I think he has a valid point.
My parents have a hard time using Windows - "Why can't I install this application by just copying the .exe file? Why must I do this and that to connect a digital camera to my computer? Why is this program slow?"
They are not untechnical - my father is an engineer, has worked as a physics and chemistry teacher, and has built his own radio. He knows his way with a soldering iron and has no trouble with etching circuit boards. He's very old-school :-)
However, he doesn't see the computer as hobbyist paraphenalia at all. It is above all a tool for everyday work: Writing letters, paying the bills and comparing prices before buying a new household appliance.
Now, imagine he was running Linux. First of all, he's got to install it. Swap partition - what's that? Do I need a web server? Should I use a KDE or Gnome desktop, and what the heck IS KDE and Gnome? Why does the web browser look different from the wordprocessor? Why do I have to log in?
With Windows, he can basically just slide a CD in the drive and click "Install", and still he wants me to do it for him :-)