I got sick of repairing and rebuilding my in-laws windows PC about 7 years ago and moved them over to the largest ipads that were available at the time. It was 100% the right move. I haven't had to fix their computer in the past 7 years. Bought refurbs to keep the price down but it was still a couple grand total for two units. I got the cell enabled ones too so they work when they travel. Totally worth it.

A couple years ago I finally got them to switch from their pre-paid flip phone to an iphone. That's also gone extremely well. They own a Thor RV which (no surprise) has a terrible OEM stereo. Replaced that with a carplay capable one with a giant (but pretty low res) screen and that's made their RV travel GPS integration far less buggy than when using plain old bluetooth.

TBH moving them to iOS from windows was far less of a painful process than I expected and I'm pretty apple positive. The fact that it just works and they really can't 'f it up makes a big difference. Now they can download all sorts of shit games and I really don't have to worry about the system getting hosed. If I considered how much I value my time and the frustration multiplier then it's an investment that has easily paid back in multiples.