Big Swings Only

The Guy Who Took ChatGPT to Market is now Warning Us About It.: Zack Kass

Big Swings Only

Show Notes

Everybody knows ChatGPT. Almost no one knows the person who took it to market. In this episode of Big Swings Only, Kwame Christian sits down with Zack Kass, who spent over a decade at the center of the AI industry and led go-to-market strategy at OpenAI — bringing the technology to hundreds of millions of professionals worldwide.

Zack walked away from that career at its peak, driven by a hard truth: technology promised to make life more affordable and instead made housing, healthcare, and education far more expensive, while making distraction and dopamine dirt cheap. In this conversation, he makes the case that people don't actually hate AI — they hate what the last 30 years of screens have done to them — and argues that AI, paired with the right policy choices, could finally deliver on technology's oldest promise: driving down the cost of a good life for everyone, not just the wealthy.

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