With the likes of Mookie Betts and Christian Vazquez being promoted to the Major Leagues, the Red Sox have started to go younger with their lineup.
With A.J. Pierzynski being designated for assignment, the Sports Tonight crew wonders, who's next?
Could Jon Lester be traded before the deadline?
"It would have to be a deal that really blows me away," said Bertrand. "I'm very reluctant to trade Jon Lester. I would probably hang on to him."
What about the Red Sox All-Star closer?
"I'm trading Uehara at this point," said Bertrand. "There's been very few guys who have been able to be effective as a closer at the age of 40. They've gotten more out of him than they ever expected."