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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 green minute book recording minutes of working party meetings and general meetings of the Oakham School Foundation from the 2000s.

A photo album containing several photographs of the School buildings, including the interior of the Old School, the School House quad, a Physical Laboratory, The School House, School House dining hall and new changing rooms, Doncaster Close, the Gymnasium (now Queen Anne).

A programme for the Oakham Fashion Show held in the Sports Hall on 18 March 2006 in aid of the Make-A-Wish Foundation.

Order of service of the service of thanksgiving for Bob Duesbury held at the School Chapel. A letter from Dr Robert Stevens to Jon Wills is attached and enclosing a copy of his Address. Six pages A to F.

Order of service of the service of thanksgiving for Sheila Nicholson Hardy held at the School Chapel on 24 November 2013.

Order of service of the service of thanksgiving for Thomas Peter Grant held at the School Chapel on 22 September 2006.

A letter from the Headmaster Graham Smallbone to Parents reviewing the Winter term 1992. Contents: The Future; Examination fees; Choral Society performance; Rutland - A Visitor's Guide; Three Special Requests; Responsibility for each other. Two pages A and B.

A letter from the Headmaster Tony Little to Parents regarding a review of the Summer term 2001. Contents: Speech Day; Sporting achievements; Trips; Examinations results; Curriculum and Subject choices; Changes of Staff; Beginning of term dates; Dates further into the future.

A letter from the Headmaster Nigel Lashbrook to Greg Andrews regarding John Buchanan's letter to his friend Edward Leigh.