Go for it, I say. YMMV, but Pop!_OS for me was a headache, just didn't play nice with my rig. I'd go with Endeavor over vanilla Arch, just to make the install process simpiler.
For the terminal, you can learn how to use it at a basic level, I believe someone here already posted some commands. Write those down and what they do, or use Endeavor's Welcome Screen, and you'll be alright...or you can just install Pamac (yay pamac on the terminal. Go with pamac-all or the one that says no snaps) or Octopi, or re-enable the Discover Store if you wanna go with KDE or Gnome software and have a GUI menu for all that. If you feel lost, Google, the Arch wiki, and the Endeavor forums are your friends. The Arch wiki especially is super detailed, and can be applied to Linux in general.
Transitioning, i feel, YMMV. Again, i had a pretty bad time with Pop!Os and I wasn't a big fan of adding PPAs in general. It's nice not having to deal with any of that, personally. And up-to-date packages means my stuff isn't behaving oddly for the most part (there's breakages, small and big, but that's with all distros. Something is bound to screw up sooner or latter) Only thing I mind is constantly having to babysit the system...but that's the nature of rolling releases (by babysit, i mean updating is a daily thing. i know i can leave it for a week or two without upgrading and it'll be fine, but outta habit, I do a system wide update (yay in the terminal, or through pamac if ya got it) before shutting down for the day.) but I haven't found a stable release I vibe with, so I put up with it