Notes by the Headmaster Graham Smallbone on the future needs of the School for a discussion in January 1986. Two pages A and B.

This series focusses on the headmastership of Grosvenor Talbot Griffith (1935-1958) and contains items relating to the life at School in the mid-20th century, its staff and pupils.

A speech given by Headmaster John Buchanan on Speech Day 1971, discussing the Independence and Co-Education, the curriculum, examinations and university entries, the Second Development Campaign, and the retirement of Dr Gordon Purdy. The speech is typed, with hand-written notations. Nine pages A to I.

Minutes of a Parent/Teacher Committee meeting held on 12 May 1984 at the Headmaster's house. Contents: Matters arising from the minutes; Boarding/Day Accommodation; Sub-Committee presentation on 'Maths Today'; Any Other Business; Representation of the Committee; Date of the next meeting. Three pages A to C.

This file focusses on admission prospectuses and various publications in the 1930s.

This file relates to reports about the School during Graham Smallbone's headmastership (1985-1996).

Two photographs (original A and copy B) of Oakham School boys and staff under Acting Headmaster Rev H.W. Fitch at Christmas 1878.

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.

A prospectus promoting studying at Oakham School in 1951. Contents: School History; Trustees and Staff; Curriculum; Boarding Houses; Clothes and Uniform; Health; Sports, Activities and Societies; Fees; Scholarships; Day Boys. Seven double-pages A to E. Enclosed is a list of staff (F).

A prospectus promoting studying at Oakham School in 1946. Contents: Foundation & History; The School today; Situation & Surroundings; Trustees; Premises & Equipment; School Terms, Holidays, Timetable; Chapel Services, Religious Instruction; Curriculum; Libraries; Reports; Boarding Houses; School House, Wharflands, Deanscroft, The Junior House, Hodge Wing; Clothes; Diet & Tuck Boxes; Health; Absence & Leave; Games; Physical Education; J.T.C.; Scouts; Activities outside the classroom; Entry, Fees, Remission of Fees for absence; Optional Payments, Extras; Pocket Money; Scholarships; Leaving Scholarships; Notice of leaving; Expenses; Appointments with the Headmaster; Day Boys; Publications; Old Oakhamian Club. Seven double-pages A to G. Enclosed are two trustees and staff lists (H and I) in 1946 and 1949.