Towering in at #37 is Mr. October Reggie Jackson. When Jackson wasn’t being programmed to threaten the Queen of England or lighting up the scoreboard in RBI Baseball, he was launching rockets into the darkness of the night, typically in the month of October. Jackson wore three different uniforms over his 21-year career and he mashed in all of them. He’s the only player in MLB history to lead the league in home runs for three different franchises. He won the 1973 AL MVP with Oakland and finished in the top-5 of the MVP voting five times. He led the league in OPS+ four times and finished in the top-10 11 times. He led the league in home runs four times, finished in the top-10 13 times, and the top-five 11 times. While Jackson’s regular-season exploits made him the premier slugger in the American League in the 1970s, it’s what he did in the World Series that earned him the moniker Mr. October. Jackson’s heroics were never on display more than when he hit three home runs on three pitches in Game 6 of the 1977 World Series, clinching the championship for the Yankees and earning him the World Series MVP. Jackson also won the 1973 World Series MVP becoming the only player in history to win a World Series MVP with two different teams and the only hitter in history to win two World Series MVPs. Jackson led five teams to World Series titles in six appearances. He shares the record for most home runs in a single World Series game, most home runs in a single World Series, and his 10 career World Series home runs are the most since 1956.