From what i've read he considered going to the University of Missouri to study law instead of going to West Point. Maybe he becomes a governor or Senator from Missouri, though I have a hard time seeing what party he'd be a member of. I'd assume he'd be a Republican, but maybe he'd be a more conservative Democrat. Granted if he was a Democrat, he'd have to get help from either the Pendergast Machine in KC or have powerful friends who would help him get into higher office in Missouri, and even then he'd have to become a pretty important senator or governor.