Felt like I was reading about my own trucks! I was dealing with this just yesterday since I don’t drive them as often in the winter.
I’ve been thinking about installing a fuel line check valve between the fuel pump and the carburetor… ideally between the fuel pump and the filter as you described.
I’m sure someone will soon let us know if a check valve will do the trick or make a better suggestion.
Greg
BTW - I’ve never seen my fuel filter 100% full…. It always manages to have some amount of air trapped in it.