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James Skipp has worked in the software engineering and development field since 2014. James began their career as a PASS Leader at James Madison University in 2014. In 2015, they took on an internship as a Project Services Intern at POMS Corporation. In 2018, they became a Software Engineer and Java Web Developer Intern at Moonlighting. Most recently, in 2019, they began working as a Software Engineer at Whiteboard Federal Technologies.

James Skipp attended Loudoun County High School from 2008 to 2012 and received a High School degree. James then attended James Madison University from 2012 to 2016 and earned a Bachelor of Science (B.S.) in Biology. James later attended Old Dominion University from 2016 to 2018 and earned a Bachelor of Science (B.S.) in Computer Science.