I believe the issue seems to be that when I am in the "My Movies" section, none of my movies appear. says "Your movie purchases in iCloud will also appear whenever you're signed into the iTunes account." Perhaps it's not detecting that I'm signed in or something.
The problem above happened because I go to purchased section to find my movies instead. When I'm there, I click on them but nothing happens. The only clickable item is a small cloud to download it.