In the rush to embrace all things Artificial Intelligence—or to block it from schools entirely—we must ask ourselves: How do we focus on what is timeless rather than simply jumping on what is new? There is a reason that books focused on principles and stoicism are rapidly flying off the (digital) shelves while, at the same time, Artificial Intelligence seems to be in every conversation. What are the connections to the past that will help us embrace the future? What are the principles we need to embrace today that will help us lead our students and ourselves to create new and better opportunities for learning? How do we lead with curiosity to embrace and leverage emerging technologies and AI, while focusing on our humanity to develop wisdom in an ever-changing world?