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Jessica Gressett has a wealth of work experience in the technology sector. Jessica began their career in 2008 as an Account Executive at Neopost. In 2010, they moved to Mastech as a Business Development Manager. In 2012, they joined SAIC as a Capture Manager-DoD Agencies & Commands, where they were responsible for driving win strategies and leading, managing, and coordinating subsequent capture team members' assignments. In 2016, they were hired as a Capture Manager at Northrop Grumman Corporation. In 2019, they moved to Leidos as a Sr Capture Manager-Health and also took on a Capture Manager-Defense role at LMI. Most recently, in 2022, they were hired as the Director of Business Development and Capture at Computer World Services Corp. (CWS). In 2023, they were appointed as the Director of Growth at TechSur Solutions.

Jessica Gressett holds a Bachelor of Arts in Political Science from the University of North Texas.