alt Hacker NewsObscure from a typical user's POV: the fact that file extensions are not being shown by default. This makes it possible for the user to click on a file that has the extension and the icon of a picture (imbedded inside), but turns out to be an executable file.
They've apparently had a corporate philosophy of obfuscating the underlying system from the end user and deliberately inhibiting their ability to learn how it fits together since at least the early 2000's.
I feel like the current ignorance of the average computer user was a deliberate outcome they've been working towards for more than 20 years. As someone who has been using computers since the late 80's, I find their current offerings harder to use than ever.