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Dennis Swain's work experience begins in 2004 as an Outreach Marketing Coordinator for the University of Maryland University College. Dennis then worked as a Marketing Specialist, Events for Laureate Education, Inc., where they exceeded lead generation goals and acted as a marketing spokesperson. From 2008 to 2009, Dennis served as an Account Manager for Warner Bros. Discovery, managing strategic partnerships and increasing market growth. Dennis then joined Laureate International Universities as a Field Marketing Representative, building partnerships and securing a significant partnership with the DC Office of HR. In 2012, Dennis became a Senior Field Marketing Specialist at Learnship, delivering support to the global SaaS sales team. Dennis later worked as a Marketing Consultant for TeamTise Inc., empowering local businesses and nonprofits with cooperative marketing and advertising. From 2015 to 2022, Dennis worked at 3D Systems Corporation, first as a Field Marketing Manager and then as a Senior Digital Marketing Manager, leading global campaign teams and developing effective strategies. Currently, they work as the Director of Demand Generation for Dragos, Inc., where they are responsible for driving sales pipeline and growth.

Dennis Swain completed coursework for a master's degree in Media Psychology at UCLA Extension in 2011. Prior to that, they earned a Bachelor of Science degree in Graphic Communications from Chowan University in 2003.