Jake Arrieta
A free agent at the end of the season, if the Cubs aren’t in a position to make the playoffs then they should trade Jake Arrieta to the highest bidder. The right-hander’s agent Scott Boras has made it clear that his client should get a sizable deal, and it doesn’t look like the Cubs are the team to give it to him.
Rather than lose him for nothing, the team should let him go for whatever they can get. Since contenders will be the only one’s interested, a nice prospect haul is a preferred return; preferably young pitching.
Given everything Arrieta’s done in a Cubs uniform, trading him would be tough. However being that it’s highly unlikely he’s coming back it’s better to get something for him now than nothing later.