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Charles Freeborn has a long history of work experience, beginning in 2001 with the US Army as an Infantry/Signal Support Systems Specialist. Charles then moved to Belvedere Trading, LLC in 2011 as an IT Specialist. In 2014, they joined SWAT Systems as a Level 1 Engineer. In 2016, they began working at Capes & Powers as a Senior IT Consultant. Most recently, in 2020, they joined Sentry Computing as a Professional Services Manager and Senior System Engineer.

Charles Freeborn attended the College of DuPage, where they earned a degree in Computer Information Systems. Charles also attended Seattle Central College, where they studied Information Technology.