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Born and raised in Oakland, California, Henderson was a raw athletic talent who excelled not only in baseball but also in track, basketball, and football. As a young man, he found himself at a crossroads, facing the difficult decision of which sport to pursue professionally. His heart was set on football, longing to don the silver and black of the Oakland Raiders. However, a significant nudge from his mother—a belief that football players faced shorter careers—shaped his destiny towards baseball. This decision proved pivotal, steering him away from the gridiron and right into the leather of a baseball glove.