Hi Ryan,
It looks like some files from the Software Calibration Management Toolkit are missing. My first instinct is to try redownloading the software. It sounds like you are going about deploying software the correct way.
However, I would reach out to LHP Engineering Solutions, as they will have more knowledge on this specific toolkit. You can reach them at either technologysolutions@lhpes.com or by phone at (210) 556-3316.
Thanks,
Timothy D.
Applications Engineering
National Instruments