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How Do I Wirelessly Sync Movies In iTunes On My Mac With My iPad Pro?

I got the new iPad Pro for Christmas. I want to put some specific movies on it for an international flight. The movies are in iTunes on my Mac, but not purchased from the iTunes store. My Mac doesn’t have a USB-C port, but I thought I remembered that it could by synced over wifi, but I can’t figure out how to do it. When I go to File > Devices in iTunes on my Mac, “Sync” and all the other menu options are grayed out. Is there a way to accomplish this, or will I need to purchase an adapter for a wired connection?

Comments: 2 Responses to “How Do I Wirelessly Sync Movies In iTunes On My Mac With My iPad Pro?”

    5 years ago

    You should be able to sync you movies from iTunes over Wi-Fi. I just tried it and I can.
    But it also sounds like you don't have Wi-Fi syncing enabled. And in order to do that, you need to connect to your Mac with a cable. It needs to do that for authentication.
    So what cables do you have? It sounds like you only have the USB-C cable that came with your iPad. You'll need to find a way to connect your Mac to your iPad. Not sure what the cheapest option would be.
    You could always just use iCloud Drive instead if you are using it. Any non-protected video file placed in iCloud Drive could then be accessed and played on your iPad in the Files app. You could use another cloud service too.
    Another option may be to simply use AirDrop to send the file to your iPad.

    5 years ago

    I did try Airdropping a movie, but my iPad put it in my Photos app. I never thought of using the files app with iCloud. That would be more preferable. Thanks!

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