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Keynan Middleton

Cardinals Notes: Nootbaar, Edman, Carlson, Middleton

By Nick Deeds | April 6, 2024 at 10:21pm CDT

Cardinals manager Oli Marmol provided reporters with updates regarding a handful of the club’s injured players this afternoon, the most optimistic of which was regarding outfielder Lars Nootbaar. As noted by MLB.com’s John Denton, the 26-year-old played a full game in left field for the club’s Triple-A affiliate in Memphis this evening, which figures to be followed by a game at DH on Sunday. Assuming those final rehab games go well, Denton adds that Nootbaar is slated to head to St. Louis on Monday and could be activated from the injured list in time for that evening’s series opener against the Phillies.

The Cardinals opened the season with a makeshift outfield mix of Jordan Walker, prospect Victor Scott II, Alec Burleson, and Brendan Donovan due to injuries suffered not only by Nootbaar, but also center fielders Tommy Edman and Dylan Carlson. Nootbaar’s start to the season has been delayed by a pair of fractures in his ribcage, while Edman has been dealing with pain in his surgically-repaired right wrist and Carlson suffered a sprained AC joint in his left shoulder just before the season began.

Nootbaar’s return should provide a boost to the club’s production in the outfield, as he’s hit a solid .247/.356/.430 with a 120 wRC+ and an excellent 14.5% walk rate in 225 games for the Cardinals over the past two seasons. That steady production should help to offset the slow starts suffered by Walker (27 wRC+), Scott (4 wRC+), and Burleson (30 wRC+) so far this season, though it’s of course still too early in the season to make any long-term judgments about the aforementioned trio.

It appears that Nootbaar is significantly close to a return than either Edman or Carlson, neither of whom have resumed baseball activities at this point. That could change rather quickly, however, as Denton notes that Carlson was scheduled to have his shoulder examined by team doctors today, while Edman is scheduled to meet with a specialist on Monday. Both players could be cleared to resume baseball activities if those aforementioned check-ups go well.

Edman was hampered by wrist issues last year and missed nearly a month of action over the summer, leading to him going under the knife in October. He hasn’t bounced back from that surgery as well as expected, however, and missed all of Spring Training while dealing with continued soreness in his wrist. He was slated to be the club’s starting center fielder this season, though he’s capable of playing anywhere in the infield and outfield as needed and could receive time at his native position of shortstop alongside Masyn Winn and Brandon Crawford when healthy.

Carlson, meanwhile, appeared poised to replace Edman in center field to open the season before he too hit the injured list to open the season. While he posted strong numbers en route to a third place finish in NL Rookie of the Year voting back in 2021, the switch-hitter has struggled since with a .230/.316/.364 slash line in 204 games. It’s possible he’ll get regular reps in the outfield if he returns to action before Edman does, though once the club’s outfield is once again at full strength he figures to be relegated to work off the bench as the club’s fourth outfielder.

Looking beyond the outfield, Marmol also provided an update on right-hander Keynan Middleton to reporters (including Jeff Jones of the Belleville News-Democrat) this afternoon. As relayed by Jones, Middleton received a platelet-rich plasma injection in his right elbow and is expected to resume baseball activities after a 72-hour rest period. The news represents a slight setback for Middleton, who was originally scheduled to begin his throwing program earlier this week.

Middleton has yet to make his Cardinals debut after signing a one-year deal with the club back in February, but pitched to a 3.38 ERA and 4.20 FIP in 51 games last year that included a dominant stretch run in New York where he posted an excellent 1.88 ERA with a 3.26 FIP while striking out 30.4% of batters faced. Upon his return, Middleton figures to slot into the club’s late-inning mix alongside the likes of Ryan Helsley, Giovanny Gallegos, Andrew Kittredge and JoJo Romero.

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Notes St. Louis Cardinals Dylan Carlson Keynan Middleton Lars Nootbaar Tommy Edman

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Central Notes: Cardinals, Quero, Cantillo

By Leo Morgenstern | March 30, 2024 at 12:08am CDT

The Cardinals have been hit hard by injuries in the early days of the 2024 season, but they have recently received some good news about several players.

