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Jessica Long has a diverse work experience spanning different industries and roles. Jessica started their career at Barnes & Noble in 1998, where they worked as an Assistant Store Manager until 2003. In 2008, they ventured into entrepreneurship and opened their own automotive repair shop called Lee's Complete Automotive Repair, which they owned until 2013. Following that, they joined Benu in 2011 as an Account Manager - Client Specialist, where they worked until 2015. Jessica then transitioned to PlanSource, where they initially worked as an Account Manager from 2015 to 2023. Currently, they hold the position of Sr. Customer Account Manager at PlanSource, starting from 2023.

Jessica Long attended Cupertino High School but it is unknown when they started or finished their education there. Jessica also attended De Anza College, although no information about their degree or field of study is provided.