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Those are huge questions. Western Medicine reccomends things like Enfimil or Ensure, liquid diets or babyfood. They suggest avoiding spicey and acidic foods.
It is of paramount importance to "get in," past the LES, optimum nutrition and calories. In my research I discovered that if you go to the emergencey room for dysphagia (an ability to swallow and often a precusor or comorbid condition to achalasia) they give you glucose. Sugar. It helps the swallowing process. So at this point, I eat a form of organic sugar with every attempted meal. Since we struggle to get in calories, this helps with that, as well as helping the swallowing mechanisms and increasing the likelihood of "getting in" the food.
Eating only organic foods increases your chance of getting the food in, optimizes the nutrition, and reduces toxic pesticide residues that weaken the immune system. I advocate preparing organic, carefully prepared balanced diets.