I have a large chunk of my colleagues who have little to no experience using CLI tools, and totally have found the last part to be true. In fairness, documentation is all over the place quality wise (I generally find Microsoft's useful but I've totally had issues in the past with undocumented or vaguely documented features/dependencies). People will google their issues, and increasingly I've found it doesnt point you at the documentation directly, instead stack overflow or medium pages.

I feel like there's definitely some conceptual... Stuff for lack of a better word that's an issue, I've seen a number of people focus on the execution instead of trying to understand what's the issue and define it logically, when pressed they struggle to explain.