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Less than a month after landing Sonny Gray, the Red Sox have acquired another prominent veteran talent from St. Louis.  Boston has landed first baseman Willson Contreras and $8MM in cash considerations from the Cardinals in exchange for a package of three right-handed pitchers — Hunter Dobbins and prospects Yhoiker Fajardo and Blake Aita.

Contreras and his agents at Octagon negotiated an extra $1MM bonus for Contreras to approve the trade, as the veteran’s contract includes a full no-trade clause.  The final two guaranteed seasons of Contreras’ contract and the club option on his services for 2028 have been slightly reworked, so he’ll now receive $18MM in 2026, $17MM in 2027, and the Red Sox hold a $20MM club option on his services in 2028, with a $7.5MM buyout.  (The previous terms included salaries of $18MM and $18.5MM in 2026-27, plus a $5MM buyout on a 2028 club option valued at$17.5MM.)

The final accounting works out to $42.5MM in guaranteed money for Contreras over the remainder of his deal.  Factoring in the Cardinals’ $8MM contribution, Boston’s commitment to Contreras is $34.5MM in salary, and his luxury tax number is $17.25MM.

When the Cards were first exploring a rebuild last winter, neither Contreras or Gray was open to waiving their no-trade protection.  After a lackluster 78-84 season sent the Cards more firmly looking towards the future, Gray, Contreras, and Nolan Arenado (who blocked a deal to the Astros last winter) all indicated in recent months that they were more open to accepting a trade.

In Contreras’ case, he cracked the door open at the end of season by saying that “if something comes up…and it makes sense for me and my future, how about we talk about that?” Contreras said.  The first baseman stressed that he was still eager to contribute as a veteran leader within the Cardinals’ rebuild, though reports emerged a few weeks ago that Contreras was showing an increased willingness to waive his no-trade clause and move on to a new challenge.

Contreras (who turns 34 in May) ends his St. Louis tenure with a .261/.358/.459 slash line and 55 home runs over 1416 plate appearances from 2023-25.  Signed to a five-year, $87.5MM free agent deal back in December 2022, the idea was that Contreras would take over from Yadier Molina as the team’s regular catcher, yet in somewhat awkward fashion, the Cardinals reduced Contreras’ playing time behind the plate and used him regularly as a DH.  Heading into the 2025 season, Contreras became a full-time first baseman, returning to a position he’d played only a handful of times earlier in his career with the Cubs.  The Outs Above Average metric gave Contreras a positive +6 grade for his first base work in 2025, but he also received -1 Defensive Runs Saved.

Regardless, it would seem like Contreras is at least a passable defender at the cold corner, and the Red Sox can live with only so-so defense as long as the former All-Star continues to hit.  Contreras batted .257/.344/.447 with 20 home runs over 563 PA in 2025, translating to a 124 wRC+.  A career-low 7.8% walk rate was a concern and Contreras has always been prone to strikeouts, but he continued to make consistently hard and productive contact.  Contreras is a right-handed batter, which helps balance out a Boston lineup that tilts to the left side.

Contreras’ final four seasons in Chicago overlapped with Craig Breslow’s time working in the Cubs’ front office, before Breslow was hired to take over Boston’s baseball operations department following the 2023 season.  Breslow’s tenure has thus far been defined by significant trades, ranging from the deals that brought Gray, Garrett Crochet, and now Contreras to Fenway Park, and last June’s surprising move that sent Rafael Devers to the Giants.

One of the many factors involved in the Devers trade was Devers’ displeasure over being asked to move to first base in the wake of Triston Casas’ season-ending knee surgery in early May.  While Romy Gonzalez and deadline pickup Nathaniel Lowe helped fill the first base void, there was little doubt the Sox were going to address the position in a larger fashion this winter.  Pete Alonso, Isaac Paredes, Kazuma Okamoto, Munetaka Murakami, and Bryce Eldridge were among the first base candidates on Boston’s radar on the free agent and trade fronts this winter, and Cotillo reported last week that Contreras was another name under consideration.

With Contreras now in the fold, a Casas trade now looks increasingly likely.  Casas has been floated in trade talks even dating back to last winter and prior to his knee surgery, and despite his injury-shortened season, rival clubs figure to have interest in the former top prospect.  Conversely, if the Sox could figure out a way to dump Masataka Yoshida’s contract, Casas could share first base/DH duties with Contreras.

Adding a first baseman solves another piece of Boston’s infield puzzle, and turns a position from a weak link into a strength.  The Red Sox remain linked to such other major infield names as Bo Bichette or old friend Alex Bregman, and Contreras’ $36MM price tag shouldn’t prevent the Sox from spending big on either of those names, even considering Boston’s recent wariness about major financial commitments.  Trading an outfielder could further shake up the position-player mix, and there have been consistent rumors about the possibility of the Sox moving an outfielder for pitching.

