A 9-month-old boy presented with a left-sided facial mass. His perinatal history was notable for macrosomia, macrocephaly, left-sided failure on newborn hearing screen, and a congenital hypertrichotic patch of the left scalp. During the first few months, he was observed to frequently tug at his left ear while displaying apparent discomfort and sleeping difficulties. He was treated empirically with multiple antibiotics for presumed otitis media and subsequently had bilateral myringotomy tubes placed. When the left side of his face became more swollen, magnetic resonance imaging was performed at 8 months of age and revealed a left-sided parotid mass. He was referred to our institution for further evaluation.