Major offseason acquisition Sonny Gray suffered a right hamstring strain in spring training, robbing him of the necessary game action he needed to be ready for the regular season. The right-hander threw 36 pitches over three simulated innings today (per Jeff Jones of the Belleville News-Democrat), and he will pitch for the Triple-A Memphis Redbirds on Wednesday (per Lynn Worthy of the St. Louis Post-Dispatch). Jones adds that a return as soon as April 9 or 10 is a possibility.

Keynan Middleton, another significant free agent signing this winter, is not quite as close to returning, but Worthy notes that he will begin to work off a mound on Wednesday. He was shut down with a forearm strain in mid-March.

As for the position players, Jones mentions that Lars Nootbaar took eight live at-bats today and will take another four tomorrow. Manager Oliver Marmol will meet with the outfielder to decide if he needs a rehab stint at Triple-A before coming off the IL. Nootbaar is recovering from two nondisplaced fractures in his ribs.

Tommy Edman is dealing with wrist pain following offseason surgery. Worthy reports that he is set to undergo an MRI on Wednesday. The scan will show whether or not he is ready to start ramping up his swing. Finally, Worthy notes that Dylan Carlson received an injection to help combat pain in his left shoulder. The pain is a result of a sprained AC joint that he suffered during an outfield collision in one of the final games of spring training. Barring a setback, he should be ready to get back into game action before too long.

More news from around the NL and AL Central…

  • Brewers catching prospect Jeferson Quero is being evaluated for a right shoulder injury, GM Matt Arnold told reporters, including Todd Rosiak of the Milwaukee Journal Sentinel. The severity of the injury is currently unclear, although it’s certainly worrisome when a catcher known for his strong arm injures his throwing shoulder. Quero is only 21 years old and has yet to make his MLB debut. However, the highly-regarded catching prospect is one of three backstops on Milwaukee’s 40-man roster, along with William Contreras and Gary Sánchez. If his injury proves to be serious, the team’s catching depth will be tested early in the season.
  • Joey Cantillo, a left-handed pitcher in the Guardians organization, will miss eight to 10 weeks with a hamstring strain he suffered at the end of spring training, per Mandy Bell of MLB.com. Cantillo was unlikely to make the Guardians Opening Day roster, even if he had stayed healthy this spring. That said, he is already on the 40-man roster, and after 18 starts at Triple-A last season, he seemed like a good candidate to make his MLB debut at some point this year. That could still happen, but he’ll have to wait at least a couple of months to get that chance.
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Cleveland Guardians Milwaukee Brewers Notes St. Louis Cardinals Dylan Carlson Jeferson Quero Joey Cantillo Keynan Middleton Lars Nootbaar Sonny Gray Tommy Edman

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Cardinals Notes: Gray, Middleton, Center Field

By Leo Morgenstern | March 16, 2024 at 12:22pm CDT

New Cardinals ace Sonny Gray will throw in a “simulated pregame situation” on Sunday as he works his way back from a hamstring strain, according to John Denton of MLB.com. If all goes well, Gray could be ready to pitch in the team’s opening series against the Dodgers from March 28-31. However, manager Oliver Marmol told Denton that he has not yet decided on his Opening Day starter. That suggests the skipper isn’t optimistic about Gray’s availability for the very first game of the season.

The AL Cy Young runner-up in 2023, Gray signed a three-year, $75 million deal with St. Louis this winter to be the club’s new No. 1 starter. If he were at full strength right now, there would be no questions as to who would take the ball on Opening Day. Ultimately, however, the Cardinals won’t care who makes the symbolic game one start as long as Gray is healthy enough for a spot on the Opening Day roster.

In a much less positive injury update, right-hander Keynan Middleton will be shut down for 10 days as he nurses a forearm strain in his pitching arm (first reported by Derrick Goold of the St. Louis Post-Dispatch). While Gray was the Cardinals’ biggest free agent acquisition for the rotation, Middleton was their biggest free agent acquisition for the bullpen. As Marmol told Lynn Worthy of the St. Louis Post-Dispatch, this “will obviously set [Middleton] back several weeks,” essentially guaranteeing that he will start the year on the IL. According to Katie Woo of The Athletic, St. Louis plans to be without the righty for at least the first two weeks of the season.

