Car has trouble starting after filling up

Gasoline, like water, has dirt of all kinds. The dirt normally settled to the bottom of the tank. In your case, the fuel pump which pumps the gas to the engine thru the injectors will include the dirt, so your fuel filter get clogged, your injectors too, etc… If you are wealthy, go ahead & continue doing it. I will fill up when I get to between 1/3 & 1/4.