Personal audio systems and methods are disclosed. A personal audio system includes a processor to generate a personal audio stream by processing an ambient audio stream in accordance with an active processing parameter set, a circular buffer memory to store a most recent snippet of the ambient audio stream, and an event detector to detect a trigger event. In response to detection of the trigger event, a controller may extract audio feature data from the most recent snippet of the ambient audio stream and transmit the audio feature data and associated metadata to a knowledgebase remote from the personal audio system.