Middleton was a strong middle reliever for the White Sox and Yankees last year, pitching 50 2/3 innings and putting up a 3.38 ERA. He has spent time on the IL in almost every season of his career, and 2023 was no exception; he missed most of September with a shoulder injury. Still, his 51 appearances were his most in a season since his 2017 rookie campaign. He also posted a career-high 30.2% strikeout rate (his previous career average was 22.1%), a career-high 56.6% groundball rate (his previous career average was 32.9%), and ranked among the top 10% of pitchers in hard-hit rate and average exit velocity, per Baseball Savant. As a result, he finished with a 3.71 xERA, the lowest of his career.

While the Cardinals will hope Middleton doesn’t miss too much of the regular season, they will have to consider new bullpen options in his place. Ryan Helsley, Giovanny Gallegos, Andrew Kittredge, and JoJo Romero are locks for the Opening Day roster, while Andre Pallante is a safe bet as well. After those five names, Denton mentions Riley O’Brien, Nick Robertson, and Rule 5 draft selection Ryan Fernandez as contenders for the final three spots in the ’pen. Woo suggests the team has also considered a six-man rotation, which would mean running with a seven-man bullpen.

On the other side of the ball, the Cardinals have a decision to make in center field. As Tommy Edman continues to deal with pain in his wrist after offseason surgery, he will not be on the Opening Day roster. Dylan Carlson might have seemed like the obvious choice to fill in for Edman, but Marmol told Denton that the starting job in center field is still up for grabs. Carlson is a contender, but so are prospects Victor Scott II and Michael Siani.

Scott is the No. 83 prospect in baseball, according to both Baseball America and FanGraphs. He boasts incredible speed and plays phenomenal center field defense. Siani has a similar skill set but doesn’t have the same upside, which could end up helping his case to win the job; the Cardinals will be less inclined to rush Scott to the major leagues. Siani also has an edge because he is already on the 40-man roster. Carlson has better offensive abilities than either of the rookies, but he’s coming off a disappointing season at the plate. Moreover, while he is a capable defensive outfielder, both Scott and Siani have elite defensive potential. If Marmol isn’t convinced Carlson can figure things out at the dish, he might prefer to prioritize defense up the middle.

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Notes St. Louis Cardinals Keynan Middleton Sonny Gray

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Cardinals Sign Keynan Middleton

By Anthony Franco | February 3, 2024 at 3:21pm CDT

The Cardinals announced today that they’ve signed free agent reliever Keynan Middleton, as first reported by Robert Murray of FanSided (X link). The club announced that the deal is a one-year arrangement with a club option for 2025. Murray adds that the ACES client is guaranteed $6MM by the deal, and will earn $11MM if the option is exercised. Middleton will make $5MM next season with a $1MM buyout on the $6MM option, according to The Associated Press.

Middleton, 30, is coming off a solid season split between the White Sox and Yankees. The right-hander had bounced between the Angels, Mariners and Diamondbacks over the preceding three years. He inked a minor league deal with Chicago last January and was selected onto the MLB roster within a couple weeks of Opening Day.

The 6’3″ righty had a strong first half in Chicago. He pitched to a 3.96 ERA while striking out more than 30% of opposing hitters across 36 1/3 innings. With the Sox out of contention and Middleton headed back to free agency, he became one of the more obvious trade targets at the deadline. Chicago flipped him to New York for High-A righty Juan Carela on August 1.

Middleton made headlines a few days later with some parting shots at the White Sox’s clubhouse culture. Lance Lynn, who’d played with Middleton in Chicago before being traded to the Dodgers, went on the record to back him up. They’ll be teammates again in St. Louis after Lynn inked a one-year deal with the Cards at the start of the offseason.

