So I deleted the "Icon" line in the properties window and the "Portrait Generation Trigger" line. I set my photobooth level to the custom level I made (it's just a blank level at this point) but still no portraits. When I select my custom NPC in the GM mode the portrait is blank.

At least it's not the old guy that it once was, but still. I appreciate the help and am positive that I am just doing something wrong at this point.