In late November, the Red Sox protected three pitching prospects from the 2025 Rule 5 Draft by adding left-hander Shane Drohan and right-handers David Sandlin and Tyler Uberstine to their 40-man roster.
Not even three months have passed since then, but Uberstine is now the only one of those three still with the organization. Sandlin was dealt to the White Sox along with Jordan Hicks as part of a salary dump on February 1, while Drohan was one of six players involved in Monday’s trade with the Brewers that sent Caleb Durbin to the Red Sox.
As a member of Boston’s 40-man roster, Uberstine is taking part in his first major league spring training in Fort Myers. The 26-year-old righty is currently ranked by Baseball America as the Red Sox’ No. 14 prospect and has overcome quite a lot of adversity to get to where he is today.
An undersized and overlooked recruit in high school, Uberstine did not receive any scholarship offers out of Chaminade Prep (West Hills, Calif.) in 2017. He enrolled at Southern California and played for the club baseball team as a freshman before trying out for the varsity team ahead of his sophomore season. Though he was ultimately cut, Uberstine had taken what he had learned while working with ex-big leaguer Joe Beimel on the side and transferred to Northwestern for the final two seasons of his collegiate career.
Uberstine leveraged his performance with the Wildcats, as well as the Williamsport Crosscutters of the MLB Draft League, into being selected by the Red Sox in the 19th round of the 2021 draft. As the 556th overall pick, Uberstine received a below-slot $97,500 signing bonus. He debuted professionally in the Florida Complex League and progressed from Low-A Salem to High-A Greenville in his first full season before blowing out his elbow and undergoing Tommy John surgery in June 2023.
Though he was sidelined for all of 2023 and most of the following campaign, Uberstine returned to the mound in August 2024. He made three starts for Greenville before the minor league season ended in early September, and then pitched well for the Mesa Solar Sox of the Arizona Fall League to end an arduous year on a positive note.
Following a healthy offseason and spring, Uberstine broke camp with and got the nod as Double-A Portland’s 2025 Opening Day starter. He posted a 3.64 ERA with 35 strikeouts to just four walks in his first six starts (29 2/3 innings) for the Sea Dogs and was rewarded with a promotion to Triple-A Worcester in mid-May. From there, he forged a 3.56 ERA with 102 strikeouts to 37 walks over 19 outings (15 starts) spanning 91 innings for the WooSox and was named the team’s Co-Most Valuable Pitcher alongside Cooper Criswell.
Among 75 pitchers who threw at least 90 innings at the Triple-A level last year, Uberstine ranked seventh in ERA, strikeouts per nine innings (10.09), and strikeout rate (26.2%), 16th in swinging-strike rate (12.3%), 17th in batting average against (.245), 18th in xFIP (4.54), 27th in WHIP (1.33), and 34th in FIP (4.92), per FanGraphs.
On the 2025 campaign as a whole, Uberstine pitched to a 3.58 ERA (4.33 FIP), recording an organizational-best 137 strikeouts while issuing 41 walks across 25 outings (21 starts) and 120 2/3 innings between Portland and Worcester. Opponents batted .244 against him overall, though he fared better against right-handed hitters (.231) than left-handed hitters (.256) on his way to earning SoxProspects.com’s Comeback Player of the Year honors.
Now standing at 6-foot-1 and 200 pounds, Uberstine throws from a low three-quarters arm slot and operates with an arsenal that includes a 92-94 mph fastball that tops out at 96 mph, a mid-80s changeup, a low-80s slider, an upper-80s cutter, a low-90s sinker, and the occasional curveball. His heater, which generated a 37.6% whiff rate at Triple-A last season, was tabbed by Baseball America as one of the top 10 performing fastballs for 2025.
Uberstine, who turns 27 in June, is a long shot to make Boston’s Opening Day roster and is more likely to return to Worcester to begin the 2026 season. That said, now that he is on the Red Sox’ 40-man roster, it would not be at all surprising to see him make his major league debut at some point this year if the need arises.
(Picture of Tyler Uberstine: Maddie Malhotra/Boston Red Sox/Getty Images)