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Rupert Webster has a diverse work experience spanning over 23 years. Rupert is currently working as a Strategy Manager at UEFA since September 2022. Prior to that, they were the Managing Director at AnalyticSports since October 2020. Rupert also served as a Strategic Development Partner at UEFA from October 2020 to July 2022. Before joining UEFA, Rupert held multiple roles at The Football Association, including Senior Digital Innovation Manager from January 2019 to October 2020, Senior Programme and Innovation Manager from January 2016 to January 2019, and Senior Project Manager from July 2014 to December 2015. Rupert has also worked at Macmillan Science and Education as a Programme Manager from April 2013 to June 2014 and as a Lead Business Analyst from November 2012 to April 2013. Prior to that, Rupert worked at News International as a Lead Business Analyst from December 2010 to November 2012, as a Programme Manager from June 2009 to December 2010, and as a Project Manager from November 2008 to June 2009. Rupert also has experience as a Project Manager at Magic Lantern Productions from September 2007 to November 2008. Rupert started their career at BSkyB as a Project Manager from August 2006 to September 2007 and as an Assistant Producer from April 2003 to August 2006. Rupert began their professional journey at Sports Internet Group/Sky Sports as an Online Editor from February 2000 to March 2003. Rupert's earliest known work experience was as a Project Manager at City Telecom from October 1998 to January 2000.

Rupert Webster completed their MBA in Project Management at the Henley Business School from 2008 to 2011. Prior to that, they earned a Bachelor of Science (BSc) degree in Psychology from Brunel University London between 1994 and 1997. Additionally, they obtained a UEFA Certificate in Football Management from the University of Lausanne, although the specific years of study were not provided.