25 SET 2026 · Ryan sits down with actor Taye Diggs for a deeply personal conversation about the drive to keep achieving — and what happens when you finally stop. Taye opens up about growing up around poverty and abuse, being bullied for his dark skin, and discovering a sense of belonging and possibility through theater. He looks back at joining the original cast of Rent, becoming an unexpected sex symbol in How Stella Got Her Groove Back, and the ambition that kept him chasing the next level even as his dreams were coming true. They explore how divorce and fatherhood upended the life he thought he had figured out, why even spirituality can become another form of striving, and the possibility that after a lifetime of searching, the next step isn’t another practice or achievement at all. Maybe it’s simply learning to stop, sit with what’s there, and hear the words: “Relax. You’re okay.” Tell Ryan about yourself! https://wakingupwithryan.com/hello Follow on Substack (https://wakingupwithryan.substack.com) You can follow Ryan on Instagram (https://www.instagram.com/wakingupwithryan/), YouTube (https://www.youtube.com/@WakingUpWithRyanPod), or visit https://wakingupwithryan.comSee https://omnystudio.com/listener for privacy information.