Disclosed herein are system, method, and computer program product embodiments for training a digital assistant with expert knowledge. An organization or individual utilizing a suite of software applications with a harmonized user experience may employ a digital assistant within the user experience to assist users when problems arise. The digital assistant may field questions and requests in informal and unstructured speech and text, analyze this natural language, and determine an appropriate response. The digital assistant may utilize existing suitable knowledge bases and leverage subject-matter experts. The digital assistant may learn from the expert's response to the user in order to apply the knowledge to a similar question or request in the future.