Trivia: Who won the most World Series rings as a player?
Derek Jeter
Yogi Berra
Joe DiMaggio
Babe Ruth
Correct Answer: Yogi Berra
So why is this answer correct? : Considering that the Yankees hold the records for most World Series appearances and wins, it should come as no surprise that the athlete who won the most rings as a player spent almost his entire career in New York. Yogi Berra won 10 championships as a catcher for the Bronx Bombers, including five consecutive titles from 1949 to 1953. He later won three additional rings as a manager and coach, but the so-called King of Rings in that regard is his former teammate Frankie Crosetti, who won eight rings as a player and nine as a coach.