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Randy Black has worked at three companies, beginning in 2001 at Cambium Learning as Vice President Technology Development. In 2015, they moved to OneSource Virtual, where they held the roles of Senior Vice President Research Development and Vice President - Integrations. In 2022, they joined TRUESPOT as Chief Technology Officer and Interim Chief Technology Officer.

Randy Black attended the University of Kentucky from 1978 to 1981, earning a Bachelor of Science (BS) in Computer Science. Randy then attended Southern Methodist University from 1986 to 1987, earning a Master of Science (MS) in Computer Science.