Failure is often seen as something to be avoided, feared, or hidden. However, some of the most successful and innovative people and organizations in history have embraced failure as a valuable learning opportunity and a catalyst for change. In this forum, we will explore how adopting a principle of failing fast can help humanity advance faster in science, technology, business, and social issues. We will also compare two different approaches to space exploration: NASA's Artemis program, which is based on avoiding failure, and SpaceX's Starship program, which is based on failing fast. Finally, we will examine how AI can transform healthcare by shifting from a system that is traditionally built to avoid failure to adopting a more digital focused approach of failing fast and leveraging the data generated from wearable health sensors, which will be able to predict deteriorating health conditions on an individual basis and recommend compensating controls, which will ultimately deliver a better quality of life.