Fixed it, though I'm not sure what is going on... let me explain.
If you look at my prboom.cfg file you will see this line for my pWAD file.
Now inside of PrBOOM it show the wad file as SIGIL.WAD"
I used my controller and was able to delete the quote symbol off the end and now it works like it was supposed to. The odd thing though is that my prboom.cfg file looks exactly as it did before.
What's that all about?