Old Team: Boston Red Sox
New Team: New York Yankees
Year: 1993

The Red Sox have a long list of players to hate. Wade Boggs is definitely on that list. In his last season with the BoSox, Boggs struggled at the plate culminating in his first year without eclipsing the .300 mark. With the Boston front office thinking that Boggs could've surpassed his peak, they low-balled him an offer. The Yankees swooped in and gave him a better deal, so he signed with them and eventually helped them win the '96 World Series championship, further emphasizing the Curse of the Bambino. How many Sox fans do you think threw darts at that picture of Boggs on the horse following the Yanks' victory in 1996?