I've been unable to upload any file to an S3 account when clicking the "upload" button while viewing a folder in the bucket. I'm using an account that is not the owner of the bucket but has full permissions on it. I'm not positive, but I don't think that is related.
The same upload works fine if I just drag it into the window.
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This was the windows version. I'm much more familiar with a Mac. I didn't notice any error message. It just fails to upload any data. The transfers window comes up, and it looks like it tries to get a list of items in the folder, and then it turns red, having uploaded no data. I don't know where to find the logs on Windows.