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Brandon Woodruff, a two-time All-Star who when healthy has been one of the game’s best starting pitchers, headlined a list of 63 players who were non-tendered ahead of Friday’s deadline, making him a free agent.

Teams had until 8 p.m. ET on Friday to tender contracts to players who remain under their control, a circumstance that prompts clubs to essentially release certain players rather than pay them what they would make through the arbitration process.

Power-hitting first baseman Daniel Vogelbach, who amassed 30 home runs as recently as 2019, was non-tendered by the New York Mets. Veteran catchers Austin Nola (San Diego Padres) and Jacob Stallings (Miami Marlins) also ventured into the free agent market, as did St. Louis Cardinals starter Dakota Hudson. The Brewers non-tendered Rowdy Tellez shortly after acquiring another power-hitting first baseman, Jake Bauers, from the New York Yankees.

But it was their decision to move on from Woodruff that grabbed the most attention.

Woodruff, 30, joined Corbin Burnes and Freddy Peralta to make up a dynamic starting rotation that helped the small-market Brewers make the postseason five times in the past six years. Woodruff finished fifth in National League Cy Young Award voting in 2021, then turned in another solid year in 2022. But he missed four months early in the 2023 season with a subcapular strain in his throwing shoulder.

Woodruff came back to post a 2.59 ERA in nine starts but learned he had suffered another shoulder injury on the eve of the Brewers’ wild-card series in early October. Less than two weeks later, he underwent surgery to repair the anterior capsule in his throwing shoulder, a procedure that puts his availability for 2024 in jeopardy, after which he is scheduled for free agency. Woodruff was projected to make somewhere in the neighborhood of $12 million in his last year of arbitration.

It proved to be too much of a gamble for the Brewers.

“Today we had to make a very difficult decision relating to one of the best pitchers and human beings in franchise history,” Brewers general manager Matt Arnold wrote in a statement. “Throughout his 10 seasons in the organization, Brandon Woodruff has represented the Brewers with class, kindness, heart and toughness. He is recognized as a tremendous teammate, both on the field and in the community, where he and his wife, Jonie, have positively impacted so many lives around them. We remain very open to his return to Milwaukee, and regardless of what uniform he wears next, Woody will always be a member of the Brewers family.”

The tender deadline often sparks deals from teams to acquire non-tender candidates before they’re available to everybody on the free-agent market. The Kansas City Royals made a trade with the Atlanta Braves to acquire Kyle Wright, a promising 28-year-old starting pitcher who will miss all of 2024 after undergoing shoulder surgery but would still have two years of club control thereafter.

The Seattle Mariners acquired Luis Urias, once a promising middle infielder in the Padres’ system, from the Boston Red Sox. And the Cleveland Guardians made a deal with the Padres to acquire late-inning reliever Scott Barlow, who has posted a 2.95 ERA and has struck out 247 batters in 216 2/3 innings over the last three years. Barlow is heading into his last year before free agency.

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NHL trade grades: Report cards for the Trent Frederic swap, Seth Jones blockbuster, other major deals

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NHL trade grades: Report cards for the Trent Frederic swap, Seth Jones blockbuster, other major deals

The NHL trade deadline for the 2024-25 season is not until March 7, but teams have not waited until the last minute to make major moves.

For every significant trade that occurs during the season, you’ll find a grade for it here, the Colorado Avalanche and San Jose Sharks swapping goaltenders, Cam Fowler to the St. Louis Blues, Kaapo Kakko to the Seattle Kraken, the blockbuster deal sending Mikko Rantanen to the Carolina Hurricanes and Martin Necas to the Avalanche, J.T. Miller from the Vancouver Canucks to the New York Rangers, and the Canucks staying busy and getting Marcus Pettersson from the Pittsburgh Penguins.

March 1 featured three big trades, with Ryan Lindgren headed to the Colorado Avalanche, the Minnesota Wild adding Gustav Nyquist, and Seth Jones joining the Florida Panthers.

