I'm having difficulty following the way that you are doing it so I'll just tell you the way I do it.
Take photo's on the camera.
move photo's from camera to a folder on my PC (I have a folder per girl, within that a folder per shoot, within that a scrap folder and an ok folder. Sometimes it takes a lot of folders within folders to get down to a best of the best).
Open IMGbb
Drag any pics that I want from the folder to IMgbb and drop them there.
Upload
done.
Any I want on the site I then just grab the bbcode medium linked and paste it into the site.
very, very occassionally IMGbb has issues and cannot find the pics but then I've now got best part of 1,500 pics that I thought were good enough to upload (god knows how many of the girls I've got on my PC!).
Don't know if this helped even remotely but not sure the issue that you are explaining.
Also, there is no image in your message which might be the bit that I am missing.
All the best,
Shamus.
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