With that confirmed, we returned to Image Capture and clicked the delete button (a red circle with a diagonal slash through it) and delete that half of the images. We looked at the oldest and newest photos in Image Capture that we’d imported and then cross-checked against Photos to be sure those were imported and at full resolution. Clicking Import, we watched the progress bar-and, shockingly, it succeeded. We then selected the oldest half by finding the rough middle point and selecting from there backwards in time. With Image Capture, we attached her phone to her Mac via USB, selected it in the app, and then used the Date field to sort images in chronological order. This lets you drill down to the problem, while also accomplishing the task (like importing media) for sections of the overall set you’re working on. To figure out what the cause of the problem was, I suggested a different tactic: binary troubleshooting, which is where you split a set of whatever you’re working in half, try to accomplish an action and, if it fails, split it in half repeatedly. (She has an encrypted online backup and regular clones of her drives, to ensure we don’t lose her Photos library.) The list of failed imports was so long, it didn’t seem worth the time to try to run each of those down, and she lacked the confidence that her originals were imported correctly besides them that would lead her to delete them from the phone. Image Capture can import images, but also helps you troubleshoot import problems. (To remove Photos duplicates, the best option appears to be PowerPhotos, which can work with Photos libraries directly for deduplication, merging, and other features.) IDG Image Capture doesn’t have an option like Photos for importing only new images (ones that it’s sure it imported before), but it also didn’t seem like there were rampant duplicates. She tried to import all images, and it would appear to make progress, but then fail with a lengthy error message listing problematic images, and an incomplete state of what was imported. In my wife’s case, however, Image Capture stopped working. You can set Image Capture via a menu at the bottom of its window with a given device or drive selected to import selected or all media to iPhoto or Photos, as well as to other apps, scripts, or folders.
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