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I think Anthropic and OpenAI have found product-market fit

I think Anthropic and OpenAI have found product-market fit

Anthropic are strongly rumored to be about to have their first profitable quarter. Stories are circulating of companies surprised at how expensive their LLM bills are becoming from usage by their staff. I think this is because OpenAI and Anthropic have both found product-market fit. Enterprise customers are now paying API prices I think they've found product-market fit And they're ramping up The AI-failure stories around this are pretty thin We also know the labs are spending a lot API revenue…

Simon Willison's Weblog
Agent Skills

Agent Skills

The following article originally appeared on Addy Osmani’s blog and is being reposted here with the author’s permission. The default behavior of any AI coding agent is to take the shortest path to “done.” Ask for a feature and it writes the feature. It doesn’t ask whether you have a spec, write a test before […]

O'Reilly Radar — AI/ML
The pressure

The pressure

The pressure Daniel Stenberg on the unprecedented level of pressure the curl team are facing right now thanks to the deluge of (credible) AI-assisted security issues being reported. The rate of incoming security reports is 4-5 times higher than it was in 2024 and double the speed of 2025 -- meaning that on average we now get more than one report per day. The quality is way higher than ever before. The reports are typically very detailed and long. [...] For the first time in my life, my wife…

Simon Willison's Weblog
Microsoft Copilot Cowork Exfiltrates Files

Microsoft Copilot Cowork Exfiltrates Files

Microsoft Copilot Cowork Exfiltrates Files The biggest challenge in designing agentic systems continues to be preventing them from enabling attackers to exfiltrate data. In this case Microsoft Copilot Cowork (yes, that's a real product name) was allowing agents to send emails to the user's own inbox without approval... but those messages were then displayed in a way that could leak data to an attacker via rendered images: Because these messages can contain external images that trigger network…

Simon Willison's Weblog
Quoting Paul Graham

Quoting Paul Graham

A lot of the emails I get from founders are now written in a hard-hitting journalistic style. I know they're written by AI, because no founder ever wrote this way before. And once you realize something is written by AI, it's hard not to ignore it. I have never knowingly finished reading an email signed by a human but written by AI. It feels like being lied to, and who would stand for that? [...] It makes me think less of the author. It means they can't write well unaided (or feel they can't),…

Simon Willison's Weblog
Who Authorized That? The Delegation Problem in Multi-Agent AI

Who Authorized That? The Delegation Problem in Multi-Agent AI

Your AI agent booked a meeting, summarized a financial report, and emailed the highlights to three stakeholders. To do this, it called a calendar agent, a document analysis agent, and an email agent. Each accessed internal systems, made decisions about what to include, and acted on your behalf. Here’s the question your security team can’t […]

O'Reilly Radar — AI/ML
Notes on Pope Leo XIV's encyclical on AI

Notes on Pope Leo XIV's encyclical on AI

Dropped this morning by the Vatican: Magnifica Humanitas of His Holiness Pope Leo XIV on Safeguarding the Human Person in the Time of Artificial Intelligence. This is a very interesting document. It's some of the clearest writing I've seen on the ethics of integrating AI into modern society. Pope Leo XIV chose the name Leo in honor of Pope Leo XIII, who is known for his 1891 Rerum novarum encyclical on "Rights and Duties of Capital and Labor". This story on Vatican News further clarifies the…

Simon Willison's Weblog
datasette 1.0a30

datasette 1.0a30

Release: datasette 1.0a30 The big new feature in this alpha is a new customizable "Jump to..." menu, described in detail in The extensible "Jump to" menu in Datasette 1.0a30 on the Datasette blog. You can try it out by hitting / on latest.datasette.io - it looks like this: The new jump_items_sql() plugin hook allows plugins to add their own items to the set that's searched by the plugin. Tags: projects, datasette, annotated-release-notes

Simon Willison's Weblog
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