Oh good God. If you really want to test someone’s resolve, sit them down at an old computer with a CRT and no Internet and have them configure X11 from scratch. Seeing that default X11 crosshatch background for the first time was practically orgasmic after the bullshit I went through to make it work.
That’s one of those traumatizing experiences I’d completely blocked from my memory until I read your comment.
Traumatizing experience #2 that just came back to me was getting a winmodem working and connected to my ISP via minicom.