Scripting News podcast

Voicemail to NakedJen: AI, RSS, and Creative Possibility

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 your last name. It doesn't mean anything other than my brain freezes on memory sometimes, a result of age, not sentiment. :-)

Suspension of Disbelief in Software

As before I asked Claude.ai to do a synopsis, from its point of view. I added a link to Brent's post and a postscript. As always if you really want to know what I said you have to listen. :-)Dave opens by riffing on a post by Brent Simmons, who described feeling, for the first time in his career, that he has his app completely under control — no chaos in the source code. Dave almost believes it's possible, but notes the catch: you can only get there on the fourth or fifth implementation of a given piece of software. The more complex the app, the harder that is to achieve.He reflects on the tension between experimentation and stability. You can't try out new ideas on a mature codebase without actually building them out fully — there's no halfway. Like driving a car, you can't get a real feel for a feature if you leave out the steering wheel. So you build the whole thing, knowing you might throw it away.Dave admits he's not in that place with anything he's working on now. The one exception, by design, was Frontier — built to be extended by users, which gave it a different kind of coherence.From there he shares a vivid memory: demoing an early outliner at the West Coast Computer Fair, probably 1979, with Ted Nelson standing right next to him. Nelson watched the demo and said, simply, "That's virtuality." Dave unpacks what he meant: the suspension of disbelief. When software is truly good, you forget you're using it. Your fingers work at the base of your spine, your ideas appear on screen, and your full conscious attention is on the work itself — not the tool.He extends the analogy to skiing: your first run you're thinking about mechanics and fear; by the third run, you're just going down the hill being yourself. That's the same feeling. Bike riding gets there faster with less overhead, which Dave notes is, honestly, a better deal.He closes by thanking Brent for the thought, and wonders if AI tools might make that state of software mastery more broadly achievable.Notes prepared by Claude.aiPS: This is Dave. I never got around to explaining what was awful about reading Ted Nelson's book. It was awful because I thought I had had original ideas, but someone got there before me, Doug Engelbart, and Nelson wrote up Engelbart's ideas in great agonizing detail in Dream Machines.

Why men hate Democrats and more Boomer blowback

As before I asked Claude.ai to do a synopsis. I corrected one factual error (informing it, waiting for a new version, not correcting the writing). And I think it may have missed the big points of both, but I will respect its opinion. As always if you really want to know what I said you have to listen. :-)Dave Winer responds to a recent episode of the David Frum podcast, in which Frum's guest was Tim Miller of The Bulwark. The topic that caught his attention: why young men are turning to Trump. He has thoughts, but first he has a detour to make.The detour is MeToo. Winer remembers it vividly as a social media-enabled phenomenon that did real damage — to people's careers, to trust, to the basic norms of adult interaction. He watched friends lose everything to accusations he found implausible, and he remembers modifying his own behavior in ways he describes as "horrific." The fear was pervasive and real. He credits the movement with catching genuine predators like Harvey Weinstein, but he also remembers the stampede quality of it — the way platform dynamics allowed something that couldn't have happened before social media. He got a small, personal taste of unwanted physical contact — a forced hug from someone who'd knocked him off his bike in Manhattan — and it clarified something for him about how violation feels.On the young men question, Winer offers no clean answer — just honest acknowledgment that their complaints about housing costs and economic lockout have merit. What frustrates him is the solution they chose. Trump, he argues, is dismantling the very things young people will need: healthcare, environmental protection, institutional stability. He closes with a characteristic mix of irritation and optimism, pointing to Minnesota as evidence that something better is still possible.Notes prepared by Claude.ai

