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Anna Benn has a strong work history in project management and creative services. Anna began their career in 1999 at EHS Brann as a Project Manager, where they worked until 2004. Anna then joined Miller Bainbridge as a Project Manager from 2004-2005. Following that, they worked as a Creative Services Director at Dialogue DLKW from 2005-2007. In 2007, Anna moved on to roles as a Project Manager at Tullo Marshall Warren and a Creative Services Director at Chemistry Communications. Currently, they are the Director at The Online Studio, where they have been since 2007.

Anna Benn attended the University of Warwick, where they studied History and obtained a Bachelor's degree. Prior to that, they attended Wellington School, although the exact details of their education at this institution are not provided.