Casey Stengel/Sparky Anderson
We'll double up here and discuss two men who reside in the Baseball Hall of Fame for their work as managers rather than players, but both donned the Phillies uniform.
Bonus points if you identified Casey Stengel as the man in the photo at the top of this article without cheating. Stengel actually enjoyed a pretty decent MLB career, one which lasted from 1912 to 1925 and saw him collect over 1,200 hits and win a pair of World Series with the New York Giants. The Phillies portion of his playing career came in 1920 and 1921, and he popped a career-high nine home runs during that 1920 season. A few years after retiring, Stengel got into managing.
Stengel's teams struggled for a good long while, but he stuck at it, and he was eventually hired by the Yankees at age 58. His teams would rattle off five consecutive World Series wins, cementing his place in baseball history. They'd add two more for good measure during his tenure before Stengel was dismissed when his magic ran out. His last baseball act came as manager of the expansion New York Mets from 1962 through 1965.
As for George "Sparky" Anderson, his situation was a curious one. At age 25, he was a regular for the crummy 1959 Phillies, playing in 152 games and hitting .218 as the team's second baseman. And then he never played in another MLB game. The Phillies found a better second baseman the next season, a fellow by the name of Tony Taylor, and young George would begin his transition to old Sparky.
Anderson paid his dues for a few years before taking the reins as Cincinnati Reds manager in 1970. He'd immediately guide them to a 102-win season and the National League pennant. Two World Series wins would follow later that decade, as well as one with Detroit in 1984. Sparky Anderson left the game with 2,194 wins as an MLB manager. Not bad for a light-hitting second baseman.