He had an icon based operating system on that hard drive, which was even more ridiculous. Every piece of software ever made already came with an operating system right there on the disk with it. Why replace a perfectly good interface with something you need a mouse to move around in?
Later, he tried to sell me on the merits of "The Internet", which he was able to access via a commercial provider called "America Online". There was no web yet, but he could e-mail anyone in the world who also had an account. Again, I thought this was the stupidest idea I'd ever heard. Why would anyone pay money to connect their modem to another computer, when there are plenty of perfectly good local BBS's to choose from? Those usually didn't cost anything, and you could find people in your very own neighborhood. Why would you want to communicate with people farther away?