Chimdi Chekwa, a former NFL player and entrepreneur, explores the rapidly evolving world of Name, Image, and Likeness (NIL) deals. He shares his journey from college athletics to launching his startup, Cloud Machine, which provides athletes with data-driven insights to enhance their marketability. The discussion reveals common mistakes athletes make in negotiations and stresses the importance of understanding market value. Listeners will learn strategic tips for negotiating contracts and how to leverage data to maximize opportunities in the competitive NIL landscape.