Its possible that it may be a file size or a script timeout issue. (We are working on generating a new upload script that will work better with larger files)
What size is the file you are trying to upload and how long does it take for that error message to show up (immediately, a couple minutes, an hour?)
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Regarding upload problems, please see the last reply in this post https://forums.wincustomize.com/?aid=141378
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