Terry Francona, now in his second year at the helm of the Cincinnati Reds, has already amassed 2,033 career wins, placing him 12th on the all‑time list. His 12 playoff appearances rank fifth in MLB history, and he has two World Series titles from his time with the Boston Red Sox.
If the Reds capture a title this year, Francona would move into the top 10 all‑time win leaders, tie for fourth in playoff appearances, and join an elite group of managers with three World Series championships.