Simon Willison’s Weblog

Screaming in the Cloud: AI’s Security Crisis: Why Your Assistant Might Betray You. I recorded this podcast conversation with Corey Quinn a few weeks ago:

On this episode of Screaming in the Cloud, Corey Quinn talks with Simon Willison, founder of Datasette and creator of LLM CLI about AI’s realities versus the hype. They dive into Simon’s “lethal trifecta” of AI security risks, his prediction of a major breach within six months, and real-world use cases of his open source tools, from investigative journalism to OSINT sleuthing. Simon shares grounded insights on coding with AI, the real environmental impact, AGI skepticism, and why human expertise still matters. A candid, hype-free take from someone who truly knows the space.

This was a really fun conversation - very high energy and we covered a lot of different topics. It's about a lot more than just LLM security.