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Wade Overstreet has a long and varied work experience. Wade began their career in 1993 at Prudential Insurance Co. of America as a Customer Service Team Leader and Quality Review Specialist. In 1998, they joined Ryder System, Inc. as a Director of Sales, Manager of Sales, Business Development Manager, Customer Development Manager, and Rental Account Manager. In 2011, they moved to PACCAR as a National Account Sales Executive -PacLease and Fleet Sales Manager - Peterbilt Motors Company. In 2013, they joined Volvo Trucks as a National Account Manager (National Leasing Channel). In 2020, they began working at Vanguard Truck Centers as a Sales Manager - New/Used Trucks and Fleet Sales Executive. In 2022, they began working at Orange EV as a Sales Team Manager - Eastern US.

Wade Overstreet attended the University of North Florida from 1996 to 1998, where they earned a Bachelor's degree in Business Administration and Management.