Modern societies are increasingly faced with “unknown unknowns,” Black Swans, and mega-crises. Both public and corporate leaders find it deeply challenging to respond to these crisis events. Existing approaches and tools to cope with crisis-induced uncertainty are of little help in these dynamic environments. This article explores how the principles of Pragmatism may provide the building blocks for a theory of effective strategic crisis management. We argue that these principles, formulated by a group of American philosophers in a time of deep uncertainty, provide a way of thinking that will help practitioners prepare for, and deal with, emerging risks, crises, and disasters.