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Jessie Stigi has over 15 years of experience in the military and consulting. Jessie began their career in 2006 as a JMPS Officer and Air-to-Air Weapons and Tactics Officer for VFA-11. In 2009, they moved to Strike Fighter Weapons School Atlantic as a Strike Fighter Tactics Instructor. In 2012, they became a Strike Operations Officer for Carrier Airwing 8. From 2016 to 2021, they worked as a Tactical Systems Analyst for Tactical Air Support, Inc. Jessie currently works as a Senior Warfare Analyst for 2 Circle Consulting, Inc.

Jessie Stigi graduated from the United States Naval Academy in 2003 with a Bachelor of Science (B.S.) in Computer Science. In 2021, they obtained the Agile Foundations certification from LinkedIn.