Additional servers work by converting the video on your main server and then FTPing the converted video to your additional server. This happens automatically. If you have setup an additional server in vShare and your videos are not moving over to your new server automatically, then you have either entered wrong information in your additional server screen within the admin panel (such as the folder path or server connection information), or you have entered an incorrect FTP username/password. I would check both to make sure that they are all correct.
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