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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.

A headmaster's annual report for the academic year 1983-1984. Contents: Entry; The Houses; Discipline; Academic Attitudes; The Environment; The Staff. Five pages A to E.

A registrar's report for the year 1992. Contents: Numbers; Registrations; Sixth Form Girl intake. Attached are numbers in September 1992 (appendix A), registrations analysis for entry in 1993 (appendix B), notes on 1993 registrations, a report on parental visits in 1991-1992 (appendix C). Six pages A to F.

A headmaster's annual report for the academic year 1982-1983. Contents: Buildings; Afternoon Activities; Examinations; Academic Attitudes; The Environment; Discipline; Decem; School Marshal; Staff; Conclusion. Five pages A to E.

A registrar's report for the year 1987. Contents: Examinations; Public Relations; Statistics and the Computer; Numbers in School; Third form Boarding girl entry. Attached are numbers for the academic year 1986-1987 (annexe A), numbers in the School by houses (annexe B), comparison of registrations 1983-1987, numbers in the School boy-girl ratio (annexe C). Nine pages A to I.

This file related to Registrar's annual reports, submitted to the Headmaster and Trustees. The file dates from the headmastership of Graham Smallbone.

A registrar's report for the year 1988, containing entry numbers, Sixth Form girls registration, and examination papers. Two pages A and B.

A registrar's report for the year 1989, containing entry numbers, and marketing. Attached is a letter from Michael Stevens to all staff regarding visits of prospective parents. Three pages A to C.

A registrar's report for the year 1991. Contents: Numbers; Registrations; Marketing; Visits of Prospective Parents. Attached are numbers for the academic year 1991-1992 (appendix A), registrations analysis for entry in 1992 (appendix B), a report on parental visits in the academic year 1990-1991 (appendix C). Four pages A to D.

This file relates to the Second Mater's annual reports, submitted to the Headmaster and Trustees. The file dates from the headmastership of Richard Bull.