My friend wasn't illiterate, this was more a UX problem of the installer (your display isn't compatible). He had gone and cleaned his system of all but the essentials and had uninstalled GoToMyPC months ago, he just couldn't figure out WTF the installer was talking about (he assumed it had something to do with his video card, a R9 290, which he made certain he was using the most recent drivers for - and our entire group of friends uses the same card and upgraded with no issues). If the installer just clearly stated that the "GoToMyPC Display Adapter" wasn't compatible he would have quickly whipped open device manager and removed it - hell, it even took me about 10 minutes to figure out WTF it was talking about and I am the go-to guy for fixing PC problems.

Honestly, that is a lot of the problems with the Windows 10 upgrade experience, poor UX (something which Microsoft has rarely been known for during install/upgrade time). I have never seen a machine just randomly upgrade itself to Windows 10, but the way Microsoft presents the damned pop up has a big blue "Yes, please!" button that most people are just going to click to make it go away - then come back shocked that their system "upgraded itself". It's entirely anecdotal, but there is 6 computers I manage for myself and my family, out of the 4 that don't live in my house (some random Dell AIO, a Lenovo Yoga, Lenovo IdeaPad S405, Dell XPS tower) between the time I last worked on them and the next they had been upgraded to Windows 10 without any issue and without any complaint. To be fair, they were all running Windows 8.1 already, so there wasn't a bunch of shocking UX changes outside of Cortana.

All of these systems were owned illiterate users, my grandmother, mother and aunt. To be fair, there wasn't any odd hardware configurations, but nonetheless I was shocked that these systems were upgraded without me even getting asked in "why does this look different" questions.