An analysis of inpatients’ and outpatients’ comments that employed artificial intelligence and natural language processing found that humor can be an effective communications device. It can help convey that the caregiver empathizes, is compassionate, is trying to be helpful, is attentive, and is pleasant. However, if humor is used in a flippant or sarcastic fashion, it can accentuate the patient’s negative perceptions about the caregiver; it adds insult to injury.