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

Ok some quick updates.

I wasn't having much luck withe the piston stop tool, couldn't get it extended far enough it seemed, so I used a whistle instead. Whistle stops about 5 deg BTDC mark so it might be close enough? Hard to get it exact.

Spark plug gapped to .045

Timing is set to about 11 ATDC and it looks like with vacuum line in, I have about 20 deg total timing. Although with vacuum unplugged the total timing doesn't appear to change.

My issue is that the temp still seems to slowly climb. I thought timing was my issue. If it's at 190 deg and I start the car, the temp comes down a little and then goes right back up. I turn it off around 202. Pretty sure I got all the air out, after it cools off some I'll go open up the cap and see if any more air comes out.

New oil, water pump, 180 deg thermostat, coolant, hoses. It wasn't overheating before the sniper and msd addition which is why I thought it was timing but now I don't know.

Open to suggestions here.