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Christopher Stewart started their work experience in 2008 as the owner of Stewart Services, where they subcontracted and worked with local contractors to provide remodeling services, specializing in bathtub repair and refinishing. Christopher also prospected to build a commercial client base while maintaining established relationships. From 2010 to 2013, they served as a Sales Representative at Orkin Pest Control, offering residential and commercial assessment of pest control and other home maintenance concerns. Christopher developed custom treatment plans and presented the necessary products and services to customers. In 2013, they joined TransFirst as an Account Executive, providing industry-leading customer service to businesses in the New River and Roanoke Valleys. Christopher represented the company's banking partner in offering merchant services and payment processing solutions, expanding the merchant portfolio by collaborating with Union Bank's retail locations in their territory. Finally, since 2014, they have been a Major Account Manager at Virginia Business Systems, although specific details regarding this role are not provided.

Christopher Stewart attended New River Community College from 1999 to 2001, studying Information Systems Technology. Christopher did not obtain a degree during this time. Additionally, in December 2018, they obtained a certification as a PrintReleaf Certified Professional from PrintReleaf.