This chapter considers how diplomatic negotiations unfold in the digital context. It asks how digital devices, such as mobile phones, screens, or social media apps, challenge core diplomatic norms and procedures; and, more radically, considers what happens to diplomatic negotiations when the interaction itself is conducted virtually or in hybrid formats. Moving beyond an overview of how diplomatic negotiations can be theorized and studied empirically in digital contexts, we suggest that different approaches build on different understandings of ‘the digital’: as an advantage, a challenge, or as a negotiation in itself. We develop these strands in conversation with the IR literature on ‘digital diplomacy’ and illustrate our points with examples of digitalization and diplomatic practice in the European Union. We discuss critical issues, emerging trends, and procedural changes in diplomatic negotiations by relating them to broader societal digitalization trends. Diplomats’ (work) phones, individual digital competencies, and shared institutional norms co-constitute diplomatic negotiations in the digital context. Beyond a much-needed exploration of how diplomats handle digital devices in everyday negotiations, we suggest that emerging debates on the regulation, management, and limits of digital technology will be crucial for our understanding of diplomatic negotiations in the coming years.