Worldwide, the technological landscape is today largely driven by what seems to be an exponential development of Artificial Intelligence tools, based on powerful algorithms and known as “systems”. Some say that we are facing the “most profound human revolution in history”. In this new landscape, new types of conflicts are now starting to emerge. How should mediators address change in the types of conflicts which may be submitted to them, involving AI systems of growing technological complexity and conflicts involving potentially massive volumes of data? Can the systemic approach of mediation lead to innovative solutions? Given the recent broad deployment of generative AI models such as ChatGPT, the issue may well go beyond the sphere of business disputes to touch upon all aspects of contemporary life where conflict may be resolved through mediation, leading to a provocative question: Will a “Mediation 2.0” emerge, requiring that mediators become “AI fluent”?