Shoulder inflammation sent Middleton to the injured list in early September. That kept him from making much of an impact in the Bronx, where he was limited to 12 appearances. He struck out 17 and allowed only three runs in 14 1/3 innings as a Yankee, finishing his year on a generally strong note. For the season, he worked to a 3.38 ERA with a 30.2% strikeout percentage. He logged 50 2/3 innings, his heaviest workload since his 2017 rookie campaign.

While Middleton runs his fastball into the 95-96 MPH range, he leaned more heavily on both his changeup and slider last season. He missed bats with all three pitches and generated swinging strikes on an excellent 17% of his offerings overall. As has been the case throughout his career, Middleton issued a few more walks than is ideal — a 10.8% clip. He has more swing-and-miss upside than a standard middle reliever, though.

St. Louis entered the offseason with a goal of adding two pitchers to the bullpen. They dealt outfielder Richie Palacios to the Rays for Andrew Kittredge last month. They’ll dip into free agency for Middleton on what should be a modest one- or two-year commitment. The Cardinals have a projected payroll around $179MM, according to Roster Resource. That’s right in line with their season-opening mark a year ago.

Image courtesy of USA Today Sports.

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Newsstand St. Louis Cardinals Transactions Keynan Middleton

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Latest On Yankees’ Bullpen Targets

By Steve Adams | January 24, 2024 at 11:54am CDT

The Yankees are primarily focused on bullpen additions at this stage of the offseason and have been tied to various free agents over the past few weeks. Right-hander Hector Neris has been among the most oft-cited potential targets for the Yanks, and while SNY’s Andy Martino writes that the team has indeed spoken to the 34-year-old Neris, he also has “serious” interest from teams outside New York. The YES Network’s Jack Curry, meanwhile, hears that Neris isn’t likely to land in the Bronx as of this moment (video link). Reunions with southpaw Wandy Peralta and/or righty Keynan Middleton seem likelier than signing Neris, according to Curry.

Neris, 34, has been an eyeing a one- or two-year deal worth $7-11MM annually, per Martino. For a Yankees club that’s well into the final tier of luxury tax penalties and is a third-time CBT offender, that’d mean effectively paying Neris between $14.7MM and $24.2MM in 2024; any additional free-agent spending at this point will come with a 110% luxury hit. As such, it’s not particularly surprising to see the Yankees looking at lower-cost alternatives.

The 32-year-old Peralta has been a fixture in the Yankees’ bullpen for the past three season. From 2021-23, he logged 153 innings of 2.82 ERA ball with a 21% strikeout rate, 10.2% walk rate and huge 56.5% ground-ball rate. In addition to keeping the ball on the ground at a strong clip, Peralta manages hard contact quite well. He’s been in the 88th percentile or better in opponents’ average exit velocity in each of the past four seasons, per Statcast. The Mets have also spoken to Peralta in recent weeks, though they face the same CBT status and probably feel less urgency to get into any sort of bidding war, as they’re in more of a transitional state than the clearly win-now Yankees.

Middleton, 30, was a deadline pickup by the Yankees and pitched to a 1.88 ERA with a 30.4% strikeout rate and 12.5% walk rate in 14 1/3 innings down the stretch. Inflammation in his right shoulder cost him most of September, but he did make it back the mound for one final appearance on Sept. 29.

That nice showing with the Yankees capped a fine rebound season for the former Angels hurler. In 50 2/3 innings between the White Sox and Yankees, Middleton notched a 3.38 ERA, 30.2% strikeout rate, 10.8% walk rate and career-best 56.6% ground-ball rate that was 24 percentage points higher than the career mark he carried into the season. The right-hander threw his four-seamer at a career-low 26.3% clip and tossed his changeup at a 42.9% clip that was far and away the highest of his career, which likely accounts for the stark uptick in grounders. Middleton threw more changeups in 2023 (367) than he had in his entire career combined (237). Opponents beat the offering into the ground at a hefty 64.6% clip and managed only .209 average when putting it in play.

