Matt I've set you up with a terminal services account. If you can get it to print from any application to our printing system, when connecting from a Mac, that would be a big help.
credentials in separate communication
There error you get when you print out is a PostScript error. To fix:
While in your terminal service session
Go to "Devices and Printers" under the Start menu
Double click the printer you have bridged from your desktop (in my case 2nd floor b/w)
Under the "Printing" menu select "Printing preferences" and navigate to the "Advanced" tab
One of the options listed is "PostScript Options" expand this by clicking the plus icon next to it
The variable to want to set here is "PostScript Output Option" to "Encapsulated PostScript (EPS)"
After this is set click the "Apply" button and you are done
This solution is stays set through the logout and login process. (tested)