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This series focusses on the headmastership of Oliver Richard Sylvester Bull (1977-1984) and contains items relating to the life at School in the 1970s and 1980s, its staff and pupils. One of the files relates to Michael Stevens as Acting Headmaster for two terms in 1985.

A headmaster's annual report for the academic year 1965-1966. Contents: Numbers; Staff; Activities; Health; Accommodation; Old Oakhamians; Circular 10/65; General. Attached are A-Level results (appendix A) and a report on conference 'Life in Industry' (appendix B). Thirteen pages A to M.

A letter from the Headmaster Richard Bull to John Barber regarding his arriving at Oakham School, and gratitude to staff and Old Oakhamians in his first term.

A letter (A) from Graham Smallbone, Headmaster, Simon Schanschieff, Chairman of Trustees, and Rev Terence Treanor, Honorary Secretary of the Old Oakhamian Club, to former pupils who were at Oakham during John Barber's years with the School regarding celebrating his eightieth birthday and the Barber Archives. Attached is a reply slip (B).

This file focusses on letters sent/received by John Buchanan, chiefly during his headmastership (1958-1977).