JB Smoove has built a career on unpredictability with his rare ability to turn any moment into comedy and connection. But behind the improvisation — and standout performances in the Spider-Man franchise, Curb Your Enthusiasm and beyond — is a sharp understanding of audience, brand and longevity across platforms. In this one-on-one, Smoove reflects on the evolution of his career — now in his latest chapter as founder of The First Darrin, a creative agency focused on storytelling, culture and brand partnerships. The discussion will explore how a distinctive persona becomes a scalable business, why authenticity translates across entertainment and advertising, and what it takes to build a brand as dynamic as the artist behind it.