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New York Yankees Hector Neris Keynan Middleton Wandy Peralta

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AL East Notes: Middleton, Duvall, Angels, Basallo

By Mark Polishuk | January 20, 2024 at 11:41am CDT

Keynan Middleton posted a 1.88 ERA over 14 1/3 innings and 12 appearances after the Yankees acquired the right-handed reliever from the White Sox in a deadline deal.  With those kinds of numbers, it isn’t surprising that the Bronx Bombers “have engaged about a potential reunion” with Middleton, according to MLB.com’s Bryan Hoch.

About of a month of Middleton’s brief time with the Yankees was spent on the injured list due to shoulder inflammation, though he was able to return to pitch in one final game before the end of the season.  Injuries have played an unfortunately large role in Middleton’s career, as he has been limited to 194 1/3 innings over his seven MLB seasons due to a number of health issues, primarily a Tommy John surgery that cost him almost all of the 2018-19 seasons.  Middleton hadn’t shown much form since returning from that surgery until this season, when he had a combined 3.38 ERA over 50 2/3 frames for Chicago and New York and some elite strikeout (30.2%), grounder (56.6%) and hard-contact (31.5%) rates.  While his walk rate remained below average, the 30-year-old Middleton might finally be back on track, and could again be a solid contributor to the Yankees’ bullpen.

More from around the AL East…

  • The Red Sox and Angels have been the only two teams publicly linked to Adam Duvall this winter, and the New York Post’s Jon Heyman writes that Duvall will “likely” wind up with one of those clubs barring a late bid from a new suitor. Duvall hit .247/.303/.531 with 21 homers over 353 plate appearances with the Sox last season, and his right-handed bat could serve as a nice complement to the lefty-swingers (i.e. Jarren Duran, Wilyer Abreu, Masataka Yoshida) that comprise much of Boston’s outfield mix.  Then again, Duvall could find more playing time in Los Angeles, given Mike Trout’s injury history and the lack of a consistent MLB track record for either Mickey Moniak or even Taylor Ward in the Angels’ outfield.
  • Since Adley Rutschman has quickly become a cornerstone player in Baltimore, catching prospect Samuel Basallo is often mentioned as a possible trade chip for the Orioles.  MASNsports.com’s Roch Kubatko writes that rival clubs are indeed “checking on the availability” of Basallo in trade talks, yet it doesn’t seem likely that the O’s would move him for anything less than a spectacular offer.  Basallo doesn’t turn 20 until August, and since he has only four games of Double-A experience, the Orioles can take their time with his development as both a catcher and as a hitter.  Basallo has a strong throwing arm but evaluators are somewhat mixed on his future behind the plate, so if he ends up becoming more of a catcher/first base hybrid, Kubatko notes that there might be room for both Basallo and Rutschman to co-exist on Baltimore’s roster.  One of many gems from the Orioles’ deep farm system, Basallo is ranked by MLB Pipeline as the 46th-best prospect in all of baseball, while Baseball America puts Basallo behind only Jackson Holliday as Baltimore’s top minor leaguer.
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Baltimore Orioles Boston Red Sox Los Angeles Angels New York Yankees Notes Adam Duvall Keynan Middleton Samuel Basallo

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AL East Notes: Middleton, Santander, Red Sox

By Nick Deeds | October 14, 2023 at 10:10am CDT

Right-hander Keynan Middleton was one of the only players the Yankees added at the trade deadline this year. While the club ultimately missed the postseason with an 82-80 record, Middleton excelled in 14 1/3 innings of work after coming over in a deal with the White Sox over the summer. The righty posted a sterling 1.88 ERA with a strong 3.26 FIP as a Yankee, bringing his overall season numbers to a solid 3.38 ERA with a respectable 4.20 FIP in 50 2/3 innings between Chicago and New York.

Though Middleton is poised to hit free agency next month, it’s possible that won’t be the end of the union between Middleton and the Yankees. Greg Joyce of the New York Post relayed positive comments from the 30-year-old hurler on his time in the Bronx. Middleton said there aren’t “too many other places” he’s looking at as he prepares to hit free agency, adding that “After being here, I don’t know why you wouldn’t want to be here… I’d love to come back here, but we’ll see what happens.”

