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This series focuses on the pupils and staff of Haywoods, a boys' boarding house opened in 1989. This series is uncomplete. We are missing all the house photographs and are hoping to build up this collection.

This sub-series focusses on informal photographs of the Haywoods' boys in house.

A small red book containing staff list, school list and school calendar for the Winter term 1997; hand-written notations. Item belonged to Mr Jon Wills.

A photograph of the guests, staff and former staff, attending the celebration of the 50 years of Deanscroft/Haywoods in 1998.

A photograph of Lower School staff, including Joan Shorten, celebrating her 25th anniversary at Oakham School in February 1999.

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.

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

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.

The Old Oakhamian Magazine, published in Spring 2002. Contents: 1st XV Twickenham Triumph; Developments at School; letter from the Editors; Articles & News; All Our Yesterdays; News of; Reports of Events; Births, Marriages & Deaths; Obituaries; Oakham Sport.

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.