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The Oakhamian Magazine and The Old Oakhamian Magazine, recording the academic year 2019-2020. Contents: The Headmaster Writes; Read All About It; News Faces; A Year in Pictures; A Coronavirus Challenge; Academic; Performing Arts; Trips and Tours; Community; Activities; Sport; Beyond Oakham; Old Oakhamian.

Photo albums and scrapbooks compiled by members of staff throughout the years.

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.

Correspondence relating to the Oakham School 1993 Development Plan.

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.

A speech given by Headmaster John Buchanan on Speech Day 1974, paying tribute to the Guest of Honour, the Provost of Derby, discussing the increase in numbers and co-education, the building programme, and the retirement of Jack and Betty Barber. The speech is typed, with hand-written notations. Six pages A to F.

This series focusses on the headmastership of Francis Cecil Doherty (1929-1935) and contains items relating to the life at School in the early 20th century, its staff and pupils.

A memorandum from T.M. Reay, Bursar, to John Lake, Appeal Director, regarding the Barber Archive Room in the new Information and Study Centre.

A letter addressed to John Barber referring to the last paragraph in his book "The Story of Oakham School" on pp.74-75 and regarding the purchase on Doncaster Close and the 1932 Reform Act.

A letter from Bob to John Barber regarding Tom Badgery's letter and the purchase of Doncaster Close and the 1832 Reform Act.