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Rupert Jessop has extensive work experience in the media industry. Rupert started their career at Discovery Communications, where they held positions such as Programming Manager and Content and Budget Manager. In 2015, they joined MTG TV as a Controller for Acquired Content. Since 2018, Rupert has been working at Viaplay Group, starting as a Controller for Acquired Content and later moving up to Head of Production Finance and Acquisitions Controller. Currently, they hold the role of VP Production Legal & Business Affairs and Finance at Viaplay Group.

Rupert Jessop attended the University of Leeds, but there is no information available about the specific degree, field of study, or duration of their education.