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Four identical letters (A to D) from Headmaster Graham Smallbone and four other members of staff - Roger Blackmore, Nigel Webb, John Buchanan and Rev Terence Treanor- to Old Oakhamians. Attached is a mailing list (E).

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.

A letter from John Buchanan, former Headmaster, to Old Oakhamians regarding the launch of the 1993 Development Plan Appeal.

A letter from J.D. Buchanan, former Headmaster, to Old Oakhamians asking their support to finance the Information and Study Centre, as part of the 1993 Development Plan. Two pages A and B.

A red notebook recording the performance of candidates who took the entrance examination between 1972 and 1976. This item is the first record of girls sitting the entrance examination at Oakham School.

A yellow notebook recording the performance of candidates who took the entrance examination between 1959 and 1969.

A brown notebook recording the performance of candidates who took the entrance examination between 1970 and 1978.

A letter from former teacher Greg Andrews to the Headmaster Nigel Lashbrook regarding his time at Oakham School (A), and enclosing a letter from John Buchanan (B).

A headmaster's annual report for the academic year 1971-1972. Contents: Numbers; Staff; Academic; Faculty Report; Chapel; Library; Drama; C.C.F., Scouts, Duke of Edinburgh Award Scheme; Health; Accommodation; Old Oakhamians; Co-Education after one year; General. Six pages A to F.

A headmaster's annual report for the academic year 1972-1973. Contents: Numbers; Staff; Academic; Faculty Reports; Chapel; Library; Drama; C.C.F., Scouts, Duke of Edinburgh Award Scheme; Health; Accommodation; Old Oakhamians; Oakham School Nursery Group; General. Attached are a report on a teaching exchange in the US (appendix A), and a report on the Nursery Group (appendix B). Eight pages A to H.