So it appears Lightroom was the issue. For whatever reason the Lightroom package, as well as Lightroom installed on this machine, weren't playing nice. I installed Lightroom 5, uninstalled, manually fixed the package (as it didn't have the actual payload files need to install Lightroom), and now it appears to be working correctly.
I will let you know if there is a failure in the install, but for now I have 5 of the 12 packages installed and it is still running.
-Eric