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This file focusses on photographs of various Inspections of the Cadets and contingents, as well as group photographs of full contingents since the early 20th century.

This sub-file contains photographs of the annual C.C.F. inspection on Doncaster Close by Colonel J. Eaton, under the Headmastership of John Buchanan., in 1959.

This sub-file contains photographs of a C.C.F. inspection on Doncaster Close, under the Headmastership of G. Talbot Griffith. Date is estimated in the early 1950s.

This series focusses on the history of the 21 Club at Oakham School.

This sub-series focusses on photographs of the boys in the 21 Club.

A photograph of the 21 Club in 1959. Names are written on the back.

This sub-series focusses on the celebrations for the 1000th Gold Award, and the visit of HRH The Duke of Edinburgh on 28 November 2000.

This contains photographs of the visit of HRH The Duke of Edinburgh and the celebration of the 1000th Gold Awards being awarded at Oakham School.

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.

This series focusses on the headmastership of Tony Little (1996-2002) and contains items relating to the life at School in the 1990s and early 2000s, its staff and pupils.