So update, messed with it well over an hour and ended up taking the trans back down, wasn't a bad job. I absolutely failed to get the converter to seat back in after it got "stuck" to the flexplate for whatever reason. I rotated and wiggled a solid 15 minutes and something just wasn't having it. Even had someone come try to seat it beside me, he couldn't. I Inspected the trans, no signs of damage done, I then replaced the converter.
The new one went right in super easy and the trans is back in. The entire combo will turn with a regular ratchet, the trans also turns a lot easier from the converter than it did before, I turned it by hand on the jack to check to see if I had a noticeable fluid level drop, and I noticed a visible improvement. It's probably in my best interests to just replace the converters when I have a trans out. I shouldn't have to do a single drivetrain repair to this car once finished for at least 100K miles once it's finished.
*Edit* I missed the comment about the TC being improperly installed. I do in fact have it installed properly, as I did before. When installing a 4R series trans, you have to have the nub of the TC seated far enough in that you can lay a straight edge across the bell housing and it not touch the nub in the center of the TC. That's exactly how it was taught to me.
