There is little doubt that social media have lived up to their billing as one of the most significant electronic communicative spaces in the twenty-first century. While their immense benefits cannot be gainsaid, concerns have equally emerged about the psychologically harmful potentials of social media. This owes to their inherent characteristics such as ubiquity, virtuality, fluidity, and algorithmic tendencies. In addition, technological affordances of social media platforms, such as interactivity and anonymity often leave users vulnerable to unexpected or unintentional encounters with online traumatic experiences. However, for some social media users, trauma is an unavoidable everyday reality as they go about their professional activities. Content creators too are always just one act away from the psychological vagaries of cancellation actions by platform operators on one hand, and audiences on the other. Kenya presents a vibrant social media context with aggressive and outspoken users who actively engage each other online. Further, the local interactive cultures constantly test the limits of platform rules enforced by the respective gatekeepers. This chapter sets out to investigate both the individual traumatic experiences of social media users and content creators, such as trolling and cancel culture, and vicarious trauma faced by professionals online. The chapter sheds light on the growing prominence of social media as a site for trauma in the Kenyan communicative space.