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This collection highlights the achievements of Old Oakhamians after they have left Oakham School.

This collection consists of the mainly the non-paper aspects of the archives collection. The collection is random in its make up but has a good material collection which highlights the changing nature of the school's uniform.

Items in this collection range in material type and stem from a variety of sources such as the Quatercentenary celebrations or items that were once used daily on the school grounds (such as building plaques or clock hands).

A headmaster's annual report fro the year 1982-1983, including numbers, Academic, Careers, A.V.A. Centre, Library, Art & Design, Music, Physical Education, Sports Hall, Playing Fields, Shooting, Drama, C.C.F., The Duke of Edinburgh's Award Scheme, Exploration Society, Scouts & Guides, Discipline and the Decem, Houses, Chaplaincy, Ashburton Hall, School Council, The Oakhamian, Senior and Middle School Societies, Voluntary Services, Sanatorium, Oakham School Nursery, Old Oakhamian Club; with appendix: A-Level results, leavers' destinations, report from the Computing Department

A headmaster's annual report fro the year 1983-1984, including numbers, Academic, Careers, A.V.A. Centre, Library, Art & Design, Music, Physical Education, Sports Hall, Playing Fields, Shooting, Drama, C.C.F., The Duke of Edinburgh's Award Scheme, Exploration Society, Scouts & Guides, Discipline and the Decem, Houses, Chaplaincy, Ashburton Hall, School Council, The Oakhamian, Senior and Middle School Societies, Voluntary Services, Sanatorium, Oakham School Nursery, Old Oakhamian Club; with appendix: A-Level results, leavers' destinations and academic scholarships

Annual report for the year 1958-1959, including the school numbers, staff changes, Activities, Health, Accomodation, Finance, General Remarks.

Annual report for the year 1960-1961, including the school numbers, staff changes, Activities, Health, Accomodation, General Remarks. With an appendix: General planning review

Annual report for the year 1963-1964, including the school numbers, staff changes, Activities, Health, Accomodation, Development Campaign, General Remarks. With an appendix: sixth form houses.

Annual report for the year 1966-1967, including the school numbers, staff changes, Academics, Chapel, Drama, Societies, C.C.F., Sport, Careers, Health, Accomodation, Nursery Group, Old Oakhamians, General Remarks.