alternatehistory.com

While he's hardly the most successful or admirable historical figure, Antonio López de Santa Anna was a very colorful and historically significant individual. But he might not have been so. Santa Anna got his start when he joined the military at age 16, but this was against the wishes of his parents, who wanted him to be a merchant.

Suppose he acquiesced to his parents' wishes. How would things have changed for Mexico? What might his career in business have looked like?
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