Because "skills" are just .md files that the lossy compressing statistical output machine may or may not find and that may or may not be retained in the tiny context window

I don’t think you should be downvoted. Skills and history get added to the prompt, there’s no other interface to the model to do anything different. I think it’s smart to keep this in mind when working with LLMs. It’s like keeping in mind that a webserver just responds to HTTP requests when developing a web application. You need to keep perspective.

Edit: btw I’ve gone from genai value denier to skeptic to cautiously optimistic to fairly impressed in the span of a year. (I’m a user of Claude code)