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Megan Chester began their career in 2008 as a Graphic Design Specialist for MeganChester.com. In 2014, they joined WebRealSimple as a Project Manager, where their current clients included Hive Services LLC and Convergence Technologies. In 2018, they moved to Open Invention Network as a Senior Graphic Specialist.

Megan Chester has an education history that includes an Associate of Arts degree in Graphic Design from the Art Institute of Charlotte, which they obtained between 2004 and 2006. Megan also attended Greensboro College in 2002. Additionally, they have obtained several certifications from the Project Management Institute in 2021, including Basics of Disciplined Agile, Choose Your WoW, Forging Ahead with Perseverance and Resilience, PMI Project Management for Beginners, Project Communication Management, Project Cost Management, Project Integration Management, Project Procurement Management, Project Risk Management, Project Stakeholder Management, and Responding Effectively to Risks. Megan also has a Google Project Management certification from Coursera.