Compared with rule-based AI technologies, the emerging machine learning opened the door for machine acting more like human: natural interactions, engagement, personalization, versatility. This talk will introduce those breakthroughs: 1. methods of learning structured behavior; 2. theory of universal probabilistic language model; 3. practices of deep learning to understand voice and text. In civil aviation, the autopilot developed from CAT I to III. We borrow this term to introduce the possible capacities of conversational AI now and future, and finally how works at convospot.io aligned with this vision.