Chetan Dube is the cool math professor you always wished you had at college. Impeccably attired and capable of switching between anecdotes about a childhood spent in New Delhi, Paris and London with deep dive explanations of probabilistic vs deterministic neural networks - he is one of the most interesting personalities in the emerging world of AI and cognitive computing. After founding his company IPsoft, he developed Amelia, a “virtual service-desk employee”, that understands the semantics of language, and can solve business process queries just like a human being. Over coffee in his office in New York, we spoke about the impact of AI on the design of companies, and in particular, the rise of the cognitive enterprise, in which software platforms will be able to understand, learn and anticipate customer needs, even before they know them.