Abstract: A system intelligently implements communication between at least one patient and at least one medical practitioner, preferably using two-way natural language conversation. The patient discloses or is prompted to disclose relevant medical condition and background, daily routines, that a medical practitioner would want to diagnose and prescribe for a present medical condition. The conversation is content-based routed in real-time to multiple potential medical responders, preferably including a machine learning (ML) based software agent, as well as human responders having various levels of medical expertise. Such routing advantageously minimizes volume of irrelevant information sent to a responder, and also reduces the cost of information responded to by the most appropriate responder. Over time, the ML-based software agent improves performance by using training data from patient-system communications, and/or via active learning methods.