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Oliver Bailey has a diverse work experience in various roles and companies. Oliver most recently served as the UK Sales Director at OneFootball since April 2023. Prior to that, they were the Business Director - UK & International at OneFootball from March 2021 to April 2023. Oliver also worked as the Head of Media Partnerships at Ear to the Ground from June 2019 to March 2021, and as the Media Partnerships - Global Strategy at DAZN from January 2019 to May 2019. In addition, they held positions at Goal Studios, including Global Brand Partnership Director from January 2016 to December 2018, Group Account Director from April 2015 to January 2016, and Agency Sales Manager from September 2010 to March 2015. Oliver began their career at tilllate.com as a Sales Manager from November 2008 to August 2010, and at Faceparty.com as a Digital Account Manager from August 2006 to February 2008, and as a Digital Business Development Executive from April 2006 to August 2006.

Oliver Bailey attended Ravensbourne University London from 2002 to 2005, where they obtained a BA (Hons) degree in Animation.