Bob (TM) wins this one hands down....

This must rank on the top ten list of obscure top ten lists: the ten worst Microsoft product names. It says something about the sheer awfulness of Microsoft naming that this was doable, though.

Interestingly, some of the worst names are associated with the words products (such as the inanely named "Bob"). Probably the biggest slap in the face, of course, was "PlaysForSure" - which, as the article points out

they didn't play at all on the world's most popular MP3 player, Apple Inc.'s iPod. For Pete's sake, they didn't even play on Microsoft's own music player when it appeared.