Latest File & Image Uploader version is 8.4.7
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If you want to report a problem with any failed upload, right click such red line in the program and send bug report from program. I usually do not need any screenshot or video for this. I will check why it failed and I will reply you with an email.
shortcuts: hit alt+s to submit/post or alt+p to preview
I don't think so Please ... when it fails, right click and report such file