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Stephen Medlin began their work experience in 1998 as an Installation Specialist at Mee Industries Inc., where they worked until 2006. In 2011, they started their own company, Medlin Multimedia, and assumed the role of Business Owner. In 2013, they joined Southern Fried Chics as the VP of Technology. In 2015, they became the Marketing Director at CFESA, where they worked until June 2019.

Stephen Medlin attended York Technical College from 2007 to 2009, where they obtained an Associates Degree in Industrial Maintenance with a concentration in Electrical. During the same period, they also earned another Associate's degree in Industrial Engineering from the same institution. Before attending college, Stephen completed their high school education at Rock Hill High School, although specific details regarding the dates and field of study are not provided.