I've posted an article about some of the top Microsoft turkeys through the years. There are some real stinkers in the list, but the list could have been longer, for sure.
Remember DOS 4.0? That's something old-timer, hard-core geeks will recall less than fondly. Internet Explorer 6 was, and is, a giant security hole. What other Microsoft products do you love to hate? Look over the article, then include your own fond memories.
I think the worst product Microsoft ever released was Windows ME, which was far worse than Vista. ME was the Edsel of operating systems. Soon after Microsoft released a much more stable OS, Windows 2000.
John,
You’re right. And interestingly, Windows 2000 never really took off. Which is strange, because it was Microsoft’s first really rock-solid operating system, and led directly to Windows XP.