Not who you asked but I have made similar experiences with Claude Code. For example I might have asked it to “commit the changes” and be surprised that it did not use the skill `committing-changes`.
Now if I ask “why did you not use the skill”, the answer typically starts with an apology, the insight which skill it should have used, and it will proceed using the skill.
In contrast, asking “what can we change in the skill description so you use it next time I ask you to commit”, it will typically explain how it selects skills and how to modify the skill in question’s description so it would pick it on its own.
Now if I ask “why did you not use the skill”, the answer typically starts with an apology, the insight which skill it should have used, and it will proceed using the skill.
In contrast, asking “what can we change in the skill description so you use it next time I ask you to commit”, it will typically explain how it selects skills and how to modify the skill in question’s description so it would pick it on its own.