This chapter immerses readers in the love–hate relationship Brussels diplomats have with digital technologies. We meet Daan, who thrives on WhatsApp and in-person networking but worries about leaks and information overload; Sabine, who uses two phones to separate work and private life yet still feels overwhelmed by constant connectivity; Jakub, who despises negotiating with devices in the room, fearing they disrupt trust and focus; and Lukas, drowning in his perpetually updating email inbox, struggling to maintain analytical depth. Through their experiences, the chapter reveals how digital tools – smartphones, emails, and social media – have become both indispensable and disruptive. While enabling rapid communication and public engagement, these technologies also fragment attention, blur professional and personal boundaries and threaten the confidentiality essential to diplomacy. The chapter probes the classic idea of the diplomat as an information-gatherer and mediator, asking what happens to diplomatic identity, intimacy and trust in an era of near-constant digital connection. Ultimately, it frames this tension as a defining paradox of modern EU diplomacy: the promise of efficiency and connectivity clashes with the reality of distraction, overload and the erosion of traditional diplomatic practices.