I had the chance to interview my colleague at ArCompany, Karen Bennet, a seasoned engineering executive in platform technology, open and closed source systems and artificial intelligence technology. A former engineering lead from Yahoo!, and part of the original team who brought Red Hat to success, Karen evolved with the technological revolution, utilizing AI in expert systems in her early IBM days, and is currently laying witness to the rapid experimentation in machine learning and deep learning. Our discussions about the current state of AI have culminated into this article. It's difficult to navigate AI amidst all the hype. The promises of AI, for the most part, have not come to fruition. AI is still emerging and has not become the pervasive force that has been promised.