The Boston Crimson Sox have been energetic this offseason. They’ve bolstered their pitching workers by trading for Sonny Gray and Johan Oviedo, and so they added infield depth by acquiring utility man Tristan Gray.
However with the MLB Winter Meetings underway, chief baseball officer Craig Breslow ought to contemplate a number of the high choices on the free-agent market. There are a number of gamers able to filling the membership’s greatest wants: a middle-of-the-order bat (or two), a No. 2 starter, and a left-handed reliever.
So, which free brokers ought to the Crimson Sox prioritize? Listed below are six of the very best matches out there this winter:
Alex Bregman, 3B
Bregman opted out of the final two years of the three-year, $120 million contract he signed with the Crimson Sox final offseason. The 31-year-old was a terrific match for Boston, serving as a big defensive improve at third base whereas placing up robust offensive numbers when wholesome. He additionally instantly made his presence felt as a revered veteran within the Crimson Sox clubhouse.
Ken Rosenthal of The Athletic just lately reported that re-signing Bregman is a priority for Boston. That ought to come as no shock. An All-Star for the third time in 2025, Bregman was an MVP frontrunner earlier than he suffered a quad harm in Could. He completed the marketing campaign with a .273/.360/.462 slash line, 18 homers, and 62 RBI in 114 video games.
Pete Alonso, 1B
The Crimson Sox should add some pop to the center of their lineup this winter. A right-handed bat can be superb, making Alonso the proper match.
The “Polar Bear” mashed 38 homers for the New York Mets final season. Not counting the abbreviated 2020 marketing campaign, Alonso has hit at the very least 34 homers in every season of his seven-year profession.
The Crimson Sox are amongst the teams Alonso is expected to meet with on the MLB Winter Conferences in Orlando. The 31-year-old would cut up time between first base and designated hitter in Boston.
Alonso earned his fifth profession All-Star nod and appeared in all 162 video games final season.
Kyle Schwarber, DH
The Crimson Sox by no means ought to have let Schwarber go within the 2022 offseason. They will have an opportunity to atone for that mistake this winter, with Schwarber becoming a member of Alonso as the highest sluggers on the free-agent market.
Schwarber completed second within the 2025 Nationwide League MVP race after belting an NL-leading 56 homers and tallying an MLB-leading 132 RBI. Like Alonso, the 32-year-old performed in all 162 video games.
The Crimson Sox acquired Schwarber from the Washington Nationals on the 2021 commerce deadline. The three-time All-Star performed an enormous function within the membership’s surprising run to the American League Championship Sequence. In 41 video games with Boston, he hit seven homers and posted a .957 OPS.
Bo Bichette, INF
If the Crimson Sox fail to carry Bregman again, Rosenthal reports that “some with the membership view Bo Bichette as an intriguing different.” It is simple to see why.
Bichette, 28 in March, is coming off a bounce-back marketing campaign with the Toronto Blue Jays. The 2-time All-Star slashed .311/.357/.483 with 18 homers and 94 RBI in 139 video games, and he stayed sizzling within the postseason to steer Toronto to its first World Sequence look since 1993.
With Trevor Story anticipated to stay Boston’s beginning shortstop, Bichette must shift to both second or third base. He performed 5 postseason video games at second, however in any other case has by no means performed both place in his MLB profession.
Regardless, Bichette’s bat will make up for his defensive shortcomings if he can duplicate his 2025 efficiency.
Michael King, RHP
The Crimson Sox could also be completed including to their rotation after buying and selling for Sonny Grey and Johan Oviedo. But when they flip to the free-agent market so as to add a No. 2 starter, King must be on their radar.
King, 30, carried out like an ace upon becoming a member of the San Diego Padres. Primarily a reliever for his first 5 seasons with the New York Yankees, he posted a 2.95 ERA and a 1.19 WHIP over 31 video games (30 begins) in 2024.
King’s 2025 marketing campaign was marred by a nerve concern in his proper shoulder and left knee irritation. These illnesses restricted him to solely 15 begins, through which he amassed a 3.44 ERA and 1.20 WHIP over 73.1 innings. That ought to make him extra reasonably priced than the opposite high choices in the marketplace, with simply as a lot upside.
Taylor Rogers, LHP
Boston’s bullpen was amongst MLB’s finest in 2025, however it may use reinforcements after dropping left-handers Brennan Bernardino, Chris Murphy, Steven Matz, and Justin Wilson. If Matz and/or Wilson do not re-sign, the Crimson Sox will likely be in dire want of southpaw relievers. Veteran nearer Aroldis Chapman is the one confirmed possibility on the present 40-man roster.
Rogers, 35 later this month, notched a 3.38 ERA and 1.38 WHIP with 53 strikeouts and 23 walks throughout 57 appearances (50.2 innings) with the Cincinnati Reds and Chicago Cubs final season. An All-Star in 2021, he is among the many high left-handed relievers out there and has a stable monitor document over 10 MLB seasons.
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