Update - The car runs perfect!
I wired up the diagnostic port and tried to datalog but I couldn't get a signal (which could be security on the work laptop) At the same time I was doing research and the problem sounded like a VSS issue. Years back when I swapped in the T56 I had the tailhousing machined to accept a mechanical speedo drive. I assumed this replaced the VSS. Under this assumption, when I swapped in the LT1, I asked PCMforless if the VSS could be tuned out along with other things on the build sheet. After reaching out to the tuner, more research, and actually looking under the car, i saw the vss right next to the speedo drive. So I bought a connector, wired it up, and it ran perfect tonight. I guess I thought the VSS was the skip shift or something when I put the trans in
I also got my wipers working too, great night!