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A photograph of "The Big Four", G.R. Liebert, K.R. Bowes, J. Moore and R.F. Duesbury, used in John Barber's "The Story of Oakham School".

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.

A prospectus promoting studying at Oakham School in 1942. Contents: Trustees & Staff; Foundation & History; The School today; Situation & Surroundings; Premises & Equipment; School Terms, Holidays, Timetable; Chapel Services, Religious Instruction; Curriculum; Libraries; Reports; Boarding Houses; School House, Wharflands, The Junior House; Clothes; Diet & Tuck Boxes; Health; Absence & Leave; Games; Physical Education; O.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. Nine double-pages A to I. Enclosed is modifications to the clothes list due to Rationing in July 1941 (J).

The Old Oakhamian Magazine, published in 1967. Contents: Editorial; This Year's President; Annual Dinner; Annual General Meeting and O.O. Day; Regional Meetings; School News; O.O. News; J.M. and G.R.L.; Engagements, Marriages, Births & Deaths; Obituaries; New Members; Address List Part II; Masonic Lodge; Notices; Diary Dates; Seven-a-Sides; Golf. Fourteen double-pages A to N.

The Old Oakhamian Magazine, published in 1985. Contents: Editorial; This Year's President; Richard Bull; O.O. Quatercentenary Dinner; A.G.M. and O.O. Day; Regional Reunions; 1984 - A Personal View; The Royal Visit; A Pilot through the Shoals; Life in the Twenties and the Eighties; School News; O.O. News; New Members; Address Changes; Engagements, Marriages, Births & Deaths; Obituaries; O.O. Golfing Society; O.O. Rifle Club; O.O. Masonic Lodge; Notices; Club Colours/School Shop; Rugby Fixtures; Diary Dates; Late News; An Oakham Overture to Poetry. Twenty-three double-pages A to W.

The Old Oakhamian Magazine, published in 1987. Contents: A Very Good School; View From The Bridge; This Year's President; Annual Dinner; O.O. Day; Regional Reunions; School News - General; O.S.E.L.; Trevor and Sheila Case; Music; Drama; Attic Theatre Company; C.C.F.; Duke of Edinburgh Award Scheme; O.S.E.S.; Operation Raleigh; Kids come First; Round Britain Whizz; A Life of Undetected Crime; Sport; O.O. News; New Members; Address Changes; Engagements, Marriages, Births & Deaths; Obituaries; Our Oldest O.O.?; O.O. Golfing Society; O.O. Rifle Club; O.O. Lodge; Club Colours/School Shop; Notices; British P.S.A.; Victoria; A History of Oakham Rugby; Rugby Fixtures; Diary Dates; Careers Information. Twenty-one double-pages A to U.

This series focusses on documents relating to Brian Welford' career at Oakham School as Master-in-charge of Rugby in the 1970s and 1980s. Also contains documents relating to the history of rugby and Old Oakhamians, kept by Mr Welford in his personal files.

A photograph of the 'Big Four' standing outside the War Memorial Library in 1966. The photograph was taken by Photo-Reportage Ltd and the number is print is stamped on the back: 862848.

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.

A print out of a photograph of the boys in Junior House in the 1950s under the Housemaster G.R. Liebert.