Zack Scott spent 17 seasons in the Red Sox front office from 2004 to 2020 and he joins the show to share his experiences, especially at the trade deadline.
Zack begins by assessing the job of Craig Breslow so far and also grades the recent trade with Curtis Mead. He then breaks down the homework that's done before a trade and shares what happens behind-the-scenes to get a deal done.
He goes on to explain his experience being in the room when trades that involved Mookie Betts, Jon Lester, Manny Ramirez and Nomar Garciaparra went down. Also gives insight into the thought process that went into those moves and whether it's more difficult to trade MLB players for MLB players.
Zack then looks back at how the Red Sox front office and the involvement of ownership have evolved over time. Lastly, they discuss the current outfield logjam and Red Sox trades that almost happened, like Felix Hernandez and Roger Clemens.