We all know that the Red Sox have never shied away from the longball. During the early 2000s, they had what may go down as one of the most dangerous dynamic duos in Manny Ramirez and David Ortiz. If a pitcher tried to avoid one, the other would make them pay in the end. When all is said and done, Big Papi will go down as one of the most clutch home run hitters in history, and he carried that to the Home Run Derby in 2010.
Ortiz participated in five Derbys during his career, most of which didn’t end well, though he has 77 dingers all-time in the event.