How to Not Know by Simone Stolzoff is a practical exploration of how to navigate uncertainty without becoming paralyzed by it. Rather than arguing that uncertainty should simply be embraced, Stolzoff offers a set of mental models for acting when certainty is unavailable: build tolerance for ambiguity, create stable anchors, experiment instead of over-planning, distinguish good decisions from good outcomes, and remain willing to update your beliefs as new information emerges. Drawing on psychology, philosophy, business, relationships, and personal stories, the book is especially useful for decision-making, leadership, and periods of change.