Social media today is one of the most relied upon sources of information, breaking down barriers of information asymmetry. This is challenging existing legal frameworks. This session will touch upon but a few issues, covering whether regulation is best way to go for transparency and decision making or should self-moderation be the way to go? Is self-moderation delegating excess executive authority in the hands of social media organisations? With everyone on public platforms expressing themselves freely, the challenges faced by these platforms in safeguarding privacy and free speech considering other pressures. Picking off current events, the session will also explore what are the new cross-border liability issues coming to the fore for social media companies while operating across multiple jurisdictions and with the increasing reliance on automation and AI, how do we address liability issues related to AI moderation.