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Oliver Dewar has a range of work experience in various roles within different companies. Oliver started working at The Mailing House Group Ltd in 2012 as a Database Administrator, where they handled client data for printing purposes and provided technical support. In 2017, Oliver joined Paragon Customer Communications as an IT Support specialist for a few months before moving to Lookers plc. At Lookers plc, they initially worked as a CRM Team Administrator and later transitioned into the role of Marketing Executive. Oliver's most recent position is with Vertu Motors plc, where they are currently employed as a Marketing Analyst.

Oliver Dewar graduated from Northumbria University in 2012 with a Bachelor of Science (BSc) degree in Business Information Technology. In March 2020, they obtained additional certifications in "Google Analytics for Beginners" and "The Fundamentals of Digital Marketing" from Google.