I get this pain with Apple in a bunch of different areas. The things they do well, they do better than anyone, but part of the design language is to never admit defeat so very few of the interfaces will ever show you an error message of any kind. The silent failure modes everywhere gets really frustrating.
I’m looking at you, Photos sync.
EDIT: just noticed this exact problem is on the front page in its own right (https://eclecticlight.co/2025/11/30/last-week-on-my-mac-losi...)