Windage tray studs arrived today, swapped those out and got the pan fitting nicely. Grabbed my gaskets and got the oil pan and timing cover on. Damnit if I didn't snap off one of the small bolts in the front corner that ties the pan and timing cover together. I walked away from it and came in for some dinner.
It should be easy to fix, being that the engine is still on a stand where I can see/reach everything. Just frustrating to make such a dumb mistake.