Internet Explorer 6.x is named the #8 worst technology product of all time by PC World.
The IBM R31 Thinkpad (aka the "Clemson Laptop" that I was duped into buying as a freshman instead of a Mac) would rank up there as one of the worst pieces of technology I've personally encountered.
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I agree with the REAL player being number 2. (If not number 1) It is the most useless thing I've ever been forced to download.
Also, where's the Newton?