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A letter from former Headmaster, John Buchanan, to O.O. Gerald (last name is unknown) regarding the publication of John Barber' 'The Story of Oakham School'.

A letter (A) from John Buchanan to Old Oakhamian thanking them for their generous retirement gifts and the O.O. London dinner, and addressing his farewells. Attached is a hand-written draft on the letter (B).

A letter from the Headmaster Richard Bull to John Barber regarding his arriving at Oakham School, and gratitude to staff and Old Oakhamians in his first term.

The Old Oakhamian Magazine, published in 1968. Contents: Editorial; This Year's President; Annual Dinner; Annual General Meeting and O.O. Day; Regional Meetings; School News; O.O. News; K.R.B.; Engagements, Marriages, Births & Deaths; Obituaries; New Members; Address List Part III; Masonic Lodge; Notices; Diary Dates; Golf. Fourteen double-pages A to N.

The Old Oakhamian Magazine, published in 1988. Contents: 1888 And All That; O.O. Club 1888-1988 - Presidents and Hon. Secretaries; This Year's President; Annual Dinner; O.O. Day and A.G.M.; Regional Reunions; School News - Round-up; Tributes to the retiring Staff - MS, AV, PW, MB; Today's Sixth Former; The Barraclough; O.S.E.L.; O.S.C.A.; Chapel; Music; Drama; C.C.F.; Duke of Edinburgh's Award Scheme; O.S.E.S.; Sport; O.O. News; New Members; Address Changes; Engagements, Marriages, Births & Deaths; Obituaries; Oakham's Art Masters; The Oldest Old Oakhamian?; O.O. Golfing Society; O.O. Rifle Club; O.O. Lodge; Club Colours/School Shop; Notices; Diary Dates; Rugby Fixtures; Yes, I Remember it Well! (Answers). Twenty-four double-pages A to X.

The Old Oakhamian Magazine, published in March 1997. Contents: World Record Holders; Jack Barber; All Your Yesterdays; Raleigh International's Chile 96A Expedition; O.O. News; O.S. Exploration Society; Obituaries; O.O. Annual Dinner; Announcements; Sports; Art Exhibition; Oxbridge Success.

A bound copy of several Old Oakhamian Magazines from 1985 to 1990.

A bound copy of several Oakhamian Magazines from 1964 to 1967. Item A has a black cover; item B has a brown cover.

A book recording the Chapel's services including dates, hours, services, officiants and preachers, attendances and collections, from Winter term 1962 to Winter term 1977.

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).