After some confusion, mostly on the remote end, I was logged in to the secure server, and the migration continued. There were other issues before it was finally completed, but nothing insurmountable.
The moral of this story is that the saying holds true: Trust but verify.
Oh, and those seven passwords Jim gave me were very helpful for the Windows team. When they were working with the same datacenter, they needed a few of them for their own migrations with similar circumstances.
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This story, "The Windows server migration that wouldn't go away," was originally published at InfoWorld.com.