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Ross Whaley has a diverse range of work experience, starting in 2006 as a Sales Adviser at Next Group PLC. Ross then worked as a Sales Team Leader at Love Digital TV from 2007 to 2012. From 2012 to 2014, Whaley was a Graphic Designer and Design and Marketing Executive at Freedom Leisure, where they managed artwork for leisure centers and implemented marketing campaigns. Ross then worked as an Owner of Whaley Creative, a freelance graphic design business, from 2011 to 2017. From 2013 to 2017, they also held roles at Commercial Insurance Services Ltd, including Design & Marketing Manager and Design & Marketing Consultant. Currently, Whaley is the Head of Design & Commercial at the Royal Borough of Greenwich, where they lead various creative and business units, ensuring financial targets are met and providing communication resources for the council.

Ross Whaley has a Master's degree in Strategic Leadership & Management from the Chartered Management Institute, which they completed from 2019 to 2021. Ross also holds a Master of Business Administration (MBA) degree in Leadership & Management from York St. John University, earned during the same period. Prior to these degrees, Ross obtained a BA HONS degree in Graphic Design from the University for the Creative Arts from 2008 to 2011. Before that, they completed a National Diploma in Graphic Design at Kingston College from 2006 to 2008. Additionally, Ross acquired a Bachelor of Technology (BTech) degree in Design and Applied Arts from Kingston College in 2006.