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Chelsea Pennington has a diverse work experience, starting their career as a server at Lucille's Smokehouse BBQ in 2012. Chelsea then worked as a server at Tempe Improv from October 2016 to June 2019. From 2016, they also ran their own art business called Agita Jinx LLC, where they provided design and visualization services for individuals. In 2017, they began working as a valet for Ameripark LLC. Chelsea then transitioned to the aerospace industry, working as a manufacturing engineer for Able Aerospace Services from June 2019 to April 2023. Chelsea'smost recent role is as a Mechanical Project Engineer at Custom Control Sensors, starting in April 2023.

Chelsea Pennington completed their Associate of Arts (A.A.) degree in Fine Arts at Mesa Community College from 2011 to 2014. Following that, they pursued their Bachelor of Applied Science (B.A.Sc.) degree in Aeronautical/Aerospace Engineering Technology/Technician at Arizona State University from 2014 to 2017.