syncing same movie every time

Hey There BHWelliver,

Is this a purchased movie, or a home video? Is your Mac set to automatic or manually sync. In manual sync, you should be able to deselect the item that you no longer wish to sync.

iTunes 12 for Mac: Sync iPod, iPhone, or iPad
https://support.apple.com/kb/PH19458?locale=en_US&viewlocale=en_US

Hope that helps ...

- Judy

Hi BHWelliver,

With your additional information, two more suggestions come to mind. If you've already watched the movie, you could Hide the purchase. Or you could check to see if the movie is still available for re-download and delete it.

iTunes Store: Hiding and unhiding purchases - Apple Support
https://support.apple.com/en-us/HT201322

How to delete content you've downloaded from the iTunes Store, App Store, iBooks Store, or Mac App Store - Apple Support
https://support.apple.com/en-us/HT5772

Movies

Open the section below for the device you are using.

iPhone or iPod touch

1. Tap the Videos app.
2. Swipe left over the movie you want to delete.
3. Tap Delete.

iPad

1. Tap the Videos app.
2. Tap Edit.
3. Tap the X on the movie you want to delete.

Mac or PC

1. Open iTunes.
2. From the Library pop-up menu, choose Movies.
3. Click Movies in the navigation bar.
4. Click the movie you want to delete.
5. Press Delete on your keyboard.

In iTunes 11 or later, the movie cover art will remain visible, but a Download icon will appear on it to allow you to download the item again (in countries that support this).

Regards,

Judy