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A book compiling reproductions of rolls copy of the Charter of Oakham and Uppingham Schools and Hospitals from 1584 and attached is a letter dated from 19 November 1926 from Arthur Hawley to Walter Lee Sargant, sending the book to the school.

The 1912 edition of "The Statutes and Ordinances" of Robert Johnson, Archdeacon of Leicester, for and concerning the ordering, governing and maintaining of his Schools and hospitals of Christ in Oakham and Uppingham, in the county of Rutland, from 24 July 1625. On the last page, a list of the four editions of the Statutes written by John Barber.

The 1837 edition of "The Statutes and Ordinances" of Robert Johnson, Archdeacon of Leicester for and concerning the ordering, governing and maintaining of his Schools and Hospitals of Christ in Oakham and Uppingham in the county of Rutland, from 24 July 1625.

A letter from Nick Bomford, Headmaster of Uppingham School, thanking John Barber for sending two copies of "The Story of Oakham School", one of which has been added to the catalogue of Uppingham School Library.

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 sub-series focuses on Joint services of Thanksgiving celebrating the foundation of Oakham and Uppingham schools by Archdeacon Robert Johnson.

Order of service for a joint service of Thanksgiving for Oakham and Uppingham Schools on 17 July 1966.

A leaflet on John Dobson's career and piano works, including press reviews and specimen programmes.

A note informing Jon Wills that Mr Philip Ward from Uppingham School rang to pass on his sympathy and commiserations.

A photograph of a girls' hockey match between Oakham School and Uppingham School in 2011.