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EPISODE · Sep 10, 2025 · 56 MIN

Stephen Colbert on connection, discovery and human nature

from Possible · host Reid Hoffman

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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Stephen Colbert on connection, discovery and human nature

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rAIsing the bar Isha Karim “rAIsing the bar” is a female-run podcast series committed to broadening the AI conversation and sparking discussion around the ethics and controversies surrounding the field today. By making AI more accessible in such an interconnected world, we aspire to foster an interest in AI for as many people as possible. The Real World Ruqiya A Welcome to the interview series where we have discussions to diverse range of topics the world has to offer. These topics can range from anything about being an immigrant to environmental issues around us. This is an open space that explores different perspectives and possible solutions for problems the world presents. The FRONTLINE Dispatch FRONTLINE Editor-in-Chief and Executive Producer Raney Aronson-Rath sits down with journalists and filmmakers for probing conversations about the investigative journalism that drives each FRONTLINE documentary and the stories that shape our time.This work matters. At a time when deep-dive reporting is more vital than ever, your support ensures FRONTLINE can continue to hold power accountable. Join our community of supporters here by making a contribution to keep this work going. Produced by Joel Patterson at FRONTLINE’s headquarters at GBH and powered by PRX.The FRONTLINE Dispatch is made possible by the Abrams Foundation Journalism Initiative. Quiet: The Power of Introverts with Susan Cain Susan Cain / Panoply / Quiet Revolution Susan Cain, bestselling author of "Quiet: The Power of Introverts in a World That Can't Stop Talking," hosts this ten-part weekly series on parenting and teaching introverted children. Susan will dive into why quiet kids are unique and require different parenting and teaching methods from their extroverted peers. Susan and her expert guests will discuss how parents and schools can help introverts thrive, how social media allows quiet children to express themselves in ways that were never possible before, the neuroscience of introversion, and much more.

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This episode was published on September 10, 2025.

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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...

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