Kyle Schwarber, Pete Alonso among free agents Red Sox should prioritize originally appeared on NBC Sports Boston
The Boston Red Sox have been active this offseason. They’ve bolstered their pitching staff by trading for Sonny Gray and Johan Oviedo, and they added infield depth by acquiring utility man Tristan Gray.
But with the MLB Winter Meetings underway, chief baseball officer Craig Breslow should consider some of the top options on the free-agent market. There are several players capable of filling the club’s biggest needs: a middle-of-the-order bat (or two), a No. 2 starter, and a left-handed reliever.
So, which free agents should the Red Sox prioritize? Here are six of the best fits available this winter:
Alex Bregman, 3B
Bregman opted out of the final two years of the three-year, $120 million contract he signed with the Red Sox last offseason. The 31-year-old was a great fit for Boston, serving as a significant defensive upgrade at third base while putting up strong offensive numbers when healthy. He also immediately made his presence felt as a respected veteran in the Red Sox clubhouse.
Ken Rosenthal of The Athletic recently reported that re-signing Bregman is a priority for Boston. That should come as no surprise. An All-Star for the third time in 2025, Bregman was an MVP frontrunner before he suffered a quad injury in May. He finished the campaign with a .273/.360/.462 slash line, 18 homers, and 62 RBI in 114 games.
Pete Alonso, 1B
The Red Sox must add some pop to the middle of their lineup this winter. A right-handed bat would be ideal, making Alonso the perfect fit.
The “Polar Bear” mashed 38 homers for the New York Mets last season. Not counting the abbreviated 2020 campaign, Alonso has hit at least 34 homers in each season of his seven-year career.
The Red Sox are among the teams Alonso is expected to meet with at the MLB Winter Meetings in Orlando. The 31-year-old would split time between first base and designated hitter in Boston.
Alonso earned his fifth career All-Star nod and appeared in all 162 games last season.
Kyle Schwarber, DH
The Red Sox never should have let Schwarber go in the 2022 offseason. They’ll have a chance to attone for that mistake this winter, with Schwarber joining Alonso as the top sluggers on the free-agent market.
Schwarber finished second in the 2025 National League MVP race after belting an NL-leading 56 homers and tallying an MLB-leading 132 RBI. Like Alonso, the 32-year-old played in all 162 games.
The Red Sox acquired Schwarber from the Washington Nationals at the 2021 trade deadline. The three-time All-Star played a huge role in the club’s unexpected run to the American League Championship Series. In 41 games with Boston, he hit seven homers and posted a .957 OPS.
Bo Bichette, INF
If the Red Sox fail to bring Bregman back, Rosenthal reports that “some with the club view Bo Bichette as an intriguing alternative.” It’s easy to see why.
Bichette, 28 in March, is coming off a bounce-back campaign with the Toronto Blue Jays. The two-time All-Star slashed .311/.357/.483 with 18 homers and 94 RBI in 139 games, and he stayed hot in the postseason to lead Toronto to its first World Series appearance since 1993.
With Trevor Story expected to remain Boston’s starting shortstop, Bichette would have to shift to either second or third base. He played five postseason games at second, but otherwise has never played either position in his MLB career.
Regardless, Bichette’s bat will make up for his defensive shortcomings if he can duplicate his 2025 performance.
Michael King, RHP
The Red Sox may be done adding to their rotation after trading for Sonny Gray and Johan Oviedo. But if they turn to the free-agent market to add a No. 2 starter, King should be on their radar.
King, 30, performed like an ace upon joining the San Diego Padres. Primarily a reliever for his first five seasons with the New York Yankees, he posted a 2.95 ERA and a 1.19 WHIP over 31 games (30 starts) in 2024.
King’s 2025 campaign was marred by a nerve issue in his right shoulder and left knee inflammation. Those ailments limited him to only 15 starts, in which he amassed a 3.44 ERA and 1.20 WHIP over 73.1 innings. That should make him more affordable than the other top options on the market, with just as much upside.
Taylor Rogers, LHP
Boston’s bullpen was among MLB’s best in 2025, but it could use reinforcements after losing left-handers Brennan Bernardino, Chris Murphy, Steven Matz, and Justin Wilson. If Matz and/or Wilson don’t re-sign, the Red Sox will be in dire need of southpaws relievers. Veteran closer Aroldis Chapman is the only proven option on the current 40-man roster.
Rogers, 35 later this month, notched a 3.38 ERA and 1.38 WHIP with 53 strikeouts and 23 walks across 57 appearances (50.2 innings) with the Cincinnati Reds and Chicago Cubs last season. An All-Star in 2021, he’s among the top left-handed relievers available and has a solid track record over 10 MLB seasons.