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Jessie Jeffries has a diverse work experience, starting in 2001 as a Receptionist at LandDesign and later working as a Leasing Agent at Intracoastal Realty. In 2006, Jessie became an Interior Designer at J. Jeffries Interiors for a year before moving on to McKenzie Baker Interiors, where Jessie worked as an Interior Designer from 2007 to 2010. During this time, Jessie also briefly worked as a Sales Associate at Havertys Furniture in 2007. In 2010, Jessie transitioned to MegaCorp Logistics and held various roles, including Accounting Manager, Operations Processing Manager, and is currently the Director of Corporate Operations Processing.

Jessie Jeffries attended the University of North Carolina Wilmington, where they pursued a field of study in General Education. However, the start and end years of their enrollment at this institution are unknown. Additionally, Jessie completed an Associate's degree in Applied Science with a specialization in Interior Design at CFCC. Again, the specific duration of their time at CFCC is not provided.