The bullpen was a strength for the Yankees this season, though with right-hander Michael King slated to start in 2024 after a dominant year primarily in relief, it’s certainly reasonable the Yankees could look to reinforce their relief corps this offseason. Middleton figures to be joined by lefty relief arm Wandy Peralta and starters Luis Severino and Frankie Montas in departing the Yankees’ pitching staff for free agency this offseason.

More from around the AL East…

  • Orioles outfielder Anthony Santander has been a frequent target of trade speculation throughout his career as a reliable, quality outfield bat throughout the club’s rebuild. Though Baltimore broke through this season with a 101-win campaign that took them to the postseason for the first time since 2016, it appears rumors surrounding Santander will persist into his final offseason of arbitration eligibility. MASN’s Roch Kubatko suggests that given Santander’s hefty expected salary in 2024 (MLBTR’s Matt Swartz projects him to earn $12.7MM in his final trip through arbitration), Santander could be a topic of trade talks again this offseason. Kubatko goes on to note the Marlins as a team that’s had particular interest in his services in the past. The Marlins figure to once again have an opening in their outfield/DH mix this offseason, assuming Jorge Soler declines his player option for 2024.
  • The Red Sox have been widely speculated to be active participants in the trade market this offseason as they look to rebound from a fifth-place finish in the AL East. The Athletic’s Jen McCaffrey suggests in a recent mailbag that plenty of the club’s prospects could be made available this offseason in their pursuit of a better season in 2024, with shortstop Marcelo Mayer, outfielder Roman Anthony, and catcher Kyle Teel as the club’s only perceived untouchables. Of course, McCaffrey notes that the current perception could change upon the hiring of a new head of baseball operations to replace Chaim Bloom, who the club fired last month.
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Baltimore Orioles Boston Red Sox New York Yankees Notes Anthony Santander Keynan Middleton Kyle Teel Marcelo Mayer Roman Anthony

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AL East Notes: Yankees, Cora, Diaz, Mountcastle

By Nick Deeds | September 27, 2023 at 6:55pm CDT

The Yankees are mathematically eliminated from the playoffs for the first time in years, but that hasn’t stopped them from looking to get some of their injured players on the mound one last time before the offseason. Right-hander Keynan Middleton has been on the injured list the end of August due to a bout of shoulder inflammation, though MLB.com’s Bryan Hoch notes that Middleton latest bullpen session went well and the 30-year-old figures to return for the club’s final series against the Royals.

Likewise, it remains possible that the Yankees will welcome right-hander Frankie Montas back into the fold before the end of the season as he’s close to being ready to return from offseason shoulder surgery. Hoch has more details on Montas’s long-awaited return, indicating that the plan, if Montas is able to return, is for the righty to act as a piggyback starter behind one of the club’s regular starters in Kansas City, throwing 2-3 innings in relief of the day’s scheduled starter.

With both Middleton and Montas likely headed to free agency this November, it makes sense that both righties are hoping to establish themselves as healthy and effective ahead of their offseason negotiations with interested clubs. Middleton was in the midst of a solid (if unspectacular) season with the White Sox but found another gear following his move to New York at the trade deadline on August 1, after which point he posted a 0.68 ERA with 17 strikeouts in just 13 1/3 innings of work. Overall, he sports a 3.08 ERA and 3.90 FIP in 50 appearances this season. Montas, on the other hand, has not pitched in 2023 but posted a 3.67 ERA and 3.55 FIP across 59 starts the previous two seasons.

