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Josh Wolfe's work experience begins in 2005 as a Surveyor at Cagle Engineering. In 2006, they became a Campground Director at the State of Tennessee, a role they held until 2007. From 2007 onwards, Josh joined Design Team Sign Company, starting as a Senior Project Manager. Josh then advanced to become a National Sales Executive and eventually the Director of Sales and Marketing in May 2019.

Josh Wolfe began their education in 2004 at Jackson State Community College, where they pursued a field of study in Business Administration and Management. After completing their studies there in 2005, they continued their education at the University of Tennessee at Martin. Josh obtained their Bachelor of Science (B.S.) degree in Finance in 2007.