A headmaster's annual report for the academic year 1957-1958. Contents: Numbers; Staff; Activities; Health; Accommodation; Finance; General Remarks. Twelve pages A to L.

A headmaster's annual report for the academic year 1959-1960. Contents: Numbers; Staff; Activities; Health; Buildings and Grounds; Finance; General Remarks. Attached is a university awards report (appendix A). Nine pages A to I.

A headmaster's annual report for the academic year 1964-1965. Contents: Numbers; Staff; Activities; Health; Accommodation; Development Campaign; General. Eleven pages A to K.

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 headmaster's annual report for the academic year 1961-1962. Contents: Numbers; Staff; Activities; Health; Accommodation; Finance; General. Eight pages A to H.

A headmaster's annual report for the academic year 1962-1963. Contents: Numbers; Staff; Activities; Health; Accommodation; General. Attached is a report on academic standard at Oakham (appendix A). Nine pages A to I.

A headmaster's annual report for the academic year 1968-1969. Contents: Numbers; Staff; Academic; Faculty Reports; Chapel; Library; Drama; Societies; C.C.F.; Health; Accommodation; Old Oakhamians; General. Ten pages A to J.

A headmaster's annual report for the academic year 1969-1970. Contents: Numbers; Staff; Academic; Faculty Reports; Chapel; Library; Drama; Societies; C.C.F., Scouts, Duke of Edinburgh Award Scheme; Health; Accommodation; The School Shop; Old Oakhamians; Second Development Campaign; General. Attached are university entrants list (appendix A) and a report on paying for private schools (appendix B). Fifteen pages A to O.

A headmaster's annual report for the academic year 1967-1968. Contents: Numbers; Staff; Academic; Faculty Reports; Chapel; Library; Drama; Societies; C.C.F.; Health; Accommodation; Old Oakhamians; General. Attached is the Ruddles House report (appendix A). Eighteen pages A to R.

A letter from David L.P. Humfrey, Stuart Humfrey's son, to Rev John Darrall, School Chaplain, regarding his father's sporting achievements at school and after, his own time at Oakham School and memories of school teachers.