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Jennifer Gillespie has worked in the accounting industry since 1997. Her first role was as an Accounts Receivable Supervisor at Creative Solution, a Thomson company, where they were promoted to supervisor after 12 months. Jennifer then went on to work as a Senior Credit Analyst at SBA Communications from 2002 to 2004. After that, they were a Senior Credit Representative at Alliance Entertainment from 2004 to 2009. Jennifer then worked as a Credit Manager at Capital Media Group, LLC and Archive Data Solutions, LLC from 2009 to 2010. From 2011 to 2014, they were an Asst. Controller at Borror Properties. From 2016 to 2020, they were an Accounting Manager and Senior Accountant at InComm. Currently, they are an Accounting Manager at Gurobi Optimization.

Jennifer Gillespie attended Franklin University from 2013 to 2015, where they earned a B.S. in Business Administration with a field of study in Business Administration and Management, General. Jennifer also attended Eastern Michigan University from 1989 to 1995, studying Business & Communications.