Well, we found the issue. The 90v doesn't pull its upgrade over the WAN like it should, the FTP session kept hanging (btw i have 6mb of bandwidth to the site with the director at 12ms of latency).
The fix was to load IIS onto a machine locally and enable FTP, then copy the FTPRoot directory from the Director into the newly created FTP server. From there, you have to tell the 90v to boot from the local FTP machine. This is the only way we were able to successfully upgrade our 90v. Other FTP servers did not work (filezilla, GoldenFTP, Cerberus).
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