I would like to nominate my iPhone 3G for the award. Via iOS updates, Apple managed to turn my phone into a completely useless brick. At times, it could take up to 10 seconds for one of the little "folders" to open up after tapping on it. And that was just one of the features that failed to perform. Voicemail problems, WiFi problems, frequent crashing, etc. Fortunately, my wife dropped the phone into the swimming pool and now I am a very much happier Windows Phone user.