OK, no fun pictures but I've got a bit of an update.
I was able to replace the rear main seal and re-silicone the retainer. That leak should be fixed.
Monday night I had a friend come over to assist with the transmission reinstall. We lifted it into position, fought with the dowels for a little while, then eventually got it to mate to the engine. We then muscled the tcase up and onto the trans. That was much heavier than we expected. We used a floor jack and a bit of grunt for the last bit of alignment. It took us 3 hours but the powertrain was back together!
Tuesday night I go out to the garage to start reconnecting everything. I started with trying to align the TC and flex plate but to my dismay... I could not rotate the TC and flex plate separately of each other... I rapidly came to the conclusion that I needed to disconnect the trans and separate it to try to realign it. But I can't safely do that by myself.
Last night, I had another friend come over and we remedied the TC issue. We unbolted the bell housing and cross-member and tried to back the trans out. we could move it back about 1-1.5" before the bell housing hit the floor. Unfortunately, the TC pilot was jammed in the flex plate and was not coming out with the trans! You can kind of get the idea in this picture:
We tried to pry it apart, wiggle it, hammer and bar but nothing seemed to budge it. We were starting to get desperate and we were trying to figure out how to dent the floor enough to get the trans back enough that the input shaft could come out of the TC. At that point, I looked back up the TC and noticed a gap starting to open up! we had somehow gotten one side to start to walk off. We then began the process of rotating the engine 90deg at a time and hammering the TC off. This eventually freed it up to the point that we could spin the TC and flex plate separately!
I wasn't convinced that we were going to be able to get it to separate! We then used two bolts 180deg apart on the TC to pull it to the flex plate. The trans was then aligned on the dowels and reinstalled. Once the bell housing and cross member were bolted on, we installed the 6 TC bolts and torqued to spec.
All and all, another 3 hours on the trans. So 11 hrs, 3 different friends, and 4 days but we finally got the trans connected!
Now I can reconnect all of the hoses, harnesses, shifter, drive shafts, etc and hopefully take the truck for a test drive in the next week!