While not as bad, my dad is kind of like that with phones. I installed Linux mint and honestly as long as the same ginormous Firefox icon (which I told him was the internet and YouTubes - same as the same of in windows) is around, he can still get to his karaoke and YouTube videos.

On my side I know it is pretty much impossible for him to get a malicious executable now, every few weeks we do upgrades when I visit which are a lot faster than windows updates.