Aaah, a true classic. A demo of Windows 98:
Here’s a more recent video; of Windows Media Centre. I’m not sure which is worse, the utter failure of the presentation, or Conan trying to come up with jokes to fill the giant pauses.
This individual gives us a list of the top 10 screwups he’s been guilty of or has witnessed. My favourite is probably this one:
I once had to run out of a meeting room, across the corridor and into the men’s loo to shut off my co-presenter’s radio microphone as he was, err, availing himself of the facilities there. Those radio mic’s have a surprisingly long range