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Sunday, July 5, 2026 · about a 2 minute read

When Better Models Make Worse Software

Today's stories keep bumping into the same quiet problem: the models are getting smarter, but the systems built around them are not always keeping up.

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Simon WillisonTools
Better Models: Worse Tools

Armin found that newer Claude models sometimes call an editing tool incorrectly in ways older models did not, meaning a model upgrade quietly broke a working pipeline. This is a good reminder that when you update the model underneath a tool, you are not just getting improvements, you are also getting a slightly different personality that may not play well with the old instructions.

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Simon WillisonResearch
Building a World Map with only 500 bytes

A developer used OpenAI's Codex to help compress a world map into 445 bytes of ASCII art. It is a small, clever project, but it shows how AI assistance is showing up in places you would not expect, including the very tight, constrained puzzle-solving work that used to require years of low-level programming experience.

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Simon WillisonTools
Better Models: Worse Tools

Here is the concept worth sitting with: a model and a tool are two different things, and upgrading one does not automatically fix the other. Think of it like your car and the roads it drives on. A faster engine is great, but if the road has new curves the car was not expecting, you slow down or crash. When developers build tools that talk to AI models, they write instructions assuming a certain model behavior. A newer model is like a new driver who learned slightly different habits. It may be smarter overall, but it does not automatically follow the old instructions the same way. That is why the stories today about degraded Codex performance and Claude breaking its own edit tool are connected. Better models and reliable tools are a package deal, and right now the industry is still figuring out how to keep them in sync.

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Want the slow, plain-English version of why this matters? This is exactly the kind of idea the book was written to unpack, one light-switch analogy at a time.JPWExplained properly in the book
Hacker NewsAgents
Mouse: Precision Editing Tools for AI Coding Agents

A new tool called Mouse is trying to give AI coding more precise, surgical editing abilities rather than letting them rewrite whole files. If it works, it could reduce one of the most common frustrations with AI coding today, where the model fixes one thing and quietly breaks something else nearby.

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Just Predicting Words book cover

The book behind this newsletter

Just Predicting Words

How ChatGPT, Claude, and Modern AI Actually Work

The trick is small. The world it built is not.

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