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This series focuses on the history of the organs in the School Chapel, from the first one installed in 1930 to the current instruments built in 1993.

This sub-series focuses on the history of the first Chapel organ, dedicated in 1930.

A list of Trustees, Old Oakhamians, Parents of present boys and Personal friends who raised the Sargant Presentation Fund in order that an organ might be placed in Oakham School Memorial Chapel. The book was presented to Walter Lee Sargant by Colonel Sir Herbert Bryan on 26 July 1930 when the organ was dedicated. Thirteen pages A to M.

This series relates to the Finance Committee of the Trustees, in particular minutes of their meetings.

A book compiling the minutes of the Trustees' Financial Committee meetings.

A compilation of hand-written notes, organised chronologically into Headmasters. It is thought that they were used as research material on the history of Greylands. Pages A to F.

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.

This series focusses on the headmastership of Walter Lee Sargant (1902-1929) and contains items relating to the life at School in the early 20th century, its staff and pupils.

This file focusses on letters written or received by Walter Lee Sargant.

A letter from former Headmaster Walter Lee Sargant to Skevington regarding the latter's family, his brother, the death of miss Harrison and Sargant's plans.