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Ben Loveless started their work experience in 1998 as a Network Administrator at United Concordia. From 2003 to 2008, they worked as the Director of IT at P3. In 2008, they joined Status Not Quo, Inc as the Chief Technology Officer and held that position until July 2020. Since July 2020, they have been serving as the Vice President of Technology at Faye Business Systems Group, Inc.

Ben Loveless attended The Master's University from 1996 to 2000. No degree or field of study is specified.