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, or a shortcut. It is a tool that can—and should—make humans do more. From robot dogs with billionaire faces to AI-built sculptures shaped by strangers, Beeple argues the future is going to get much weirder, the bar for originality is rising fast, and artists who opt out may not like what happens next.

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