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A letter from the Headmaster, John Buchanan, to Old Oakhamians regarding the upcoming reunion for the Talbot Griffith generation on 16 July 1972.

Extract from a 1940 prospectus, published in the Old Oakhamian Magazine. Content: Size; Staff; Fees; Curriculum; Timetable; Diet & Tuck boxes; Games; Activities outside the classroom; Day Boys. Three pages A to C.

A speech given by Headmaster John Buchanan on Speech Day 1967, paying tribute to the Guest of Honour, Dr Hahn, discussing the Royal Visit, exam results and university successes, the Upper School innovations, shooting achievements, the Direct Grant and expansion of the School, K.R. Bowes's retirement. The speech is typed, with hand-written notations. Seven pages A to G.

A photograph of Old Masters, John Barber, K.R. Bowes, Leslie Coleman, Geoffrey Liebert and L.M. Leakey, outside the Shakespeare Centre on 13 July 1984. The photograph was taken by O.O. E.G. Hudson.

An edition of Matkin's almanack including a section on Oakham School on page 16.

A detailed itinerary for the visit of Prince Philip to Oakham School on 8 November 1957. Three pages A to C.

A photograph of the boys in Wharflands in the academic year 1945-1946 under the Housemaster Bertie Bowes.

A photograph (A) and a negative (B) of the boys in Wharflands in the academic year 1952-1953 under the Housemaster Bertie Bowes.

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.