OK...good news, I guess. I actually took it (translation...cheap two via shop) to a local shop where I have a friend working and we did it off hours so it was very cost effective. Tore it all down and checked timing which was fine so at least it's encouraging to know my work has held up. Put it all back together and it started up but as with the other two times it let me sit, it smoked like a mother like it was flooded and then it cleared up. Running through this scenario where it was running fine, then sat for a week and this last instance happened when I tried to start it. If the started did disengage and was just spinning for only a few seconds, would that have dumped enough fuel into the cylinders that it would smoke like this? Maybe, I guess but am looking for opinions. How did all that fuel get into the cylinder? Could it be leaking into the cylinder while parked causing the no-start? I feel like every time this has done it (3 now), each scenario has been quite a bit different but I am really committed to chasing this down now. I think the the first two times I was hoping it was an isolated situation but I can keep living like this.
Did I mention how relieved I am that the motor is still in tact!