That won't help.
Start off with...
http://support.apple.com/kb/TS1368
If you're still unsuccessful ...
http://support.apple.com/kb/TS3297
And maybe...
http://support.apple.com/kb/TS3222
The point is, any AppleCare Advisor is going to tell you that it's a Windows problem (which it is). The best that Apple can do is create a case that their engineers can look at. That would be the only reason to contact AppleCare, and they can't fix it (literally, can't).
By the way: I have yet to find a surefire solution to this that doesn't involve completely reinstalling Windows (as this appears to be a certificate error having to do with Windows Firewall (which can't be circumvented for some reason)).