AARGH! I pulled out the front differential, pulled the oil pan, partially loosened ALL the bearing bolts and took off the timing belt. Everything spun freely so I started putting things back. I set the time and went through several revolutions so I figured it was ok and started putting things back. I put on the fuel rails (only took that off because I expected to have to remove the heads), the starter, the distributor, and the imitation Mr.510 pulley adapter without checking and now it's stuck again. I guess I narrowed down the possible issue but this is massively frustrating. I swear those two little coolant lines on the very back of the engine (from the weird octopus thing bolted to the bottom of the upper intake to the back of the block that T from the heater core lines are the most irritating part of working on the top end besides lining up the EGR tube with Pacesetter headers when most of the stuff on my 33 is from the 30. Complaints aside, I realized that if you have the differential and the oil pan off it's really easy to get to the torque converter bolts. If i ever pull the motor out again in putting it back in without the oil pan. Going through the starter slot is a pain, especially when your dad is right there talking about inspection plates on mopars.
I typed that several days ago and evidently forgot to hit post. Anyways, earlier i pulled off the starter, the distributor, and the pulley adapter and it spun freely again. I put the distributor back, it spun, and then I put the starter back and it was like dragging on the flexplate. Granted I lost one of the bolts so I have an old head bolt with two inches of washers on the bottom, but it shouldn't be interfering with the flexplate. I bought the starter new last year and it's only been engaged a couple of times but I have a warranty on it so I'll probably go have it tested. I'm starting to think I'll need some sort of shim to keep it out far enough to clear but still engage the bendix when I need to start the truck. If anyone has any ideas, advice, or previous experience with this issue I'd like to hear it. Thanks for everything guys, I never would have made it this far without support from the community.