Terry Francona has done it all and seen it all in the world of baseball. As a 2nd generation baseball player, Terry won the 1980 Golden Spikes Award. A first-round pick of the Montreal Expos, Francona went on to play and coach for several teams, including coaching Michael Jordan in the White Sox minor league system. He won 2 World Series with the Boston Red Sox (including breaking the famous Bambino Curse). Francona is also the winningest manager in the history of the Cleveland Indians/Guardians franchise. And will Terry Francona one day be enshrined in Cooperstown?