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Jessica B. has a diverse work experience spanning multiple industries. Jessica'smost recent role was as the Head of Data and Information Systems at The FruitGuys, where they started in May 2023. Prior to that, they worked at Maine Sport Outfitters as the Chief Financial Officer from October 2016 to September 2018. Jessica also had a previous stint at The FruitGuys, where they held various positions including Penn Buying and Receiving Manager and Eastern Buying Lead. Before that, they worked at Main Street Markets as a POS Coordinator & Produce Buyer and later as a Grocery/Specialty Buyer. Jessica's earliest work experience was as a Childcare Provider at The San Francisco Bay Club from March 2005 to April 2008.

Jessica B. completed their education in a chronological manner, beginning with their Associate's degree in Accounting and Business/Management from Kennebec Valley Community College. Jessica attended this institution from 2015 to 2018. Afterward, they pursued further studies, earning a Bachelor of Applied Science - BASc degree in Accounting and Computer Science from the University of Maine at Augusta. Jessica'stime at this university spanned from 2018 to 2022.