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Jesse Simmons has a diverse work experience spanning multiple industries. In 2004, they started their career as a Sr. Route Service Merchandiser at National Entertainment Network, LLC, where they worked until 2011. From 2012 onwards, Jesse held various roles at different companies. Jesse began as a Computer Technician at Master Computing, LLC in January 2012, followed by a short stint as a Computer Technician at Dallas Independent School District from March to June 2012. In June and July 2012, they worked as a Desktop Support Technician at Insight Global. Afterwards, Jesse joined Bank of America as a Level 1 Technician in July 2012, before transitioning to At Home Group Inc., where they served as a Tech Ops from September 2012 to March 2016, and subsequently as a Network Engineer from March 2016 to April 2019. Starting from April 2019, Jesse worked as a Wireless Data Technician at Verizon Business until April 2021. Currently, they hold the position of Telecommunications Engineer at Aspira, which they joined in July 2021.

Jesse Simmons's education history includes earning an Associate degree in Science from Wayne County Community College District in 2011, and an Associate degree in General Studies from the same institution in 2009.