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This series focusses on the headmastership of Graham Smallbone (1985-1996) and contains items relating to the life at School in the 1980s and 1990s, its staff and pupils.

This series relates to various annual reports presented to the Trustees, including Headmaster's reports, Registrar's reports and Second Master's reports. The series spans over three Headmasters, John Buchanan, Richard Bull and Graham Smallbone.

A headmaster's annual report for the academic year 1985-1986. Contents: The School Year; Second Master's Report; Registrar's Report; Registrations/Entry Numbers; Director of Studies' Report; Scholarship Report; Christopher Dixon Prize; University Entries; A- and O-Level results; The Departments; Prep Schools Liaison Report; The Houses; Examination Administration; Drama and the Theatre; Careers; The Chaplaincy; A.V.A. Centre; Ashburton Hall; The Sanatorium; Library; The School Council; The Oakhamian; Old Oakhamian Club; Nursery School; Playing Fields; The Sports Centre; Afternoon Activities and Societies; Exploration Society; The Teaching Staff; OSEL/Public relations/Appeals; Conclusion. Attached are A-Level results (appendix C), O-Level results, Scholarship Awards (appendix A), Bursaries, University Entries (appendix B). Thirty pages A to AD.

A copy of the Headmaster's address for the Seventh form Leavers' service on 25 May 1991. Two pages A and B.

This series focuses on the history of the organs in the School Chapel, from the first one installed in 1930 to the current instruments built in 1993.

This file focuses on the correspondence between Oakham School and organ builders, including Peter Collins Ltd, since 1990 and giving an insight as to the building and installation of the new organ in the School Chapel. Some letters were sent/ received between the Headmaster Graham Smallbone and the White and Lea families regarding an inscription in memory of David White and Henrietta Lea.

A letter from the Headmaster Graham Smallbone to the School Archivist John Barber regarding the nature of the carvings on the case or in decorations around the pipes of the new organ.

A letter from the Headmaster Graham Smallbone to Liz and Chester White regarding the installation of the new organ in the School Chapel and proposing two ways to commemorate their son David.

Four drafts of the inscription dedicated to Henrietta Lea and David White. Pages A to D.

Correspondence relating to the Oakham School 1993 Development Plan.