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Harry Dixon has held a variety of roles in the past decade. In 2010, they were the Head Instructor/Program Coordinator at the North Cottesloe Surf Life Saving Club. In 2014, they were a Junior Associate at FTI Consulting. In 2015, they were a Business Analyst at Trimble Consulting. In 2016, they were an Analyst (Part-time) at Digi Ventures. In 2017, they were an Associate at Flint Capital. In 2018, they were a Senior Manager, Strategy & Partnerships and Manager, Launch & Strategy at Skyryse. In 2019, they held the roles of Partnerships Director and Business Strategy Lead at EasyPost. Currently, they are the CEO & Co-Founder of Checkmate, a personalized savings tool.

Harry Dixon's education history consists of a Bachelor of Commerce (B.Com.) in Entrepreneurship/Entrepreneurial Studies and Communication from the University of California, Los Angeles (2014), a Bachelor of Commerce (B.Com.) Bachelor of Economics in Accounting, Finance and Economics from The University of Western Australia (2011-2014), a Front-End Web Development Certificate in HTML5, CSS, JavaScript, and AngularJS from General Assembly (2015), a Bachelor of Commerce (B.Com.) Exchange in Accounting and Finance from Queen's University (2013), and a high school diploma from Christ Church Grammar School, Claremont (2005-2010). Harry also holds certifications in JavaScript Fundamentals from SoloLearn (2015), Advanced Resuscitation and Advanced Spinal Management from Surf Life Saving Australia (2013), a Bronze Medallion from Surf Life Saving Australia (2010), and an IRB Crew Certificate from Surf Life Saving Australia (2010).