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Barry Ross has worked in various roles since 2007. In 2007, they were a Sales Representative at Trendline Marketing. In 2008, they were a Customer Service Tech Support at Teleperformance. In 2010, they were a Customer Service/Information at Hilton Reservations Call Center. In 2012, they were a Web Developer Intern at Intelident Solutions, a Web Developer Intern at Habitat for Humanity, a Web Developer at Educational Symposia, and a Web Developer at American Land Lease, Inc. Since 2015, they have been a Lead Web Developer and Admin at Captivation Agency, where they monitor and pushes sites after updates, corrects broken links, handles Google Search Console issues, maintains backups, and provides troubleshooting. Barry also researches new technologies, builds emails and forwarders, and creates web applications based on client requests.

Barry Ross obtained two certifications from CompTIA in 2010, a CompTIA Network (2009 edition) and a CompTIA A (2009 edition). Barry then attended Pasco-Hernando State College from 2010 to 2012, where they earned an Associate degree in Computer programming.