Jeez, I am such a DORK! I have had this same problem for days. Then I tried all these suggestions...until I read the one about how to simply plug it in, and go to the video tab and then check which movies youwant to sync, etc, but when I went there, I couldn't see any MOVIE in the selection...until I just realized there is a scroll bar! You have to scroll down past TV shows to MOVIES! I'm so ashamed... This is what happens when you convert from a PC guy to a MAC guy. THere is the learning curv, and the De-programming period... Thanks ya'll. Now my movies that I PAID for are actually on my phone so I can waste much time in hotel rooms and airports, etc...