Hey Sean,
Thanks for the quick response!
I'm not sure if you're familiar with Casper Suites or not, but do you know if there is a way I can deploy Mathematica with it that would include the mathpass file?
I installed Mathematica manually on this machine, and pointed the licensing to our server with MathLM on it. I moved the Mathematica folder from ~/Library to /Library and the mathpass is in /Library/Mathematica/Licensing like you said, but I need that file to copy over when I deply.