Your words were...

"I cloned the old box, programs, docs, etc. and then migrated it via external hard drive onto a new box. The original box still recieves in Outlook, KCast, etc. and can get online via IE and Firefox. The new box does as I've described."

Your statement of "Cloning a hard drive" indicates the operating system and all was copied to an external drive, then the hard drive from the external drive was then transferred and installed, operating system and all, into the new computer.. Such is a violation of the Windows EULA if BOTH computers are now using the operating system from the "old box".. That's illegal use of a Microsoft Windows product.

If I've misinterpreted what you've done, let us know.

Hope this helps.