The Red Sox entered the winter with a lot of pitching depth in terms of young arms, yet were lacking proven frontline hurlers that could join Crochet and Brayan Bello in the rotation.  Gray was one answer, and fellow trade pickup Johan Oviedo could be another after Oviedo was acquired from the Pirates.  This has made Breslow more comfortable in trading from further down his pitching depth chart, and after moving Richard Fitts and prospect Brandon Clarke to St. Louis for Gray, Breslow has now parted ways with Dobbins, Fajardo, and Aida.

The equation has been pretty simple for Breslow.  The CBO has been willing to move some (i.e. Jhostynxon Garcia, Kyle Teel) of Boston’s more highly-touted prospects while hanging onto the likes of Marcelo Mayer, Roman Anthony, and Kristian Campbell, and also moving some pitchers that no longer seem to be in Boston’s plans.  In Dobbins’ case, he isn’t even going to be available for the Cardinals’ Opening Day roster, as the righty tore his right ACL last July.  This was the second right ACL tear Dobbins has endured, plus he has a Tommy John surgery on his checkered health history.

Dobbins made his MLB debut in 2025, and posted a 4.13 ERA, 6.6% walk rate, and 17.6% strikeout rate over his first 61 innings in the Show.  An eighth round pick for the Sox in the 2021 draft, Dobbins is more of grounder-heavy pitcher than a big strikeout arm, but his slider and curveball have good whiff rates as complements to his 95.5mph fastball.  Significant questions remain about Dobbins’ durability, but the 26-year-old right-hander has less than a year of MLB service time and now projects to be a longer-term add to the St. Louis rotation.

Cardinals president of baseball ops Chaim Bloom is plenty familiar with Dobbins, as Bloom was running Boston’s front office when Dobbins came into the organization.  Interestingly, of the five pitchers obtained by the Cardinals in the Contreras and Gray trades, Dobbins is the only one who was part of Boston’s organization when Bloom was still there.

Fitts and (when healthy) Dobbins can factor in the Cardinals’ rotation picture as early as 2026.  Dobbins doesn’t at all fit Bloom’s desire to add another veteran arm to the rotation, yet finding an innings-eater is a short-term goal, whereas Dobbins is part of the bigger picture.  That has been the story of this offseason in St. Louis, as with Bloom now fully installed atop the decision-making pyramid, the Cardinals are embarking on the rebuild they considered but then backed away from last winter.

Trading Contreras removes another big chunk of salary from the Cards’ books.  An Arenado deal could be the next step, though that trade will be trickier due to both Arenado’s salary and the fact that (unlike Contreras or Gray) Arenado is coming off a rough 2025 season.  Other players like Brendan Donovan and JoJo Romero have also been regularly mentioned in trade rumors.  One player St. Louis wasn’t very willing to move is Alec Burleson, who now looks to step right into the everyday first base role with Contreras gone.

Fajardo was an international signing for the White Sox in 2024, and he has now been traded twice before his 20th birthday.  Fajardo changed his Sox when Chicago sent him Boston a year ago in the Cam Booser trade, and the righty had a 2.25 ERA, 28.8% strikeout rate, and a 9.4% walk rate over 72 innings in rookie ball and with A-level Salem in 2025.  MLB Pipeline ranked Fajardo 23rd on their ranking of the top 30 Red Sox prospects, describing the teenager as “a potential mid-rotation starter” whose four-seam fastball can hit 97mph.

Aita was a sixth-round pick for the Red Sox in the 2024 draft.  His first pro season saw the 22-year-old right-hander post a 3.98 ERA in 115 1/3 combined innings in Salem and at high-A Greenville, with a 21.4% strikeout rate and 6.5% walk rate.  As per Geoff Pontes of Baseball America, Aita technically has a five-pitch arsenal but he rarely throws his slider.  Aita’s fastball is in the 92-93mph range but with plenty of movement, and there’s also a lot of movement and spin on his sweeper and cutter.

ESPN’s Jeff Passan (multiple links) was the first to report that Contreras was going to Boston for Dobbins and multiple minor league pitchers, with The Athletic’s Ken Rosenthal later identifying Fajardo and Aita.  ESPN’s Jesse Rogers reported the detail of Contreras’ $1MM bonus for waiving his no-trade clause.  MassLive’s Chris Cotillo reported the $8MM heading from St. Louis to Boston, and Cotillo and The Athletic’s Katie Woo had the details on the reworked money in Contreras’ contract. 

Inset picture courtesy of Isaiah J. Downing — Imagn Images