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What have your doctors said about this? I second the nutritionist idea. Just be aware that not all are up to date on vegan nutrition; you might have to do some shopping around.

About how many calories do you consume in a day (in a typical day when you feel well)? Can you give an idea of the types of foods you eat?

If you want extra calories, fat is a good way to go. It has more than double the calories of carbs or protein per gram. Try eating fatty stuff like avocado and nuts. Cook using extra canola oil.

If you eat that frequently, stabilizing blood sugar might not be as big an issue, and more carbs with less fiber might be ok?

Only vegan foods have fiber (unless you count bird feathers and stuff). Try whole grains, legumes, fruits, vegetables. Don't peel when possible as that's where most of the nutrients and fiber are.

It does sux the way humans in this culture usually insist on 3 meals a day with maybe a snack. Frugivores in general do best when grazing. Not the way herbivores do, but certainly not 3 large meals a day. I used to be able to do it, but now I eat when I feel hungry, and it works a lot better.

I suggest you read up on nutrition and stock your house with foods ideal for your body, including things you can easily take with you and eat quickly.