@jeremyhu This is just incorrect lol. I have an external hard drive formatted with APFS and I moved my CoreSimulator folder over there into /VolumeName/Library/Developer and cleared my local Caches folder and made sure to kill all simulators. Yet still the simulator cannot load

Also having this issue

I was able to resolve this by changing my local file name to have a -1 and re-uploaded the image. This worked fine. It appears this issue happens when uploading multiple screenshots at once. Only 1 image is uploaded and the others appear as errored. If you remove these, I think Apple must be still storing the file names somewhere. It seems like the bug keeps occurring when you upload the same file name

Rename your upload file to something like (name)-2 and then drag and drop the file into app store connect. I noticed when uploading 3 that only 1 uploaded and the other two failed. I believe when they fail their names are stored somewhere. And that prevents any uploads of the same image. I'm not sure if dragging does anything. But definitely rename and drag & drop, one at a time for now.