One of the premiere managers of this generation is hanging up his hat after 23 seasons in the league. Terry Francona received a hero's ovation from the crowd in Cleveland before and after his final home game. With fans donning 'Thank You Tito' shirts, Francona raised his hat in appreciation. The legendary manager has amassed a record of 1,948-1,670 after stints with the Guardians, Philadelphia Phillies and Boston Red Sox. He won two World Series titles, and is most known for ending the Red Sox 86-year championship drought.