Understood, but toggling the switch should only switch the PTT method whether that by PTT or FSK in accordance to the signal it receives, be that RTS or DTR, but I digress, if my buddy and I have no luck I will give that a go, pull it out and do some tinkering.
I'm still curious why I can get PTT in FLDigi without a issue but not Direwolf, or rather it works correctly.
Another thing I thought about doing is grabbing one of my USB serial adapters that shows what signals are being sent via LEDs on the adapter and seeing what it shows me.
I'll report back when I have more results.