MacOS – iTunes is syncing photos from 2006 when I’ve told it to include the last month

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I'm experiencing what I'm pretty certain is new behavior since switching from iPhoto to Photos. When I tell iTunes to sync my photos from the last month, I get photos going back to 2006.

My iTunes sync settings look like this:

Here's what I did:

  1. unchecked "Sync Photos" and did a sync to clear everything out
  2. clicked "Selected Albums" and unchecked every album
  3. checked "Automatically include photos from" and selected "Last month"
  4. did another sync

And that's when I got photos from 2006 when I was expecting only the last month's photos. I have a hunch that this is because the iPhoto –> Photos migration set the modified dates to that day…but don't quote me on that, because the photo files themselves retained their original dates.

This is what the dates look like on the photo folders:

Is there any way to get the actual photos from the last month?

Software/hardware: iTunes 12.1.2.27 on Yosemite 10.10.3 (14D131), and iOS 8.3 (12F70) on an iPhone 5s.

Best Answer

You should check the iPhoto/Photos app and see if any of your 2006 photos are in the Last Month tab or the April 2015 tabs. If they are then the problem is with the photos' dates, not iTunes or your iDevice.

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