Hard starting assistance please.

^^What Dana is trying to say is that the no1 wire does not have to be in the no1 "book designated tower" for the engine to be properly in time. Two things that pops up lately is "rotor phasing" (Google that) and MSD does not like "dial up" timing lights

Other than that general tune up, cam timing, incorrect timing marks, and "just where is" the timing, what is the timing curve in the dist, and IS IT working in other words is the mechanical advance stuck

FUEL Did you drain it or or just add to it? Maybe the carb has issues, non working/ not fully working accel pump, partially clogged idle passages etc

Have you checked how does the spark look cranking? Any voltage issues in the system?
So Installed the regulator and the car still doesn’t want to start. Where do I check voltage when cranking over the motor to determine if it’s optimal? The battery is a brand new optima fwiw.