Episodes: 144
Frequency: Weekly
Rating: 4.3/5.0
Estimated listeners: 1k-10k
Gender skew: Male
Location: USA
YouTube: 107.0k subscribers
30s Ad: 78 - 96, 60s Ad: 93 - 112
Reid Hoffman - Co-host of Possible; technology investor and entrepreneur known for shaping modern internet platforms and for thought leadership on how networks and AI will influence work, business models, and soc...
Aria Finger - Co-host of Possible and interviewer on the show’s guest episodes and interludes. She focuses on connecting emerging tech (especially AI) to culture, institutions, and practical steps needed to stee...
Mike Winkelmann (Beeple) - AI And Creativity; Digital Art And Originality; Nfts And Institutional Acceptance; Deadlines, Satire, And Artistic Agency; Why AI Is A Tool Rather Than A Substitute For Human Judgment.
How fast can you upskill in AI? We did a sprint to find out.
May 20, 2026
We all feel the urgency: learn to use AI, or risk falling behind at work. And we all know there’s upside: AI can reduce tedious tasks, streamline operations, and boost output. But knowing is half the battle (maybe even less) and implementing AI needs to happen across an entire organization. So what does it take to start? Well, here at WaitWhat (the company behind this podcast!) we paused all operations for three days to find out. From editorial curation to visual design to event planning, we...
Anthropic’s push into finance
May 13, 2026
Reid and Aria explore how an AI-native world is reshaping trust, money, and work. Reid breaks down why crypto could power identity and transactions in an agent-driven internet, and what recent layoffs at Coinbase and Cloudflare signal about the shift toward AI-native organizations. They also examine Anthropic’s push into finance, and what it means for accuracy, regulation, and fraud. Plus, Reid responds to listener questions on “AI slop,” and why human taste and judgment matter more than ever...
The artist AI can’t kill
May 06, 2026
Beeple didn’t turn an 18-year daily JPEG habit into a $69 million Christie’s sale by waiting for permission. He posted, missed, learned, repeated, and inadvertently walked straight into the moment NFTs forced the art world to take digital work seriously. In this episode, Reid Hoffman talks with Mike Winkelmann (aka Beeple) about the real story behind the sale, why deadlines beat inspiration, how satire lets artists ask dangerous questions without preaching, and why AI is not a soul, a friend,...
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