Because I haven't posted anything technical in a while, and because I'm curious.
Question: What is your most reviled piece of technology, past or present, and why? (Hardware or software)
My answer: The web interface to basically all of the academic administrative stuff (registrar, advising, etc) at my school. It is the most horrible, unintuitive user interface ever. It takes 8 clicks to get anywhere useful (I am not exaggerating) and nothing is organized logically. I actually have several post-its on my computer that indicate the path to various things I access regularly. As a technologist, I cringe every time I have to use it.
OK, your turn!