4. Joe Torre
When you put everything in perspective, Buck Showalter could be in this spot. But hypotheticals are hypotheticals, and reality is reality.
Joe Torre managed one of the best Yankee dynasties of all-time, running off countless postseason campaigns even when he was not winning championships.
From 1996-2000, he won four World Series titles in five years, breaking a drought that ranged back to 1978. When you extend the span from 1996-2003, six pennants can be counted for the pinstripes.
Under Torre, from 1996-2007, the Yankees made the playoffs every single year.
The ’90s dynasty was highlighted by a 114-win regular season in 1998, resulting in a 125-win, 50-loss (overall) World Series campaign. Finally, the period was capped was capped off with a Subway Series win — first of its kind — in 2000 over the New York Mets. A core of Derek Jeter, Mariano Rivera, Jorge Posada, Andy Pettitte, and Bernie Williams was surrounded by impactful role players who led the team to glory.
Over a 12-year tenure in the Bronx, Torre went 1173-767 (.605), collecting the second-most managerial wins in franchise history.