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Jessica Simon's work experience includes roles at various financial institutions. Jessica started their career at Eastern Michigan Bank in 2002 as a Commercial Loan Clerk and later became a Mortgage Loan Coordinator. From 2006 to 2013, they served as a Credit Analyst and Commercial Loan Officer at Eastern Michigan Bank. In 2013, they joined CSB Bank as an AVP Commercial Loan Officer before returning to Eastern Michigan Bank in 2018 as a VP Commercial Loan Officer. Jessica was promoted to VP, Commercial Loan Manager in 2020 and remained in that role until 2023. Currently, they are working as the Director of Commercial Lending at the University of Kentucky Federal Credit Union.

Jessica Simon obtained their Master of Business Administration (MBA) degree in Business Administration and Management, General from Purdue Global between 2018 and 2020. Prior to this, they attended Perry School of Banking from 2012 to 2014, although no specific degree or field of study was mentioned. Jessica Simon received a BBA degree in Accounting Processes from Walsh College from 2005 to 2007. Jessica began their educational journey at St. Clair County Community College, where they earned an Associate of Arts degree. The duration of their attendance at this college was from 1998 to 2005. No field of study was specified for this associate degree.