More from around the AL East…

  • Red Sox manager Alex Cora ended any speculation regarding his future in conversation with reporters today. As relayed by Pete Abraham of the Boston Globe, Cora twice told reporters this afternoon that he would be returning to the dugout for Boston in 2024. While not especially surprising, the confirmation is nonetheless noteworthy on the heels of the club firing chief baseball officer Chaim Bloom earlier this month. While speculation mounted that Cora could potentially be considered to replace Bloom in the front office, Cora recently indicated that he intends to stay in the dugout, at least for the time being. Cora took over the Red Sox as manager in 2018 and oversaw the club’s World Series championship that fall. In five seasons at the helm of Boston’s dugout, Cora sports a 438-367 record.
  • The Rays have been without first baseman Yandy Diaz in recent days due to a hamstring issue. Fortunately, Diaz appears to be nearing a return, as Marc Topkin of the Tampa Bay Times relays that Diaz is feeling better and figures to return to the field in Toronto this weekend. That’s excellent news for the Rays, as Diaz has been the club’s best hitter this year with an incredible .324/.408/.515 slash line in 596 trips to the plate this year.
  • The Orioles announced earlier today that they have activated first baseman Ryan Mountcastle from the injured list, with outfielder Ryan McKenna optioned to Triple-A in the corresponding move. Mountcastle’s return is great news for the AL East-leading Orioles, as the first baseman has slashed .269/.327/.453 in 459 trips to the plate this season. He figures to join a deep 1B/DH mix that already includes Ryan O’Hearn and Anthony Santander ahead of Baltimore’s impending postseason run.
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Baltimore Orioles Boston Red Sox New York Yankees Notes Tampa Bay Rays Alex Cora Frankie Montas Keynan Middleton Ryan Mountcastle Yandy Diaz

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Keynan Middleton Criticizes White Sox’s Clubhouse Culture

By Anthony Franco | August 7, 2023 at 9:17pm CDT

The White Sox have been among the most disappointing teams in MLB this season. While Chicago entered the year with a top-heavy roster, they expected to compete with Minnesota and Cleveland in a lackluster AL Central. The division has been as bad as expected, but Chicago started slowly and never looked like a viable playoff team.

As a result, the Sox moved a number of veterans before last week’s deadline. One of the players shipped off — middle reliever Keynan Middleton — criticized Chicago’s clubhouse culture after being traded. The now-Yankees righty told Jesse Rogers of ESPN last night that players “came in with no rules.”

“I don’t know how you police the culture if there are no rules or guidelines to follow because everyone is doing their own thing. Like, how do you say anything about it because there are no rules,” Middleton continued. “You have rookies sleeping in the bullpen during the game. You have guys missing meetings. You have guys missing (pitcher fielding practices), and there are no consequences for any of this stuff.”

Middleton first joined the organization on a minor league deal in January. He’d bounced between the Angels, Mariners and Diamondbacks over parts of six MLB seasons before signing with Chicago. While Middleton participated in big league Spring Training, he wasn’t on the MLB roster until the Sox selected his contract in mid-April.

From a performance perspective, the 29-year-old had one of the better stretches of his career in Chicago. He worked to a 3.96 ERA with a 30% strikeout rate over 36 1/3 frames, allowing the Sox to flip him to New York for minor league righty Juan Carela even though he’s an impending free agent. However, Middleton was clearly displeased with the culture, which he said predated his arrival.

“When I got to spring training, I heard a lot of the same stuff was happening last year,” Middleton told Rogers. “It’s happening again this year, so not sure how I could change it. They don’t tell you not to miss PFPs. They don’t tell you not to miss meetings, and if it happens, it’s just, ’OK.”

He directed his criticism primarily at the team’s position players, saying that while the pitching staff “went about our work the right way … the rest of the team struggled to do the right thing.” Of course, the mention of skipped pitcher-fielding practices would only be a problem for the pitching staff.

One of Middleton’s former teammates backed up his assertions. Veteran starter Lance Lynn — who spent two and a half seasons with the Sox before being traded to the Dodgers last month — briefly addressed Middleton’s comments this afternoon (relayed by Jack Harris of the Los Angeles Times). “I was (with the White Sox) a lot longer than Key was. He’s not wrong,” Lynn stated.

Chicago has a first-year manager in Pedro Grifol. Hired last offseason after Tony La Russa resigned because of health concerns, Grifol had no previous MLB managerial experience. Middleton’s and Lynn’s comments imply that what they perceived to be a lack of accountability began during the La Russa era and has continued under Grifol’s leadership.