Read on for grades from Ryan S. Clark and Greg Wyshynski, and check back the next time a big deal breaks.

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Reports: Brewers add depth with lefty Quintana

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Reports: Brewers add depth with lefty Quintana

Veteran left-handed pitcher Jose Quintana is joining the Milwaukee Brewers on a one-year, $4.25 million deal with $1 million in potential bonuses, according to multiple reports.

Quintana, 36, is coming off a 2024 season in which he went 10-10 with a 3.75 ERA in 31 starts for the New York Mets. He struck out 135 and walked 63 in 170⅓ innings. Over his past six regular-season starts, Quintana gave up four runs — three earned — in 36 1/3 innings.

He started the deciding game of New York’s NL Wild Card Series matchup with the Brewers and pitched six shutout innings in the Mets’ 4-2 victory, though he received no decision. Quintana had a total of three postseason starts, allowing six runs — five earned — over 14 1/3 innings.

Quintana now will compete for a spot in a Brewers rotation that returns right-handers Freddy Peralta, Tobias Myers and Aaron Civale. The two-time defending NL Central champions also added left-hander Nestor Cortes in a trade that sent two-time NL reliever of the year Devin Williams to the New York Yankees.

The Brewers could use some rotation depth as two-time All-Star Brandon Woodruff and Robert Gasser come back from injuries. Woodruff missed all of 2024 while recovering from shoulder surgery, and he won’t be ready for the start of the season. Gasser, who is recovering from Tommy John surgery, isn’t expected to be available until late in the season.

Milwaukee got more bad news Monday night when left-hander Aaron Ashby, a candidate for a rotation spot, left his start against the Cincinnati Reds with an injury. Murphy told the Milwaukee Journal Sentinel that Ashby appeared to have an oblique issue and would undergo an MRI.

When he makes his Brewers debut, Quintana will have pitched for every team in the NL Central. He was with the Chicago Cubs from 2017-20 and split the 2022 season between the Pittsburgh Pirates and St. Louis Cardinals.

Quintana owns a 102-103 record and 3.74 ERA in 359 career appearances, including 333 starts. He’s also had stints with the Chicago White Sox (2012-17), Los Angeles Angels (2021), San Francisco Giants (2021) and Mets (2023-24). He was selected to the All-Star Game in 2016.

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Bad Bunny agency announces deal with Tatis

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Bad Bunny agency announces deal with Tatis

MIAMI — Rimas Sports, the agency co-owned by Puerto Rican rapper Bad Bunny whose leaders have been suspended by the baseball players’ union, announced a management deal Tuesday with San Diego Padres star Fernando Tatis Jr.

Rimas said it will oversee marketing, brand relations and other services, working to “expand his portfolio as an athlete, businessman and philanthropist.”

Tatis and the Padres agreed in 2021 to a $340 million, 14-year contract negotiated by MVP Sports, an agency headed by Dan Lozano.

Rimas Sports says it is a partnership among Bad Bunny and executives Noah Assad and Jonathan Miranda. The company says it represents the Atlanta Braves’ Ronald Acuña Jr., the Colorado Rockies’ Ezequiel Tovar and the New York Mets’ Francisco Alvarez.

Although Rimas Sports is prohibited from negotiating contracts with teams, the agency is allowed to strike marketing deals with players.

The Major League Baseball Players Association revoked the agent certification of Rimas’ William Arroyo last April and denied certification to Assad and Miranda, citing a $200,000 interest-free loan and a $19,500 gift. The union issued a $400,000 fine for misconduct.

Arbitrator Ruth M. Moscovitch last October upheld the union’s five-year suspensions of Assad and Miranda and cut Arroyo’s suspension to three years.

U.S. District Judge Jennifer H. Rearden in Manhattan set a Feb. 18 deadline for Assad, Miranda and Arroyo to file a response to the union’s motion to confirm the decision, but no response has been filed.

The Associated Press contributed to this report.

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