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Quit now to minimize your losses. Buy a nice car and keep up with it …. that will scratch your itch. Classic muscle is really cheap now. The only reason I am saying this is that you will find that it will be a 10-year learning curve to get up to speed in the nuances of restoring a classic...
What you have there cowboy is a fuel/air mixture issue that can only be fixed by proper choke. Old big-block Mopars are all the same. My 440 GTX … same issue until I finally got the choke right.
I got to a place with my '68 383 where I installed a manual choke …. starts right every time. I'm pretty sure it has something to do with creating a vacuum in the carburetor to get the fuel flow moving properly.