I haven't had much luck with skills being called appropriately. When I have a skill called "X doer", and then I write a prompt like "Open <file> and do X", it almost never loads up the skill. I have to rewrite the prompt as "Open <file> and do X using the X doer skill".
Which is basically exactly as much effort as what I was doing previously of having prewritten sub-prompts/agents in files and loading up the file each time I want to use it.
I don't think this is an issue with how I'm writing skills, because it includes skill like the Skill Creator from Anthropic.