“Cyberbullying” comprises a wide spectrum of behaviors that have negative and often devastating impacts upon their targets (or “victims”). This article is intended to analyze research trends on cyberbullying as well as related concerns involving online harassment, online reputational damage, and cyberstalking. Its focuses are as follows: (1) analyze the conceptual work and research that have emerged on the technological and social aspects of the issues, with an emphasis on social media scenarios; (2) present insights as to how cyberbullying and reputational damage can best be mitigated, given current mental health insights and technological know-how; and (3) discuss why cyberbullying is of continuing importance to business, government, non-profit, and educational audiences. The article includes reflections about the moral and personal dimensions of cyberbullying. Cyberbullies can often combine anonymous interactions with personally-identifiable ones to make it appear that more than one individual is participating, potentially intensifying the negative social impacts involved.