The killer app for AI

As with previous podcasts I asked Claude.ai to write the show notes based on a machine-generated transcript. It makes mistakes, so you have to listen to the podcast if you want to know what I really think. But it's pretty good, and will help search engines find this. Dave Winer's Twitter account was hijacked, and the experience crystallized something he's been thinking about: AI's first killer app in tech should be customer service.The incident unfolded quickly and confusingly. Dave received an email from Twitter claiming copyright infringement on content he himself had created, threatening to take down his account within 24 hours unless he could explain why — something that seemed to require a lawyer. While he was on his Peloton, his phone rang three times in 30 minutes with no voicemail, no caller ID, just a mysterious urgency that made him fear someone had died. Then he was locked out of the account entirely. A friend on Bluesky mentioned the same copyright notice had hit them simultaneously, confirming this was some kind of mass attack. Dave still has no idea what happened or how to fix it, and he has 63,000 followers on an account he's maintained since 2006.The deeper frustration isn't just the hack — it's the complete absence of recourse. He pays $8 a month for Twitter Blue, yet there's no way to reach an actual human being for help. This is where his proposal gets pointed: tech companies should deploy AI not for generating content slop or automating essays, but for solving the customer service crisis they've created by refusing to hire support staff. If X really has Grok as a serious AI system, Dave argues, it could read the transcript of this podcast, cross-reference it with server logs, understand what happened, and simply restore his account by reverting the email address to dave.winer@gmail.com and requiring a fresh password reset.This would be the economic benefit of AI that actually matters — fixing the broken relationship between platforms and their paying users. Dave frames it as both an immediate solution to his problem and a broader challenge to the industry: stop looking for frivolous AI applications and address the fundamental flaw in how these systems treat people.Notes prepared by Claude.ai

Frontier and Apple in the early 90s

As with previous podcasts I asked Claude.ai to write the show notes based on a machine-generated transcript. It makes mistakes, so you have to listen to the podcast if you want to know what I really think. But it's pretty good, and will help search engines find this. Additionally, I refer to the Think Different piece as revealing the big missing piece in web apps, the problem I hope to solve with WordLand and the competitive products that I want to encourage. Dave Winer reaches back nearly four decades to tell the story of Frontier, his scripting system for the Macintosh, and draws a direct line from that experience to what he's working on today.The backstory begins with Winer's company riding the Mac wave in the mid-1980s. While most developers abandoned the platform during its lean early years, his team stuck it out, kept their revenue flowing through a PC product, and were perfectly positioned when Apple removed the hardware limitations in January 1986. That loyalty paid off in relationships — Winer had contacts throughout Apple, including Jean-Louis Gassée, the top product executive just below the CEO level. After selling his company and taking a well-deserved winter off skiing, Winer set to work on something he'd always wanted to build: a scripting system for the Mac. It was an elegant product — it added a menu to the Finder, provided a proper script editor, and made apps scriptable. He developed it with the knowledge and informal blessing of his friend at the top of Apple's product organization, who met with him regularly and gave feedback. When the demo landed in front of Apple's executives, it went well — they asked for a proposal. Winer went back with what he considered a fair deal: a per-machine license capped at $14 million, after which Apple would owe nothing. He thought it addressed their concerns directly, particularly their frustration over the ongoing royalty payments to Adobe on every LaserPrinter sold.What came back instead was rejection — and then the revelation that Apple had an internal project all along, something called "Family Farm," a scripting system that would let users "script in English." That project eventually shipped as AppleScript, which Winer regards as technically inferior to what he'd built. The internal reaction to his proposal, he suspects, had less to do with the merits and more to do with the psychology of salaried employees who saw him as someone who shouldn't be profiting at their level. He kept developing Frontier for years afterward, building it into a much larger product than originally planned — but the moment had passed.Now, Winer says, he finds himself in a structurally similar position. There's something missing from the web that has been missing for over 30 years: a real developer platform. Mobile has a rich app ecosystem; the web doesn't, and he thinks there's a specific, answerable reason why. The solution, as he sees it, involves an API for storage — and that's where WordPress comes in. He frames WordPress not just as a publishing tool but as a storage platform, the foundation piece that a proper web developer ecosystem has been lacking.Notes prepared by Claude.ai