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

A headmaster's annual report fro the year 1981-1982, 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 and leavers' destinations

A headmaster's annual report fro the year 1980-1981, 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

Annual report for the year 1967-1968, including the school numbers, staff changes, Academics, Faculty Reports, Chapel, Library, Drama, Societies, C.C.F., Health, Accomodation, Old Oakhamians, General Remarks. With 2 appendix: Ruddle house report and Universities entries

Annual report for the year 1968-1969, including the school numbers, staff changes, Academics, Faculty Reports, Chapel, Library, Drama, Societies, C.C.F., Health, Accomodation, Old Oakhamians, General Remarks.

Annual report for the year 1969-1970, including the school numbers, staff changes, Academics, Faculty Reports, Chapel, Library, Drama, Societies, C.C.F., Scouts and Duke Of Edinburgh Award Scheme, Health, Accomodation, The SchoolShop, Old Oakhamians, Second Development Campaign, General Remarks. With 2 appendix: University entrants and Paying for Private Schools

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.