Hello Ryan,
Since some versions it is not possible to delete an image displayed by a search, neither to cut and paste it.
The problem is the same with the file manager and the image manager.
The problem is also the same with other files, and with all browsers.
I see that in the filename there is the path to them with the folder name and 2 //, maybe it's related...
I put an image to show you the problem.
Thank you for your precious work
Mihàly

Hello,
Great thanks, I have tested on other sites and it works everywhere 🙂