Pete Alonso Meeting With Red Sox, Orioles At Winter Meetings

Free agent first baseman Pete Alonso is attending the Winter Meetings and will have in-person sit-downs with the Red Sox and Orioles, among other interested clubs, reports Jon Heyman of the New York Post. Both the Red Sox and the O’s have already been at least loosely linked to the Polar Bear, but it’s nevertheless notable that Alonso is both attending the event himself — it’s located within driving distance of his Florida home — and that both are interested enough to meet with the player directly. Presumably, Alonso will be meeting with other clubs this week as well.

Boston has long stood as a logical fit. Triston Casas missed almost the entire 2025 season due to a knee injury. Replacements Romy Gonzalez, Abraham Toro and Nathaniel Lowe held their own, but Toro (outrighted, elected free agency) and Lowe (designated for assignment, non-tendered) are no longer with the club. The vast majority of Gonzalez’s production came against left-handed pitching. He was a below-average hitter versus righties — albeit not by that much, but with the help of a BABIP north of .370.

Casas is hoping to be ready for the beginning of the season, but chief baseball officer Craig Breslow sidestepped when asked after the season whether it was fair to expect Casas to be his first baseman in 2026. If the Red Sox want to go cheaper at the position, they could look at a Casas/Gonzalez platoon. But there’s been speculation about trading Casas going back more than a year now, and Gonzalez — who’s played every position on the diamond other than catcher — makes for a fine utility piece even if the Sox go with more of an everyday option at first. Alonso is also open to some DH work, though that’d come into play more if Boston could finally find a taker for what’s left of Masataka Yoshida’s ill-fated five-year contract.

The Red Sox already have about $178MM of payroll obligations for the upcoming season, per RosterResource, and their luxury-tax obligations total more than $224MM (putting about around $23MM shy of the first-tier threshold). Signing Alonso would very likely put Boston over that line, though trades of other veterans (e.g. Yoshida, Jarren Duran) could bring that number back down to an extent.

The Orioles are a less-obvious fit, at least at first glance. Baltimore is dead-set on adding prominent help to the starting rotation and is deep in young position players. However, Coby Mayo is the heir-apparent at first base and has yet to prove that he can hit major league pitching on a consistent basis. Signing Alonso could free the Orioles to more seriously explore trading some of its crop of young bats to bring in an arm via the trade market.

That’s a rather circuitous route to improving the rotation, but if the Orioles are more comfortable betting on Alonso’s bat holding up over the long run than they are a prominent pitcher’s elbow/shoulder, it’d be a sensible enough course of action. To date, the O’s seem to be casting a wide net. They’ve been linked to Framber Valdez, Ranger Suarez, Tatsuya Imai and Michael King, to name a few. They’re also hoping to bring in a big bat to fill out the offense — even after acquiring Taylor Ward and his 36 home runs in last month’s trade with the Angels.

Payroll-wise, there’s basically nothing that should be off limits for Baltimore this winter. Outfielder Tyler O’Neill, young catcher Samuel Basallo and newly signed closer Ryan Helsley are the only players guaranteed anything beyond the current season. The 2027 season is a player option for Helsley, however, and Basallo’s extension carries an $8.375MM annual value. His salary doesn’t climb beyond $8MM until 2031.

Alonso enjoyed a much stronger 2025 season than he did in 2024, boosting his batting line from .240/.329/.459 (121 wRC+) to a stout .272/.347/.524 line (141 wRC+). He clubbed 38 homers, lopped two percentage points off his strikeout rate (down to a roughly league-average 22.8%) and saw massive bumps in average exit velocity, hard-hit rate and barrel rate. He also has the benefit of hitting free agency without a qualifying offer this time around, given that he rejected a QO following the 2024 season and players can only receive a QO once in their careers under the system’s current rules.