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September 10, 2025 56 mins
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. For more info on the podcast and transcripts of all the episodes, visit https://www.possible.fm/podcast/  Topics: 2:35 – Hellos and intros 2:53 – Stephen Riffs on humanity and Dungeons & Dragons  6:08 – Tolkien characters and desert island companions 7:02 – Creativity, empathy, and imagination in comedy 11:37 – Performing for a live audience 13:02 – Comedy as a third space 16:22 – Early ideas about interactive technology and improvisation 19:14 – Can AI art escape the uncanny valley 22:27 – The human “micronutrients” that AI cannot replace 24:05 – Parasocial relationships and the future of entertainment 26:50:– Midroll 26:58 – Responsibility and fact-checking 29:56 – Personalization versus discovery in AI storytelling 33:47 – Lessons from Tolkien 41:22 – AI as part of human evolution 44:51 – How AI can already be employed in health fields 48:46 – AI in video games and creative amplification 49:58 – Balancing skepticism and excitement about AI 50:06 – Rapid-fire Questions Select mentions:  A Man Jumps Out of an Airplane by Barry Yourgrau Exploring The Lord of the Rings with Dr. Corey Olsen Letter 144 by J.R.R. Tolkien  Robert Heinlein Possible is an award-winning podcast that sketches out the brightest version of the future—and what it will take to get there. Most of all, it asks: what if, in the future, everything breaks humanity's way? Tune in for grounded and speculative takes on how technology—and, in particular, AI—is inspiring change and transforming the future. Hosted by Reid Hoffman and Aria Finger, each episode features an interview with an ambitious builder or deep thinker on a topic, from art to geopolitics and from healthcare to education. These conversations also showcase another kind of guest: AI. Each episode seeks to enhance and advance our discussion about what humanity could possibly get right if we leverage technology—and our collective effort—effectively.
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