Right-hander Josh Winckowski is joining the Blue Jays on a two-year minor league deal, per MLBTR’s Steve Adams. The 27-year-old recently had internal brace surgery and hopes to pitch late in the 2026 season, notes Adams.
Winckowski didn’t break camp with the Red Sox this past season, but was called up in early April. He made six appearances with the club before getting sent back down. The righty hit the IL in May with an elbow issue that ended up being a flexor strain. The injury ended his season. Winckowski was designated for assignment in mid-November. He elected minor league free agency shortly after.
The additional news that Winckowski underwent internal brace surgery this month sheds more light on his potential timeline. The procedure typically allows pitchers to return sooner than they would if they had Tommy John surgery. Winckowski will be building back up as a starter, adds Adams. With several months of recovery still ahead of him, it makes sense that the Blue Jays inked him to a two-year deal.
It’s a return home for Winckowski, who was drafted by Toronto out of high school in 2016. He delivered promising results in the lower levels of the minors, reaching High-A by 2019. Winckowski was then involved in a pair of notable trades ahead of the 2021 season. Toronto sent him to the Mets as part of a package for Steven Matz. Two weeks later, New York flipped him to the Red Sox in a three-team deal that involved Andrew Benintendi going to the Royals.
Winckowski debuted with Boston in 2022. He made 15 appearances (14 starts) for the big-league club, pitching to a 5.89 ERA. Winckowski struggled to miss bats (13.9% strikeout rate) but got ground balls at more than a 52% clip. The Red Sox transitioned Winckowski to a bullpen role in 2023, and the change paid immediate dividends. The righty’s fastball velocity jumped more than 2 mph, and his strikeout rate improved to 22.3%. Winckowski continued to get ground balls at a well-above-average rate. The combination of an improved arsenal and the persistent ability to keep the ball on the ground helped Winckowski post a sterling 2.88 ERA across 60 appearances. He finished with 19 holds as an important member of Boston’s bullpen.
The 2024 campaign was a step back for Winckowski, both in terms of stuff and production. His fastball and sinker velocities fell a bit, and he reverted to underwhelming strikeout numbers. Winckowski was demoted to Triple-A on two separate occasions. The injuries limited him to just 11 2/3 innings with the Red Sox this past season. His health, along with his pending arbitration and the fact that he was out of minor league options, likely contributed to him getting bumped off Boston’s roster. Winckowski will now head to Toronto with the hopes of recovering in time to help the major league squad.
Photo courtesy of Eric Canha, Imagn Images
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