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Two letters (A and B) from Graham Smallbone, Headmaster, and John Buchanan and Rev Terence Treanor asking Old Oakhamians to support the construction of the new library as part of the 1993 Development Plan. One letter was sent to O.O. who left in 1965 or earlier; one letter was sent to O.O. who left in 1966 or later.

Four sample letters (A to D) from the Headmaster Graham Smallbone to be sent to potential donors to support the 1993 Development Plan.

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.

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

A book recording the minutes of the Chapel Council meetings from 1971 to 1979, hand-written and typed. Includes a list of the Honorary Secretaries and Honorary Treasurers of the council, and the Chapel Council Constitution from March 1971.

A book recording the minutes of the Chapel Council meetings from 1959 to 1962. Includes a list of the Honorary Secretaries and Honorary Treasurers and the Chapel Council Constitution from July 1960.

A book recording the minutes of the Chapel Council meetings from 1963 to 1971. Includes a list of the Honorary Secretaries and Honorary Treasurers.