The worst Windows XP dialog ever

Since going Mac in October 2006 my encyclopedic knowledge of horrible Windows dialogs is getting rusty. Lucky me, almost every time I have to deal with a Windows XP machine I also see the worst dialog ever:

“ALERT: You just inserted a disk of some sort with files of some kind, would you like to… [annoying list of possible actions].”

In my long experience with Windows I don’t recall the “Always do the selected action” box ever remembering my preference. Note that this is the dialog when you insert a disk with “pictures”. If your disk has music, video, office documents, or a mix of file types, you get a different batch of possible actions, but the action you probably want (either “take no action” or “open folder”) is at the bottom of the list and usually requires some scrolling to see. Did I mention that this dialog NEVER remembers your preferences?

This dialog is the worst ever because it:

• shows up every time you do something routine (inserting a disk)
• never presents consistent options
• fails to honor the sacred trust of the “Remember preferences” checkbox
• is obviously supposed to “help” unsophisticated users, but will just confuse and annoy millions from now until the end of the universe

What’s your least favorite software dialog?