As part of a reported six-player trade on February 9, the Red Sox acquired 25-year-old infielder Caleb Durbin, plus Andruw Monasterio and Anthony Seigler, from the Brewers. Milwaukee, meanwhile, added pitchers Kyle Harrison and Shane Drohan, plus speedster David Hamilton.

The Red Sox’s Return

• INF Caleb Durbin (.256/.334/.387, 11 HR, 36 XBH over 136 GP)
• INF Andruw Monasterio (.270/.319/.437, 4 HR, 13 XBH over 68 GP)
• C/INF Anthony Seigler (.194/.292/.210, 0 HR, one XBH over 34 GP (MLB))
• 2026 Competitive Balance B Pick

The Red Sox got two former Yankees prospects in this trade, including the headliner, Caleb Durbin.

Milwaukee acquired Durbin from the Yankees last winter in the Devin Williams trade. At the time, Durbin was coming off a breakout season in the Minors, including a hot stretch in the Arizona Fall League. Fast forward one year, and the 5’7” ballplayer from Division III turned himself into a valuable piece at the MLB level.

This past season, Durbin posted a .721 OPS and solidified the hot corner for Milwaukee.

It’s not the prettiest game for Durbin. Yet, it’s an effective one. The 25-year-old is not a big swinger by any means. It’s short, simple, and it results in a mix where Durbin makes consistent contact. He will get out in front of baseballs, as Durbin had an above-average Pull% in 2025. There’s not a ton of home run power, although he can bang out mistake pitches.

Durbin’s marquee assets are the speed and ability to get on base. He’s an above-average runner. Additionally, Durbin tends to stay away from expanding too much out of the strike zone. It also helps that Durbin was hit 24 times last season, second-most behind Randy Arozarena.

The other two players involved were Andruw Monasterio and Anthony Seigler, both utility players who saw some time with the Brew Crew this past season.

Monasterio, a 28-year-old infielder, has seen time at second, third, short, and first base in his MLB career. Right-handed hitter who’s done relatively well against left-handed pitching. This past season, he slashed .273/.360/.477 in 50 plate appearances against opposite-sided pitchers.

Seigler, meanwhile, had a big year in Triple-A and forced his way to the Majors. A former first-round pick by the Yankees, Seigler hit for power with the Sounds, with 28 extra-base hits over 72 contests. Like Durbin, a more reserved approach with little expansion out of the strike zone.

The Brewers’ Return

• SP Kyle Harrison (4.04 ERA, 38 K, 14 BB over 35.2 IP (MLB))
• INF David Hamilton (.198/.257/.333, 6 HR, 11 XBH over 91 GP)
• SP Shane Drohan (3.00 ERA, 77 K, 21 BB over 54 IP (A+ and AAA))

For the second time in a calendar year, Kyle Harrison was traded.

Harrison was traded in June 2025 in the Rafael Devers trade. The left-hander was two years removed from being one of the top pitching prospects in all of Major League Baseball. However, Harrison only made three starts with Boston after the trade, spending most of the time in the Minors. He struck out 13 over 12 innings pitched.

The Brewers have done well with project pitchers over the years. Milwaukee has another one with Harrison, a low-arm slot pitcher and one who will get swing-and-miss off that pitch. It had over a 26% Whiff% in Triple-A and roughly the same (26.2%) at the MLB level.

Additionally, Harrison’s primary secondary is a slurve. He’ll complement it with a changeup, cutter, and a sparsely used sinker, which he began to implement more in 2025.

Milwaukee will get back speedster David Hamilton. Hamilton, a left-handed hitting middle infielder, swiped 55 total bases over the last two seasons.

The other component of this trade was Shane Drohan, a left-handed starting pitcher. Drohan was a 2023 MLB Rule 5 Draft pick by the White Sox. However, the lefty was returned shortly thereafter to Boston.

Low-to-mid-90s fastball with carrying action and some cut. Drohan has a diverse arsenal of pitches, which includes a cutter, a curveball, a changeup that differs from the fastball by about 10 MPH, and a low-80s slider.

That slider had a Whiff% of 43.1% last season in Triple-A.

Analysis

The Red Sox lost Alex Bregman in the winter, as the Cubs paid him well to leave Boston via free agency. For now, it appears that the Sox have a replacement.

While Durbin isn’t the impact bat that Bregman is, Durbin is a toolsy player. Aside from third, Durbin can play second and short. He can run, make consistent contact, and get on base. And interestingly enough, the Red Sox now have two of the top three in hit by pitch from last season (Boston acquired 1B Willson Contreras, third on that list, earlier in the winter).

For the Brewers, it’s not exactly re-arranging the deck chairs. Milwaukee gets two pitchers with upside, which is important given that the team lost pitchers in the offseason. Harrison has MLB experience, while Drohan has been close for some time.

Additionally, the trade opens up some avenues for some of the prospects who are knocking on the door for the Brewers. Namely, new infielder/outfielder Jett Williams.

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