I can't stress enough how bad apple devices are for the uninitiated. I got my mom an iPad for her birthday, as she needed something to read medical books with color and watch YouTube. It took her a week to get youtube working, and copying over PDFs is still done piecmeal - sending each file from her Windows PC one by one using a messaging app. She tried to install apps, but the app store progress thing was just spinning. With no indication as to what she was doing wrong. Turns out she just needed to upgrade to the latest iOS. And the instructions that I had looked up before buying the iPad on how to copy PDFs to an iPad have been deprecated as of the latest iTunes release. And iCloud Drive's upload button is greyed out, with the tooltip informing us that _uploading is disabled_. Since I can't travel 1000 miles to help her out in person, the fact that I have to debug this over a video call is even worse.
Why is copying a file such a hard thing to do? Why is updating the iPad something my mother would have to think about? This is the UX I'd expect from some cheap Samsung tablet, yet I'm sure that with a Samsung tablet, copying a file onto a device over USB wouldn't be an issue.