As before I asked Claude.ai to do the show notes, from its point of view. I added links. As always if you really want to know what I said you have to listen. :-)

Dave Winer left a voicemail for his longtime friend NakedJen making the case that now is the moment to start playing with AI tools, particularly Claude. He describes a creative breakthrough he's been experiencing — not because AI has suddenly gained new capabilities, but because his own thinking has evolved to the point where he can see what's possible and act on it.

He walks through a recent experiment: starting with a screenshot of a chat interface, he had ChatGPT mock up a version with his words, then brought that to Claude and asked for a working HTML front end. Minutes later, he had a running app in his browser. The project is rss.network, a chat program built around RSS — territory Dave knows well, having previously built a similar tool around JSON called json.chat.

His pitch to NakedJen is personal and direct. He believes she has exactly the right combination of intelligence, humor, and systems thinking to thrive with this kind of work. His practical advice: start a session by narrating who you are and what you're about, then at the end ask Claude to produce a handoff.md file summarizing everything a new thread would need to pick up where you left off. Drag that file in next time. Iterate.

The voicemail weaves in a reflection on Jerry Garcia and Bob Weir — Dave drawing a parallel between the Grateful Dead's leaderless creative dynamic and his own way of working. He closes with characteristic optimism: there's still runway, still room to make something real before the billionaires figure out how to capture it all.

Notes prepared by Claude.ai.

PS: Apologies to Keith Teare for not remembering his last name. It doesn't mean anything other than my brain freezes on memory sometimes, a result of age, not sentiment. :-)