MSD ignition installed, now I'm thinking transmission time?

For the initial timing 5 to 10 degrees advanced with no vacuum or mechanical would be a safe place to start and may easily be where you end up.
If you have a cam with a large overlap that results in a lot of egr going back into the cylinders at idle try running the vacuum advance on manifold vacuum. That will add ignition advance at idle and can help to improve the idle quality. Most stock builds will run the vacuum advance on ported vacuum.

Thank you so much. I will try some adjustments tomorrow. Right now it is currently at TDC without vacuum or mechanical. Hopefully adjusting the timing a bit will help the overheating issue.

Honestly it's hard for me to tell if the timing is off at all, the AFR looks ok, about 13 at idle. Sounds about as ok as a slant can sound, ie noisy as hell. But a steady idle.

I've already replaced everything on the cooling side except for the radiator, new spark plugs, and new oil, so now starting to figure out what else could be causing heat issues.