Head Gasket Leak???
Update: I had the felpro gasket on the engine and saw that there was a "bubble" shape channel from the coolant ports and oil channel by cylinder #8. Check flatness and leak checked the heads and everything checks out. There's a slot on the gasket that's close enough to oil channel and that's where saw the evidence of "failure"
The new one will go on and will use a little silicone in the area to help seal it off better.