My WOW/WTF moment was when I realized it won't import my SkypeOut contacts. Very frustrating :/
Or that you can't make a Skype video call unless if the other person has a webcam. Or that you can't chose which camera to use. Or that sometimes Skype will fail with a "general error" which requires restarting the phone to get Skype working again. Of course, you can just kill and restart the Skype thingy from the console, but it's much faster to just reboot the whole thing.

Despite for those very annoying (to me) flaws, it's a great machine.