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James Chitwood has a diverse work experience. James began their career in 2014 as a Chaplain's Assistant at Tyger River C.I. In 2015, they were a Private Homeschool Teacher/Tutor. From 2017 to 2022, they worked as a Retail Sales Associate at TAW Sports Greenville, LLC. Currently, they are employed as a Peer Support Coach at Youturn Health.

James Chitwood received an Associate of Arts (A.A.) degree in Divinity/Ministry from Columbia International University between 2012 and 2014. James then obtained a Bachelor's degree in Christian Ministry from North Greenville University between 2016 and 2017. Currently, they are pursuing a Master's degree in Care and Counseling from Columbia International University, which they are expected to complete in 2022. Additionally, James has obtained certifications in Beekeeping from the S.C. Beekeepers Association and Palliative and Hospice Care Training from the Palmetto Unified School District.