Carburetor, MSD, Holley Sniper EFI questions

It may be a bear, but I believe I can do it. Its more about learning as much as I can before I do it. I have the fuel system and tank. It is the areomotive setup. Thats why I wanted to know if there are any benefits to getting rid of the mechanical fuel pump. I may run the tank for a bit without the Sniper. Then later on I will buy and install the Sniper.

Now the trouble shooting of cold starts, hot starts, and dies while driving absolutely have me concerned. I want to go to EFI for easier starting. The car takes a enough energy to start already. I also would like to take a few road trips and I don't want elevation, etc. to cause me problems after sitting overnight. The wiring on this car is pretty old. Starting the car I have to pump the pedal 3 times, turn the key and keep my foot on the pedal for a minute or two. After that the car may decide to stay on or it may cutoff. I am willing to do what it takes to stop doing this dance with the car when I want to drive it.