Whelp I got it all back together last night.
Tacked in the OEM thermostat with a little RTV. It did seem to fit better than before. Note: the OEM thermostat has the bleed hole already.
I broke down a put a thin bead of The Right Stuff Gasket Maker on each side of the gasket.
Bought a HF 5-80 ftlb torque wrench. Snugged the bolts, then alternately torqued to 10, 15, and 20.
Poured back in my coolant, for the fourth time. This time I put it through a paint strainer because it had been in the bucket a couple days.
Good news: the thermostat housing isn't leaking.
Bad news: the upper heater hose is leaking. No biggie, I already replaced the upper & lower radiator hoses and this one did feel a little chewed up. I'll replace this one too and eliminate that Prestone Flush N Fill fitting from the previous steps.
So ends my saga. Now maybe I can get to the fun stuff!
Thanks team!