OUTJosh Winckowski
P BOS
Wed 12/31/25 6:39 PM

Winckowski (elbow) signed a two-year, minor-league contract with the Blue Jays on Wednesday, Chris Cotillo of MassLive.com reports.
EDGE Analysis
Winckowski gave up five earned runs across 11.2 innings with the Red Sox in 2025 before suffering a flexor strain in May that kept him sidelined for the remainder of the season. The 27-year-old righty underwent an internal brace procedure earlier this month to address the issue and is likely to miss most, if not all, of the 2026 season as a result. Once Winckowski is fully recovered, the Jays are expected to build him back up as a starter.

OUTJosh Winckowski
P BOS
Fri 11/21/25 6:06 PM

The Red Sox non-tendered Winckowski (elbow) on Friday, Chris Cotillo of MassLive.com reports.
EDGE Analysis
Winckowski was pushed off Boston's 40-man roster Tuesday and will now exit the organization altogether after not receiving a contract offer for 2026. The 27-year-old allowed five earned runs in 11.2 innings with the Red Sox in April before being sent down to Triple-A, where he ended the season on the injured list after suffering an elbow strain in mid-May. It's unclear whether he'll be ready for the start of spring training.

OUTJosh Winckowski
P BOS
Tue 11/18/25 1:50 PM

The Red Sox designated Winckowski (elbow) for assignment Tuesday, Chris Cotillo of MassLive.com reports.
EDGE Analysis
The move frees up a spot on Boston's 40-man roster. Winckowski made just six appearances for the Red Sox in 2025, as he spent time in the minors and also missed a large chunk of action with a flexor strain. It's unclear what Winckowski's current health status is. The 27-year-old has a career 4.20 ERA and 195:89 K:BB across 242.1 innings.

OUTJosh Winckowski
P BOS
Thu 7/17/25 5:00 PM

Winckowski (elbow) is in the early stages of a throwing progression at the Red Sox' spring training complex in Florida, Chris Cotillo of MassLive.com reports.
EDGE Analysis
Winkowski suffered a right flexor strain at Triple-A Worcester back in mid-May and was recalled and placed on the 60-day major-league injured list in early June. He will not be eligible for activation until early August, and it sounds like it will be longer than that before he'll be an option for the Red Sox.

OUTJosh Winckowski
P BOS
Sat 6/7/25 5:31 PM

Winckowski (elbow) was recalled and transferred to the 60-day injured list Saturday.
EDGE Analysis
Winckowski has spent most of the season with Triple-A Worcester, and he landed on the minor-league injured list in mid-May. He'll now be sidelined until at least after the All-Star break.

OUTJosh Winckowski
P BOS
Wed 5/14/25 4:33 PM

Winckowski was placed on the 7-day injured list at Triple-A Worcester on Wednesday due to right elbow inflammation, Chris Cotillo of MassLive.com reports.
EDGE Analysis
It's not yet clear how long Winkowski will be sidelined, but it will be a while before he's under consideration for a promotion to the major-league club. The swingman holds a 3.86 ERA and 9:5 K:BB over 11.2 innings with the Red Sox this season and a 2.21 ERA and 18:2 K:BB across 20.1 frames with Worcester.

OUTJosh Winckowski
P BOS
Thu 4/24/25 10:14 AM

The Red Sox optioned Winckowski to Triple-A Worcester on Thursday.
EDGE Analysis
Winckowski was needed for three innings of relief in Wednesday's loss to the Mariners, so he's being replaced by a fresh arm. Luis Guerrero will absorb Winckowski's spot on the roster and in the bullpen.

OUTJosh Winckowski
P BOS
Tue 4/8/25 2:49 PM

The Red Sox recalled Winckowski from Triple-A Worcester on Tuesday, Mac Cerullo of the Boston Herald reports.
EDGE Analysis
Winckowski will provide the bullpen with some length. The 26-year-old posted a 4.14 ERA and 60:26 K:BB over 76 innings covering six starts and 34 relief appearances with Boston last season.

OUTJosh Winckowski
P BOS
Wed 3/19/25 10:19 AM

The Red Sox optioned Winckowski to Triple-A Worcester on Wednesday, Chris Cotillo of MassLive.com reports.
EDGE Analysis
Winckowski has had a rough spring, permitting 12 runs with a 4:6 K:BB over seven innings. He should still spend plenty of time in the majors in 2025, but for now he'll try to get straightened out at Worcester.

OUTJosh Winckowski
P BOS
Fri 9/6/24 11:50 PM

Winckowski threw a perfect inning and earned a save against the White Sox on Friday.
EDGE Analysis
Winckowski made his second appearance since being recalled from Triple-A Worcester on Aug. 27. In those two outings, he's combined to toss four scoreless innings, dropping his season ERA to 4.10. Boston's ninth-inning job appears to be somewhat open at the moment with Kenley Jansen (lat) out. Winckowski now has four career saves, with the previous three coming during the 2023 campaign.