Red Sox Make Bold Trade Moves at Winter Meetings, Targeting Multiple Impact Bats After Grissom Deal

The Boston Red Sox are emerging as one of the most aggressive teams at the 2025 MLB Winter Meetings in Orlando. After sending Vaughn Grissom to the Los Angeles Angels on Tuesday, Boston is now fully locked in on acquiring a franchise-caliber middle-of-the-order bat. With just hours left before the Meetings conclude, the Red Sox front office, led by Craig Breslow, is pushing hard to reshape the offense for 2026.

Grissom Trade Clears Space for Bigger Moves

Boston traded Vaughn Grissom to the Angels for outfield prospect Isaiah Jackson, ending a difficult tenure for the young infielder. Grissom never reached expectations after arriving in the Chris Sale trade, but his departure opens both a roster spot and financial flexibility.

The move signals that the Red Sox are preparing for a major acquisition. League sources confirm Boston is engaged in active talks involving several high-impact hitters.

Ketel Marte Leads Boston’s Trade Wish List

Arizona Diamondbacks star Ketel Marte is Boston’s top target. Marte is coming off a stellar 2025 season with 28 home runs, a .893 OPS, and 4.6 WAR, ranking among the league’s most valuable infielders.

The Diamondbacks need pitching, and the Red Sox have it. After adding Sonny Gray and Johan Oviedo earlier this offseason, Boston now has enough controllable arms to headline a blockbuster offer.

Industry insiders say the Red Sox may be the best-positioned team to land Marte if Arizona commits to a deal before the Meetings end.

Other Power Bats in Boston’s Crosshairs

Boston’s front office is also exploring multiple paths:

Red Sox Offensive Targets

Astros infielder Isaac Paredes fits Boston’s needs perfectly, offering power and versatility, but Houston’s demand for high-end pitching makes this a challenging negotiation. Free agent Alex Bregman remains Boston’s preferred non-trade solution, while exploratory talks around Corey Seager and Brendan Donovan highlight the team’s determination to add impact bats.

Breslow’s Pitching-for-Power Strategy Takes Center Stage

The Red Sox entered the Winter Meetings with a strategic advantage: surplus starting pitching. Controllable arms are the most coveted currency in today’s MLB trade market, and Boston has several.

“Teams recognize the appeal of controllable starting pitching,” Breslow said this week, confirming the organization’s willingness to deal pitchers for elite offense.

With the lineup lacking middle-order production, the Red Sox are prioritizing power and OPS—two areas where their 2025 roster consistently lagged.

Will Boston Strike a Blockbuster Before Time Runs Out?

The final day of the Winter Meetings often brings surprise trades, and Boston is firmly positioned as a team to watch. Breslow’s front office is working multiple angles, hoping to land a player capable of transforming the lineup heading into 2026.

The Grissom trade was only the beginning. The Red Sox now have the resources and urgency to pull off one of the biggest deals of the offseason. Whether it’s Marte, Paredes, or another star, Boston appears determined to bring home a marquee bat before leaving Orlando.