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This series focusses on the headmastership of Nigel Lashbrook (2009-2019) and contains items relating to the life at School in the 2010s, its staff and pupils.

A newsletter from the Oakham School Foundation, 'Donum', issue no.1. Contents: 30 years of Co-Education, Three new Scholarships, Parent Fund, Legacies, Annual Giving "Investing in the Future", Old Oakhamian Parents' Society, International Receptions, Class of 2002, Message from the Chairman, From the Headmaster, 10 Year Development Plan, From the Foundation Director.

A booklet commemorating 30 years of Co-Education at Oakham School. Contents: message from John Buchanan, Up to 1970, the Concept of Co-Education, "There were a gallant lot", "For us, Co-Education is no an issue", "30 Years of Co-Education, highlights.

This series focusses on the headmastership of Tony Little (1996-2002) and contains items relating to the life at School in the 1990s and early 2000s, its staff and pupils.

A newspaper cutting reporting on the start of the fifth International chess tournament at Oakham School in 1992.

The sub-series contains a digital version of John Buchanan's "Operation Oakham" and a list of contents.

These items are personal copies of three books by John Buchanan, owned by Rev Terence Treanor.

This series focusses on Chess International tournaments at Oakham School and School teams competing in National Championships. A large sub-series relates to Garry Kasparov visiting the School in 1997.

A letter from Robert Fellowes, in service to the Queen at Buckingham Palace, to Richard Bull thanking the Headmaster, the school staff and pupils on behalf of The Queen and The Duke of Edinburgh for the visit and the celebrations of the Quatercentenary, and thanking John Barber for a copy of his book "The Story of Oakham School".

A press cutting regarding two new publications telling the story of Oakham and Uppingham Schools to celebrate the 400th anniversary of their foundation.