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This series focusses on the headmastership of John David Buchanan (1958-1977) and contains items relating to the life at School in the 1960s and 1970s, its staff and pupils. The bulk of the series consists of books, publications, letters, speeches and sermons written by Mr Buchanan himself.

The Oakhamian Magazine, recording the Spring term 1966 (published in Summer term 1966). Contents: Editorial; School News; Avete; Term's Eye View; RFD, GRL, JM; Drama; Music; Around the Societies; Oakham Through the Looking Glass; Letter from America; Literary; We Pay our Respects to; Face to Face; The Combined Cadet Force; Arduous Training; Shooting; Scouts; Games; O.O. News; Valete.

A bound copy of several Old Oakhamian Magazines from 1953 to 1959.

A bound copy of several Old Oakhamian Magazines from 1985 to 1990.

A bound copy of several Oakhamian Magazines from 1964 to 1967. Item A has a black cover; item B has a brown cover.

The Old Oakhamian Magazine, published in 1966. Contents: Editorial; This Year's President; Annual General Meeting and O.O. Day; Annual Dinner; Regional Meetings; School News; O.O. News; R.F.D.; Engagements, Marriages, Births & Deaths; Obituaries; New Members; Address List Part I; Masonic Lodge; Notices; Correspondence; Diary Dates; Seven-a-Sides; Golf. Thirteen double-pages A to M.

A bound copy of several Old Oakhamian Magazines from 1960 to 1967.

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

The Old Oakhamian Magazine, published in 1967. Contents: Editorial; This Year's President; Annual Dinner; Annual General Meeting and O.O. Day; Regional Meetings; School News; O.O. News; J.M. and G.R.L.; Engagements, Marriages, Births & Deaths; Obituaries; New Members; Address List Part II; Masonic Lodge; Notices; Diary Dates; Seven-a-Sides; Golf. Fourteen double-pages A to N.

The Old Oakhamian Magazine, published in 1985. Contents: Editorial; This Year's President; Richard Bull; O.O. Quatercentenary Dinner; A.G.M. and O.O. Day; Regional Reunions; 1984 - A Personal View; The Royal Visit; A Pilot through the Shoals; Life in the Twenties and the Eighties; School News; O.O. News; New Members; Address Changes; Engagements, Marriages, Births & Deaths; Obituaries; O.O. Golfing Society; O.O. Rifle Club; O.O. Masonic Lodge; Notices; Club Colours/School Shop; Rugby Fixtures; Diary Dates; Late News; An Oakham Overture to Poetry. Twenty-three double-pages A to W.