General manager Rick Hahn defended Grifol this afternoon. “It does take a manager a certain amount of time to implement the culture that they want,” Hahn said (link via Bruce Levine of 670 The Score). “I know early on Pedro wanted to observe and follow what the culture was in the clubhouse before he started putting thumbprints all over it.”

However, Hahn pushed back at the extent of Middleton’s criticism, taking a swipe at the reliever in the process. “Quite frankly, it’s a little bit ironic that Keynan’s the one saying this because my last conversation with him face to face was a week ago in this clubhouse where he sought me out to apologize for his unprofessional behavior – unprofessional behavior that Pedro had called him out on and had an individual meeting with him about, and Keenan wanted to apologize for,” Hahn said (link from Tori Rubinstein of NBC Sports Chicago). “I told him at the time I figured that was a one off and not something that anyone need to get into greater detail of. And he shared that he understood there was a trade deadline coming up and that if we moved him, he would be very interested in returning to us as a free agent.”

Hahn conceded the club has unspecified “cultural issues” and admitted “we need to improve the leadership in that room.” However, he denied the assertion that any player fell asleep in the bullpen mid-game or that players were free to skip meetings. “One thing we’re not going to do is stand idly by while false reports are put out there about the character of the men that remain in that room,” Hahn said.

The White Sox host Middleton’s new club for a three-game set this week. They entered tonight’s game with a 45-68 record, the third-worst mark in the American League.

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Yankees Acquire Keynan Middleton

By Mark Polishuk | August 1, 2023 at 4:59pm CDT

The Yankees and White Sox have agreed to a trade that will send Keynan Middleton to the Bronx, ESPN’s Jeff Passan reports (Twitter link).  Right-hander Juan Carela will head from New York to Chicago in return, according to YES Network’s Joe LoGrippo (via Twitter).

Middleton becomes the latest player moved in what has been a significant pre-deadline selloff from Chicago, while the Yankees have now made their first notable deadline move.  While New York had been reportedly looking to add some controllable pieces, the Bombers will instead make a short-term move in Middleton, who is a free agent after the season.

Signed to a minor league deal by the White Sox over the winter, Middleton was looking to rebuild his career after a trio of rocky seasons with the Angels, Mariners, and Diamondbacks.  Breaking into the majors as a member of the Angels’ bullpen in 2017, Middleton showed some intriguing promise in his rookie season but Tommy John surgery sidelined him for most of the next two years.

Now 29 years old, Middleton finally started to get back on track this season in Chicago.  He has a 3.96 ERA over 36 1/3 innings, with an excellent 30.3% strikeout rate and elite chase and whiff rates.  Control has been an issue, as Middleton’s 10.3% walk rate is well below league average, and he also has a 9.8% barrel rate despite good hard-hit ball numbers overall.

A lot of that damage has come within the last month.  Middleton had a 2.33 ERA through his first 29 appearances and 27 innings, but he has since posted an 8.68 ERA over his last 9 1/3 innings of work, allowing at least one earned run in six of 10 appearances.  These recent struggles surely impacted Chicago’s asking price, but the Yankees felt comfortable enough to take the plunge on the low-cost addition.

The right-hander joins a New York bullpen that has been one of the game’s better relief corps this season, and since the Yankees were otherwise very quiet with their deadline moves, it seems as though the club is doubling down on its strong pen to try and sneak into a wild card berth.  Clay Holmes and Michael King get most of the save chances and highest-leverage work, but there’s plenty of flexibility for Middleton to earn him more looks in key late-game situations.

The 21-year-old Carela has a 3.67 ERA over 83 1/3 innings (starting 16 of 17 games) with the Yankees’ high-A affiliate in Hudson Valley this season, with a 9.1% walk rate and an impressive 31.1% strikeout rate.  MLB Pipeline ranked Carela as the 29th-best prospect in New York’s farm system, describing the right-hander as a possible back-end rotation piece if he improves his control and command.  Carela has a plus slider as well as a sweeper, a pitch taught to many hurlers in the Yankees organization in recent years.

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