One thing to keep in mind is that to move to macOS you need to be willing to do things the Apple way. The people I’ve seen have a lot of trouble with macOS, and Apple’s ecosystem in general, is they are used to doing something one way and they stubbornly want to keep doing in that way on the Mac. This leads to a lot of pain. If you’re this kind of person, you’re going to have a bad time. If you’re open to change and learning how Apple does things, it will likely be OK.

Apple tends to like to deliver solutions, while others tend to deliver a toolbox and that has you cobble your own solution together. If you don’t like the way Apple solves a problem you care about, swimming against it can range from easy to painful, depending on what it is.

I switched to a Mac in 2003, and this is the most common issue I see with people having a hard time. I switched after I was bored with Windows, and Linux wasn’t ready for prime time (especially on laptops), though I made attempts with several distros over the course of many months… and still ran my laptop on Linux after getting a desktop Mac as my first). I was seeking out a change, so doing things a little differently was what I wanted and I enjoyed that process. It was also the early days of OS X, so I got to learn a little more each year over more than 20 years now. Jumping straight in today would probably take me more time than it did back then, as there is a lot more in the OS.