On this day in 1984, the Cubs traded away their top prospect, Joe Carter, and another stud outfielder named Mel Hall to the Cleveland Indians for pitcher Rick Sutcliffe.
In some ways, Cubs management can never be begrudged for making this trade. Sutcliffe was nearly unhittable the rest of the year. He won the Cy Young Award, posted a record of 16-1, and led the Cubs to their first playoff appearance in 39 years. He also had two more All-Star caliber seasons for the team.
On the other hand, Joe Carter turned into a superstar. He hit 396 big league homers, and not a single one of those was with the Cubs. He is probably best remembered for hitting one of the most memorable round trippers in World Series history; a walk off homer against another former Cub (Mitch Williams) to win the 1993 World Series for the Toronto Blue Jays.