An earpiece (100) and a method (300) for evaluating auditory health can include embedding (302) at least one excitation signal (402) in an audio clip (404) to produce an embedded excitation signal (406), emitting (304) the embedded excitation signal to an ear canal (131) at least partially occluded by the earpiece, analyzing (312) a recorded sound field within the ear canal during a continuous delivery of the embedded excitation signal to assess auditory health, and adjusting (314) the excitation signal within the audio clip during the emitting based on comparative (404) differences with a reference otoacoustic emission (OAE).