Boston Red Sox's pursuit of a true power bat hits a wall—Masataka Yoshida’s hefty contract and limited positional versatility threaten the team’s ability to land stars like Pete Alonso or Kyle Schwarber. Can Boston justify sidelining Yoshida for bigger bats, or will his deal force tough decisions at DH and in the outfield for 2026?

Gabby (Hurlbut) Maljanian explores the ripple effects across the roster: Jarren Duran emerges as a prime trade chip thanks to the Red Sox’s outfield depth, while Connelly Early’s breakout makes him a valuable—yet movable—piece in pitcher trade negotiations. Key insights focus on Boston’s defensive priorities, contract obstacles, and looming trade scenarios, with winter meetings setting the stage for potential shakeups. Will the Red Sox sacrifice costly contracts to chase World Series glory, or stay locked into their current roster structure?

Support Us By Supporting Our Sponsors!

Gametime
Download the Gametime app, create an account, and use code LOCKEDONMLB for $20 off your first purchase. Terms apply. Download Gametime today. What time is it? Gametime.

FanDuel
Today's episode is brought to you by FanDuel. The NBA and NFL seasons are here, visit the FanDuel App today and start planning your futures bets now.

FANDUEL DISCLAIMER: 21+ in select states. First online real money wager only. Bonus issued as nonwithdrawable free bets that expires in 14 days. Restrictions apply. See terms at sportsbook.fanduel.com. Gambling Problem? Call 1-800-GAMBLER or visit FanDuel.com/RG (CO, IA, MD, MI, NJ, PA, IL, VA, WV), 1-800-NEXT-STEP or text NEXTSTEP to 53342 (AZ), 1-888-789-7777 or visit ccpg.org/chat (CT), 1-800-9-WITH-IT (IN), 1-800-522-4700 (WY, KS) or visit ksgamblinghelp.com (KS), 1-877-770-STOP (LA), 1-877-8-HOPENY or text HOPENY (467369) (NY), TN REDLINE 1-800-889-9789 (TN)