I really enjoyed reading this. One thought I had on the issue of paths in Claude.md
My concern with hardcoding paths inside a doc, it will likely become outdated as the codebase evolves.
One solution would be to script it and have it run pre commit to regenerate the Claude.md with the new paths.
There probably is potential for even more dev tooling that 1. Ensure reference paths are always correct, 2. Enforces standard for how references are documented in Claude.md (and lints things like length)
Perhaps using some kind of inline documentation standard like jsdoc if it’s a ts file or a naming convention if it’s an Md file
Example:
// @claude.md
// For complex … usage or if you encounter a FooBarError, see ${path} for advanced troubleshooting steps