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MLB Trade Rumors: The Boston Red Sox and Milwaukee Brewers have agreed to a trade that would send third baseman Caleb Durbin from Milwaukee to Boston in exchange for pitchers Kyle Harrison and Shane Drohan and utility man David Hamilton, per multiple reports.
This is what happens when spring training is looming. Mickey Gilley used to sing that the girls all get prettier at closing time, a paean to how people get less choosy when there’s an imminent deadline. The Red Sox tried to bring last year’s third baseman, Alex Bregman, back, only to see him go to the Chicago Cubs. As mentioned in the Chandler Rome and Ken Rosenthal piece linked in the Ozuna post from about a half hour ago, Boston was in discussions on a potential Brendan Donovan trade with the Cardinals, either to get Donovan directly or to acquire Isaac Paredes from the Astros in a three-way deal that would see Donovan go to Houston.
Donovan ended up going to Seattle, and the Red Sox apparently haven’t been able to work anything out for Paredes, whose strong pull tendencies would potentially be a fit at Fenway, with the Green Monster, much as it is in Houston with the Crawford Boxes, leaving Boston still in search of a righthanded hitting infielder.
Thus the pivot to Durbin, who came seemingly out of nowhere in 2025 to finish third in the National League Rookie of the Year balloting. Durbin turns 26 in February, and was originally a 14th round pick in 2021 by the Atlanta Braves from Washington University in St. Louis, where my buddy from high school, Vivek, went to college. He was traded to the Yankees after the 2022 season, along with Indigo Diaz, for Lucas Luetge, then shipped to Milwaukee last offseason in the Devin Williams trade.
Durbin had never made BA’s top 30 prospect list for any of his clubs until cracking the list for Milwaukee prior to the 2025 season, when he was 23rd. He’s a Slappy McSlapperson, someone who doesn’t strike out, doesn’t walk much, and doesn’t hit the ball hard. He slashed .256/.334/.387 in 136 games for the Brewers last year, with OBP being boosted by a league-leading 24 HBPs — he was hit almost as many times as he walked (30). He put up a 2.6 fWAR and 2.8 bWAR. He also played second base and shortstop, and his profile seems to be more like a good utility guy, though if he can consistently put up 2-3 WAR (an open question, I admit) he’s a viable starting third baseman.
The package going back to Milwaukee isn’t terribly inspiring. Milwaukee gets Kyle Harrison, who the Red Sox got from the San Francisco Giants as part of the Rafael Devers trade last summer, a move that ultimately has led to Boston scrambling to field a third baseman this winter. They also got Jordan Hicks, who they foisted upon the ChiSox earlier this month, in that deal. Harrison is a 24 year old lefty and former top prospect who had a middling 2024 season, split his time between AAA and the majors with San Francisco before being traded, and then spent most of his time in the Red Sox org in AAA, getting just two starts and a relief appearance in September.
Drohan, 27, was a fifth rounder out of Florida State in 2020 who struggled early in his career, missed time due to injuries in 2024 and 2025, but had success in 2025, putting up a 2.27 ERA in 47 innings over 12 appearances at AAA. He could be useful, or he could get hurt again. Who knows.
Hamilton, 28, is a Texas native and UT product who was originally drafted by the Brewers in the 8th round in 2019, then traded to Boston after the 2021 season in the Hunter Renfroe/Jackie Bradley Jr. trade. He put up a 2.6 bWAR in just 98 games in 2024 while playing shortstop and slashing .248/.303/.395, then cratered to a .198/.257/.333 slash line in 2025, a cautionary tale, perhaps, for the Durbin believers.
UPDATE — Reports indicate that the Red Sox are also getting infielders Andruw Monasterio and Anthony Seigler and a competitive balance B pick, which appears to be the #67 overall pick.
Monasterio, 28, bounced around a while before signing with Milwaukee as a minor league free agent after the 2021 season. He made his major league debut in 2023, and has spent the past three seasons in a utility role, slashing .250/.321/.351 in 219 games.
Siegler, 26, was a first round pick of the Yankees in 2018, but didn’t make the majors until 2025, with Milwaukee. He slashed .194/.292/.210 in 34 games, primarily at third base, though he also had a .285/.414/.478 slash line in 72 games in AAA, which represents the best season he’s had in the minors in his career.
Both players have options remaining.