Image Capture on mac won't delete photos/videos off iPhone My iPhone is running of of space so I connected it to my mac, ran Image Capture, chosen the ~40ish biggest videos on my phone (sort by size), click delete, app shows "Deleting...", then it disappears (no error) and videos are still there - both on screen and on the phone. Nothing happened.

What's the issue?
MacOS 10.14.7, 
Macbook pro 15" 2019,
iPhone XS iOS 13.3.1

Thanks
Your iPhone has strict Privacy and Security measures in place. You should try deleting/modifying photos via an Apple App. If that doesn't work, then it probably won't work on any app. Your iPhone's SSD is probably mounted as Read Only.