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Rowland Deighton has a diverse work experience spanning over several years. Starting in 1986, they spent 19 years at Product Plus Int as Managing Director, specializing in sourcing and supplying promotional merchandise. Rowland then worked as Chief Operating Officer at 4cx from 2006 to 2007. From 2008 to 2009, they served as Interim Ops Director for Unilever Contract at ASL. From 2007 to 2014, they worked as Director at 8 Consultancy, providing international sourcing and procurement services. Rowland also served as Interim Ops Director for ASL -Implementation Unilever DACH region and BAT Implementation Tokyo from 2012 to 2014. Since 2014, they have been the Managing Director of Brand Addition in Manchester and Shanghai.

In 1975, Rowland Deighton briefly attended John Ruskin but did not pursue a specific degree or field of study during that time.