So that HPD tool is the schiznit!!!
STep 1 Remove stud
Step 2 install drill bushing
Step 3 drill bit ready with grease
Step 4 Drill it out!
Step 5 tap it
Step 6 clean it and vacuum it out
STep 7 Install insert with bad ass loctitie
Step 8 Let the insert cure
Step 9 install bushing for oil passage
Step 9 drill oil passage
Step 10 Admire your work
Step 11 Stud back in the block.
So I had a little more time and put the oil pan back on with the nice shiny new gasket.
And just to make sure the oil passage was clear......eureka!!!