So I guessed this a long time ago, but I never got around to testing it until this morning, despite the easy-ass test parameters. Ever since I installed Windows Home Server, I haven't been able to use the Connector Console, and I'm literally the only one on the internet with this problem. Other people are fools and have installed the wrong version of the software or haven't installed it at all, but I'm not that fool. I'm the fool who changes my Remote Desktop ports at installation (because who trusts Microsoft's implementation of anything security related, right? Might as well add a little obscurity to the mix, too), and then forgets about it. So Remote Desktop worked, but my Connector software didn't.
I looked for a solution, but all the other idiots were drooling all over themselves trying to click on the weather applet on their taskbar to get into their home server, and no one had any idea what the hell I was talking about in regards to my specific questions. Anyway, since I finally tested it this morning, I thought I'd put it out there for anyone else who might be in my shoes - if you've changed your Remote Desktop port on your Windows Home Server, your Connector software won't work. WHS Connector uses port 3389.
Now to see if you can change the port that the software looks on so I can go back to using a non-standard RD port.
