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This sub-series relates to the history of the Cadets at Oakham School since 1910. The bulk of the collection is made of photographs of inspection throughout the 20th century.

An almost complete collection of Oakham School magazines dating from 1884. Some editions are available as individuals whilst others can be found in larger bound volumes. There is also a collection of the Old Oakhamian magazine which is a separate school magazine for Old Oakhamians and their news.

This magazine covers all aspects of school life. Sporting, academic, and artistic achievements of the pupils are celebrated alongside news updates from various departments. In later issues, c. 1980s, houses are given space to announce news and in house achievements.

Sporting records are a key component of the magazine since its inception and there are accounts of matches (including scores and teams) in each edition. Again, since the 1980s, focus has shifted to also include all of the teams that compete for the school, instead of just focusing on the A team.

Images and photographs start to appear in the magazines from the 1970s and the magazine was first printed fully in colour in the 1990s.

Reminiscences of Jim O'Kane on his time working at Oakham School between 1973 and 2006. Four pages A to D.

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 complete collection of bound books, gathering Old Oakhamian Magazines copies, from 1899 to 2002. Some books may contain issues of the Magazine that would be otherwise missing in the collection.

An almost complete collection of the Old Oakhamian magazines dating from 1897, until 2002. From that date, the Old Oakhamian has been included into the Oakhamian Magazine..

The Old Oakhamian Magazine, published in Autumn 1997. Contents: All Your Yesterdays; Oakham 1940-45; O.O. News; Gardens & Grounds; Marriages, Births & Deaths; Obituaries; Cricket World Trophy 1997.

The Old Oakhamian Magazine, published in Spring 1998. Contents: From the Headmaster; O.O. News; Births, Engagements, Marriages & Deaths; Obituaries; All Your Yesterdays; Oakham Memories; Sporting Highs; Oxford & Cambridge Places 1998.

A bound copy of several Old Oakhamian Magazines from 1994 to 2002.

The Old Oakhamian Magazine, published in Summer 1999. Contents: Torch 2000; News of; New C.C.F. Headquarters; Dish of the Day; Indian World Cup Stars grace Doncaster Close; All Your Yesterdays; O.O. Golf 1999; Obituaries; Diary Dates.