It could be a few months away yet. You can always periodically check the website or subscribe to the newsletter to see when a new release is available. There is anso a URL on your purchase invoice for downloading the software. This URL always points to the latest version of the software.
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Unfortuantely, not at this time. The upgrade service doesn't support HTTP proxy authentication at this time.
The next version of the Red Gate Update service will have this functionality added in after we certify that it works against Microsoft's ISA Server.