A system that records audio and stores the recording is provided. The system includes first and second monitoring assemblies mounted in an earpiece that occludes and forms an acoustic seal of an ear canal. The first monitoring assembly includes an ambient sound microphone (ASM) to monitor an ambient acoustic field and produce an ASM signal. The second monitoring assembly includes an ear canal microphone (ECM) to monitor an acoustic field within the ear canal and produce an ECM signal. The system also includes a data storage device configured to act as a circular buffer for continually storing at least one of the ECM signal or the ASM signal, a further data storage device and a record-activation system. The record-activation system activates the further data storage device to record a content of the data storage device.