I switched to Ubuntu on my main machine a few years ago. This is my second attempt. There are still some annoyances I run into, the biggest being that the dock regularly disappears after sleep. How would I ever set my parents up on something where even the most basic features require fixes like this https://leimao.github.io/blog/Ubuntu-Dock-Disappear/ ?
I put my dad on Ubuntu about 10 years ago and never looked back. I do 100x less support than I had to do when he was on Windows. Windows was a malware shit show back then, but I have no interest in trying to switch him back to Windows again.