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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