True, especially the part about your mom and others that had to use PCs in the 90s and 80s. I suck with a lot of CMD/PowerShell/Terminal stuff and get really in my head about whatever I am doing. Though a lot of it is due to things like switches and formatting order. Can be very very frustrating if there are a lot of them and having to constantly look at what they mean since they aren't just regular words (which would obviously make the amount of typing get out of hand). The other main issue for me is dealing with moving or copying things around. GUI is much easier to get due to being able to see it in the same way I would move/copy things IRL. Especially frustrating if using USB drives, since they don't just auto-mount/assign a letter if only using something without a DE. That part is (for me) a headache to have to deal with since the same OS will just do that if a DE is used. But also not something I do every day (or very often as I mostly use Linux when messing with my Pi).

But your core point of just doing it is very true. The reason that folks in offices in the 90s and 80s were able to get used to it was because they had to, and that there was a reason to at least know the things to do what they needed. They didn't have to get bogged down with all of it (or even need most commands). So it would be best to focus on the things that are needed to get daily things done. Then it makes a lot of other bits easier to handle later on. And a lot of common things can be printed/written on cheat sheets or getting stickers with common commands to put on the side of the case or stuck to a desk in easily glanced at locations.