Podcasts · Possible with Reid Hoffman

Stephen Colbert on connection, discovery, and human nature

24 Dec 2025 · 59 min

This is a holiday special re-airing of our excellent episode with Stephen Colbert.

What could we gain—and what might we lose—when technology begins to approximate the contours of human connection and presence? In this episode, Reid and Aria chat with comedian, actor, and political commentator Stephen Colbert. Best known for hosting The Colbert Report and The Late Show, Stephen combines a razor sharp satire with a sincere curiosity about the world. Together, Reid, Aria, and Stephen discuss the art of live performance, the many lessons one can learn from J.R.R. Tolkien, and the nature of creativity, humor, and imagination in the age of AI. The result is a meditation on discovery, empathy, and the bonds that make connection more than performance — but a shared act of being human.