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This collection charts the history and activities of the Old Oakhamian Club. It has excellent records of dinners and events thrown by the club such as reunions, international dinners and Oakham events. Most of the documents are administrative, but there are photographs and correspondence material too.

There are good records on the school's foundation and the club's golfing society. Most of the material has been produced by the Old Oakhamian club or the foundation. Thus, there is a good record of publications and marketing material relating to these events.

This subfonds contains the Archive's complete collection of Red books. These books contain a calendar of events for the upcoming term, lists of pupils and their houses, and lists of staff.

Stretching back to the headmastership of Dr. Doncaster, this collection comprehensively covers the correspondence, publications, photographs and other ephemera of the headmasters of Oakham School up to the present day. For many of the headmasters, correspondence and rolls calls are a significant theme in their series.

This collection also contains an excellent record of speeches and sermons given by G. Talbot Griffiths and John Buchanan.

The final series on reports covers the headmaster's, deputy headmaster's and registers writings on the state of the school, including topics such as building and estate development, admissions, the curriculum, examination results, and Old Oakhamians.

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 97 pages; a photograph of Tom Croft and Matt Cornwell wearing England U21 jerseys on the cover; contents: School Notes, Features, Academic, Pastoral, Sport, Beyond Oakham, Foundation, Old Oakhamian, ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 105 pages; a photograph of a girl carrying a South African boy on the cover; contents: Staff News, Features, Academic, Pastoral, Sport, Beyond Oakham, Foundation, Old Oakhamian, ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 101 pages; a photograph of a girl and a boy performing on the cover; contents: Staff News, Features, Academic, Pastoral, Sport, Beyond Oakham, Foundation, Old Oakhamian, ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

The Oakhamian Magazine and The Old Oakhamian Magazine, recording the Summer term 2005. Contents: School Notes; Features; Academic; Pastoral; Sport; Beyond Oakham; The Old Oakhamian; The Foundation.

A folder containing various documents on fundraising projects, the School's development plan; and examples of fundraising projects from other schools.