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Sean Flynn has worked in a variety of roles in the military and private sector. From 2009 to 2012, they were an Ato Production for the United States Air Force. Sean then transitioned to Engility Corporation as a Training and Exercise Support 612th AOC from 2012 to 2014. In 2014, Flynn began working for CACI as a Modeling and Simulation Driver. From 2018 to 2020, they worked for both the Iowa Air National Guard as an Air Battle Manager, and Monterey Consultants, Inc. as a C4I Director for Red Flag-Rescue. Flynn then moved to T3W Business Solutions, Inc. where they served as both a Command and Control Manager: Red Flag - Recuse, and a C4I Director: Red Flag Rescue. Sean is currently a PMP Candidate for the Project Management Institute.

Sean Flynn completed their B.A. in Communications from the University of Maryland Global Campus in 2016. Prior to that, they obtained an Aerospace degree from the Community College of the Air Force.