Help me tune my dizzy?

Keep your BIL away from your car! :)

Vacuum leak?

Do you have control of the idle with your idle speed screw? If not, there is something wrong. At 1K rpm you may be bleeding mechanical timing into the idle. When it drops in gear, that timing drops out and you are no longer at 16*. Just something to check with a timing light.

Engine should idle easily at 750-850 with minimal drop when placed in gear, maybe 100rpm drop.

100 amp breaker in the starter main wire is a BAD idea! Try an additional jumper cable ground from battery neg to block and see if it turns over easier when hot. 16 initial with that set up is pretty decent and should start easily.