Voicemail to NakedJen: AI, RSS, and Creative Possibility

Voicemail to NakedJen: AI, RSS, and Creative Possibility

From Scripting News podcast by Dave Winer

March 29, 2026

About this episode

Dave Winer discusses the potential of AI tools and shares a personal voicemail to NakedJen about his creative breakthroughs.

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…

People in this episode

Host: Dave Winer

Guest: NakedJen

Topics covered

  • AI tools
  • RSS
  • creative process
  • technology
  • personal development

Keywords

  • AI
  • RSS
  • Claude
  • ChatGPT
  • creative breakthrough
  • voicemail
  • technology

Mentioned in this episode

Organizations: Grateful Dead

Products: rss.network, json.chat

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