According to reports, the Toronto Blue Jays closed out 2025 with a little business before the calendar flipped to 2026, with a look towards the end of 2026 and 2027.
The Toronto Blue Jays are reportedly signing former Boston Red Sox pitcher Josh Winckowski to a two-year contract. Boston designated the 27-year-old Winckowski for assignment earlier this winter, and he later opted for free agency.
The Rule 5 draft, held annually at the winter meetings in December, never garners much fanfare, but it has been known to yield some noteworthy transactions.
Did the Boston Red Sox meddle too much with Josh Winckowski? That may become the question they ultimately ask themselves if the right-hander, who came up through the system, was shuffled around from the rotation to the bullpen, and ultimately fizzled out before hitting the injured list this year.
Add one final transaction to the list before the calendar flips to 2026. According to MLB Trade Rumors’ Steve Adams, the Toronto Blue Jays agreed to a two-year, minor-league deal with injured right-hander Josh Winckowski on Wednesday, reuniting the 27-year-old with the organization that drafted him in the 15th round nearly 10 years ago.
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.
The Boston Red Sox have just a few days to make decisions for the big deadline around Major League Baseball. Tuesday is the deadline for players who have been tendered the qualifying offers to decide whether to accept the offer or not.
Managing the 40-man roster during the Major League Baseball season often means teams have to rid themselves of talent. The Boston Red Sox are going to be in a tough situation once the official league year ends after the World Series.
America's favorite pastime has more memorable performances than any sport. As such, figuring out which pitchers had the best seasons ever is no easy task.
The Boston Red Sox announced a handful of moves on Saturday and one of the announcements featured was tough for the organization's pitching depth. Boston
The Boston Red Sox made a move on Thursday to try to help the bullpen out. Boston suffered its 12th loss of the season on Wednesday night as it faced off against the Seattle Mariners.
The Red Sox announced this afternoon that they’ve optioned infielder Vaughn Grissom and pitchers Luis Guerrero and Josh Winckowski to minor league camp.
The Boston Red Sox are on the verge of optioning reliever Josh Winckowski to Triple-A Worcester, according to Chris Cotillo of MassLive. This seems like a bit of a surprising decision for the Sox, considering Winckowski has spent the last two seasons featuring prominently on the roster.
The Red Sox were in a perfect save situation, needing to nail down a 3-1 win to snap their five-game losing streak. But their closer wasn't there. Josh Winckowski was called upon by manager Alex Cora for his first save opportunity since blowing a three-run lead against the Texas Rangers in mid-August.
The Houston Astros (60-55) enter a contest against the Boston Red Sox (61-53) on Saturday following a three-game winning streak. The game is set to begin at 4:10 PM ET at Fenway Park.
The Boston Red Sox have told pitcher Josh Winckowski that he will pitch out of the bullpen to start the season, despite his bid to win a starting rotation spot.