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James Gregory has a diverse work experience spanning several companies. James started their career in 1995 as a Planning Specialist at Avondale Mills/Graniteville Company and worked there until 2001. James then joined Maclaren as a Logistics Coordinator from 2002 to 2003. In 2004, they joined GE Capital and held various roles such as Documentation Specialist, Operations, Inside Sales, and Outside Sales until 2008. In 2009, they became the Regional Vice President at ENGS Commercial Finance Co. Currently, they work at Mitisbushi HC Capital America, Inc. as a Vendor Program Manager since 2023.

From 1992 to 1995, James Gregory attended the University of South Carolina Aiken, where they studied Business Administration and Management, General, and earned a Bachelor of Science degree.