Auto Upload Not Working

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I have my deployment configured, and everything can be uploaded to/downloaded from the remote server when I do it directly. However, after setting 'Upload changed files automatically to the default server - Always', the file is never uploaded. The File Transfer displays no attempts to upload.

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Rubber Ducky type of situation, I've immediately noticed my issue after explaining it. For anyone facing similar issues in the future, in order to upload to a default server you must have your server set as default.

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