Reggie Jackson

Mr. October, in my opinion, is the greatest postseason hitter in MLB history. He helped lead the Oakland Athletics to five straight American League pennants, before moving on to the New York Yankees and leading them to three straight pennants and back to back World Series titles. Jackson was an All Star in 14 different seasons, won one MVP award and two World Series MVPs. He is also No. 13 on the career home run list with 563.