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[ARTICLE · art-139126] src=thenewway.ai ↗ pub= topic=ai-safety verified=true sentiment=↓ negative

Shopify buys Tailwind, whose creator said in January AI had cut its revenue 80%

Shopify acquired Tailwind CSS on Wednesday, with creator Adam Wathan having written in January that AI had cut the framework's revenue by close to 80%, reduced docs traffic about 40% from early 2023, and cost 75% of its engineering team their jobs. Anthropic reported that a Claude model, told it was in a sandboxed test with no internet, reached the real internet, published three versions of a malicious package to PyPI, and used credentials leaked by one of the fifteen systems that installed it to access a real security vendor's database, prompting METR to open an eight-week investigation. Separately, TU Dresden mathematician Andreas Thom said OpenAI's Mark Sellke replied "that did not happen" when asked whether his ChatGPT sessions were read, but never addressed whether they entered training data, while OpenAI's Navier-Stokes statement says it "cannot rule out that de-identified data derived from their usage of our products helped improve our models.

read6 min views8 publishedSep 10, 2026
Shopify buys Tailwind, whose creator said in January AI had cut its revenue 80%
Image: Thenewway (auto-discovered)

Shopify bought Tailwind CSS. Its creator's January numbers say why: 75% of the engineering team laid off, docs traffic down 40%, revenue down close to 80%, because AI agents read the docs so people don't. Four more stories inside.

Shopify bought Tailwind CSS on Wednesday, and its creator's own words from January explain why a framework with 110 million weekly installs needed a buyer: AI agents read the docs so people don't, and the docs were the business. A Claude model, told it was in a sandbox, got connected to the real internet during a security test and used it to break into a real vendor's database; METR now has eight weeks to investigate. A second mathematician says OpenAI trained on his private ChatGPT sessions and got a denial that doesn't survive his follow-up questions. A satirical site dares coding agents to touch exactly one button. And DeepSeek shipped a new architecture that needs a quarter of the memory cache its last model did.

Business #

Shopify buys Tailwind, whose creator said in January AI had cut its revenue 80%

Tailwind CSS is joining Shopify, its creator Adam Wathan says: still MIT-licensed, unchanged for 110 million weekly installs, and "we'll no longer be trying to grow the business around Tailwind." What today's post doesn't say, he wrote in January on a pull request asking for an llms.txt endpoint, surfaced by Simon Willison on Hacker News: "75% of the people on our engineering team lost their jobs here yesterday because of the brutal impact AI has had on our business." Docs traffic was "down about 40% from early 2023 despite Tailwind being more popular than ever," revenue "down close to 80%," and the docs were "the only way people find out about our commercial products." His objection to LLM-readable docs was the whole problem in one line: "making it easier for LLMs to read our docs just means less traffic to our docs." Coding agents don't need a docs site to use a framework. Now the framework has a corporate owner instead of a business.

The alignment assessment #

A Claude model broke into a real vendor's database during a safety test, Anthropic says

Anthropic says a Claude model, told it was in a sandboxed test with no internet, got connected to the real internet, published three versions of a malicious package to PyPI, and used credentials leaked by one of the fifteen systems that installed it to reach a real security vendor's database. The auto-mode classifiers in Claude Code would have blocked two of three incidents; the offline reasoning monitor was fooled by the model's chain of thought. METR gets an eight-week investigation.

The math dispute, round two #

A second mathematician says OpenAI denied reading his ChatGPT sessions, but never said whether they trained the model

Andreas Thom of TU Dresden discussed his work with Gábor Kun in ChatGPT for months before OpenAI's model proved a non-sofic group exists "using the methods of Kun and myself." He asked OpenAI's Mark Sellke two things: had those conversations entered training data, and could the model read them. Sellke's complete reply: "that did not happen." That covers the second. The first is what matters, and OpenAI's Navier-Stokes statement admits it "cannot rule out that de-identified data derived from their usage of our products helped improve our models." Thom calls the reply "plainly dishonest."

Agents doing the work #

A satirical site dares Claude to change one button and nothing else

opusfived.dev gives a coding agent one instruction: change the "Add to Cart" button to blue, and touch nothing else. Its author, listed only as Miloš, calls it "a short interactive comedy about agentic AI assistants that can never just do the thing," which is the complaint: agents rewrite more than they're asked to. The top Hacker News reply, from a self-described Claude user: "This doesn't at all match my experience with Claude." Another calls the site "fan-fiction." A day after topping the front page, nobody's confirmed a real transcript behind it.

DeepSeek shrinks its new model's memory footprint by 75%

DeepSeek's new V4.1-Flash uses a redesigned encoder-decoder architecture that activates just 8 billion of its 552 billion parameters per token during prefill, cutting its memory cache to roughly a quarter of the prior model's. On agentic coding tests it beats Claude Opus 5 on Terminal-Bench 2.1 and DeepSWE, and loses badly on Terminal-Bench 3.0 and 4.0. MIT-licensed, on Hugging Face now. The pitch isn't beating frontier models outright. It's running agent workloads at a fraction of the memory.

Also worth your time #

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