex Education in schools. It is thought that some of those resources were used in tutorial or in houses to educate pupils.

A letter from Kate Saywood, for Jane Matthews, to Margaret Pepper, Senior Mistress of Kimbolton School, enclosing the Minutes and a copy of Rugby's drugs policy.

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.

A prospectus promoting studying at Oakham School in 1922. Contents: Trustees & Staff; Brief History of the School; Subjects of Instructions; Boarding Houses; Buildings; Scale of Fees; Health; Scholarships and Exhibitions.

This file focusses on various prospectuses published under the headmastership of Walter Lee Sargant in the early 20th century.

A prospectus promoting studying at Oakham School in 1903, with illustrations. Contents: Brief History; Subjects of Instruction; Boarding Houses; Health; Games; Holidays.

A prospectus promoting studying at Oakham School in the 1930s. Contents: Staff; Admission; Work; Fees; Optional Payments; Absence & Remission of Fees; Health; Entrance Scholarships; Other Scholarships & Exhibitions; Buildings; Boarding Houses; Holidays & Hours; Games & Hobbies; School Societies; Expenses; Clothes List.