Hi Cory, can you please post a couple of screenshots if possible?
If you do not use configuration specific custom properties, I would recommend setting the "Update all configurations" setting for the variables in the data card.
Also are your variables mapped to read the custom properties from SolidWorks files? You need to have the variable mapped appropriately, so that when you add a Solidworks file containing that property, PDM will be able to read from it.
Hope this helps, please let me know if you have any questions.
Thanks Prasad! Your first recommendation was exactly what we needed!