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Benjamin Lilly has worked in a variety of roles since 1996. Benjamin began their career as a Staff Underwriter at Farmers Insurance in 1996. In 2012, they took on the role of Program Leader at Blue Terra Energy, where they established and supervised a team of residential home energy efficiency retrofit technicians, educated customers on energy efficiency, managed and ordered inventory, and coordinated responses to customer service issues. In 2013, they moved to SalesPad LLC, where they served as Product Manager and ERP Sales & Channel Development. In 2016, they became a Software Consultant at Michigan Office Solutions (MOS), A Xerox Company. In 2018, they were employed as a Client Account Manager and Business Development at SalesPad, a Consultant at Independant, and a Software Sales at DexYP.

Benjamin Lilly attended Byron Center High School before enrolling at Davenport University from 1996 to 1997. Benjamin then attended Aquinas College - Grand Rapids from 2011 to 2013, where they studied Sustainable Business.