Nurses are often faced with situations in their practice where they have to break bad news to patients and their families. Such conversations are complex and can be challenging for all parties. It is essential that nurses are equipped with the skills required to manage such situations effectively to ensure optimal outcomes and quality of care for patients and their families. This article discusses some of the barriers to breaking bad news effectively to patients and the communication skills required to engage in challenging conversations. It also describes two mnemonic protocols that can be used by nurses to structure challenging conversations with patients face to face and over the phone.