Maintaining professionalism during a difficult patient interaction is paramount to providing excellent patient care, but it can be challenging. As the patient–physician relationship has evolved, patient autonomy has increased and shared decision-making is prioritized. This evolution has led to improved patient support and satisfaction; however, it has added a complexity to the physician–patient interaction. In addition, communication barriers, noncompliance, cultural and socioeconomic differences, mental health issues, impairments, and legal concerns can lead to challenging patient interactions. Strategies used to address these delicate situations can help lead to improved physician and patient satisfaction as well as improved patient outcomes.