Allen Gregory is funny. Just listening to his dialogue makes the show worth-watching. It would be better and funnier though if Allen were to have this crush on Gina, his hot teacher instead. It makes more sense. The conflict would be heightened.
Having the object of his obsession being an elderly, overweight Principal isn't as funny. Allen is too smart for his own good. Isn't it more plausible then that he would see the advantages of him being with a hot teacher rather than the old lady?
Allen's sister isn't as funny. You could probably drop her from the show entirely and not miss a thing.
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