answer:I think one of the main reasons that you see that offer being made is that much of the video that people watch on an iPod (and now on an iPhone) is Podcast video.. thus, it's clearing out the video that you've already seen to make room for new stuff. Now.. as for why it does it when you're on the go: My guess is that Apple realizes that the option to have things automatically delete when you plug the phone (or pod) into the computer is an option that only some users uh.. utilize. :) Thus by asking whether or not the user wants to delete (after watching the video) is a good fall-back way of helping users keep their space cleaned up. Especially on the iPhone.. where space is so much more limited than on an iPod, I think it makes sense for the phone to try to help keep space cleared. and Lastly.. like you said, it's not likely that you'll get a big 700mb email.. but if you're almost full on your small amount of storage space on the iPhone.. you might get sent enough info of some kind (or want to download something) big enough that you would need to clear out the video... anyway sry to yabber, but hope that sheds perspective.. :) :)