It is quite possible some of these names may have already quietly signed extensions weeks or months ago, or will sign new deals during Spring Training once clubs turn their attention away from offseason roster-building.  A shorter-term extension may not necessarily indicate much extra job security, as some teams tack an extra year (or at least a club option) onto an executive or managerial contract just to avoid the appearance of that person entering a lame-duck year.  Of course, even a longer contract is no guarantee of job security, as a rough season can instantly put a manager or a front office on the hot seat.

As always, thanks to Cot’s Baseball Contracts for reference information on some of these contract terms.

Angels: Ron Washington is already heading into the final season under contract, as he signed only a two-year deal to manage the Halos in November 2023.  While the Angels were only 63-99 last season, it could hardly be considered Washington’s fault given the subpar state of the roster.  Expectations will be higher in 2025 since the team has been aggressing in adding talent this winter, and since GM Perry Minasian got a contract extension last August, Los Angeles might also look to add a year onto Washington’s deal to at least keep him on line with the guaranteed portion of Minasian’s new contract.  It should be noted that Washington turns 73 this coming April, so he might also prefer to just take things year-to-year if he has any thoughts about retirement.

Astros: Dana Brown is entering his third season as Houston’s GM, and the terms of his contract weren’t made public when he was hired in January 2023.  It is possible Brown might only be working on a three-year deal since his predecessor James Click also received just a three-year commitment, though Click was hired in the singular aftermath of the Astros’ sign-stealing scandal.  This probably isn’t a situation to monitor too closely since the Astros have kept winning during Brown’s tenure, with the caveat that owner Jim Crane and his advisors are known to weigh heavily on baseball operations decisions.  Click was let go within days of winning a World Series due to reported acrimony with Crane, but there hasn’t been any indication of any heat between Crane and Brown.

Athletics: Mark Kotsay’s initial contract covered the 2022-24 seasons, and the A’s picked up Kotsay’s 2025 club option over a year ago.  GM David Forst said in October that “there’s no one I would rather have managing this team,” and that Kotsay “wants to be here,” though there hasn’t been any public word about any extension talks.  As comfortable as Kotsay seems with the organization, it is possible he might be willing to let the season play out and then explore his options, if he has any uncertainty over continuing to manage the A’s through their stint in West Sacramento before their planned move to Las Vegas for the 2028 season.  While no public details were revealed about Forst’s latest contract, the GM has obviously signed some kind of extension since his last deal expired after the 2023 season, and said in November that “I’ve been here for 25 years.  There’s not a thought that I wouldn’t be in this for the long run.”

Blue Jays: Manager John Schneider is entering the last guaranteed season of his three-year contract, as the Blue Jays hold a club option on Schneider for 2026.  It is fair to guess that the Jays might not exercise that option too far in advance, as there is widespread speculation that another disappointing season (or even a slow start) will cost Schneider his job.  The same could be true of general manager Ross Atkins, even though Atkins is under contract through 2026.  Team president Mark Shapiro is also entering the final season of his five-year contract, and while Shapiro’s focus has been more towards bigger-picture projects like Rogers Centre’s renovations, his possible departure might also trigger a larger overhaul unless the Jays turn things around on the field in 2025.

Braves: Manager Brian Snitker is entering the last year of his contract, so the Braves might well look to tack at least one more season onto Snitker’s deal this spring.  Snitker has led Atlanta to the postseason in each of the last seven seasons, highlighted by the team’s World Series victory in 2021.  He has stuck to just shorter-term deals and extensions during his tenure, which is probably due more to his age (Snitker turned 69 in October) than any dissatisfaction on the organization’s part, so no change seems imminent in the Braves dugout.

Cardinals: John Mozeliak’s exit plan is already in place.  The longtime head of the St. Louis front office is stepping down after the 2025 season, with Chaim Bloom already inked to a long-term contract to become the Cardinals’ next president of baseball operations.

Cubs: The Cubs have posted 83-79 records in each of the last two seasons, but they still haven’t reached the postseason during Jed Hoyer’s four-year tenure as president of baseball operations.  2025 is the last year of Hoyer’s original five-year contract, and acquiring Kyle Tucker (who is a free agent next winter) in a big-ticket trade might indicate that Hoyer is feeling some heat to win as soon as possible.  It can be argued that Hoyer has been somewhat hamstrung by ownership’s reluctance to spend at the top of the market, but that might also indicate that ownership could be considering hiring a PBO with more experience in building contenders on limited budgets.

Dodgers: Reports surfaced earlier today that the Dodgers are planning to work out an extension with Dave Roberts, as the skipper is entering the last season of his last three-year extension with the club.  It comes as no surprise that L.A. wants to retain Roberts in the wake of the team’s second World Series title during his tenure, and it stands to reason that president of baseball operations Andrew Friedman is also a candidate for a new deal, perhaps regardless of the terms of his last agreement.  Friedman came to the Dodgers on a five-year deal in October 2014, then signed an extension of an unknown length in November 2019.  If that next contract was another five-year pact, Friedman is a technically free agent right now, but there has no zero indication that Friedman (who has been as busy as ever in bolstering the Dodgers roster this winter) is going anywhere.

Guardians: This is a speculative entry since it has been well over a decade since Chris Antonetti’s contract terms were publicly reported.  Even if he is approaching the end of his current deal, there hasn’t been any sense that the Guardians are planning a front office change, especially not in the wake of another AL Central crown and a trip to the ALCS.  Antonetti has been a member of Cleveland’s front office since 1999, and in his current role as president of baseball operations since October 2015.

Mariners: Jerry Dipoto has been extended twice since the M’s first hired him in September 2015, and his last extension in September 2021 was a multi-year deal of unspecified length.  It is therefore possible this could be Dipoto’s final season under contract as Seattle’s president of baseball operations, unless another extension has been signed in the last three-plus years.  Despite four straight seasons of 85 or more wins, the Mariners reached the playoffs just once in that span, as a lack of hitting has hampered the team over the last two years in particular.  It remains to be seen if ownership is okay with just being competitive (or, as Dipoto infamously put it, winning “54 percent of the time“) or if any impatience is growing over the Mariners’ difficulty in truly breaking through as a contender.  The Mariners were sparked to a 21-13 record down the stretch after manager Dan Wilson was hired last August, so it could be that the managerial change (and a change of hitting coaches) is what was needed to get the M’s back on track, but Dipoto and Wilson could both face pressure if Seattle again falls short of postseason baseball.

Orioles: Mike Elias has been Baltimore’s GM for six seasons, though his contract terms haven’t been made public at any point during his tenure.  Manager Brandon Hyde signed a three-year deal when first hired prior to the 2019 season, and he has signed at least one or perhaps two extensions since, leaving his contract status a bit of a mystery.  This is another situation where job security probably isn’t an issue, as the Orioles have come out of their rebuild to reach the playoffs in back-to-back years, even if the club has yet to record even a single postseason win in that span.  New owner David Rubenstein is eager to win but hasn’t shown any inclination to changing the leadership structure since he bought the Orioles earlier this year.

Pirates: Ben Cherington has now completed five full seasons as the Buccos’ general manager, so he either signed a somewhat unusually long contract when first hired, or he has already inked one extension that has escaped public attention.  Pittsburgh fans are impatiently waiting for the first winning season of Cherington’s tenure, as the team has flirted with contention in each of the last two years before finishing with identical 76-86 records.  Paul Skenes has at least emerged as the crown jewel of the Pirates’ lengthy rebuild process, so regardless of Cherington’s contract terms, it doesn’t appear as though he is in any danger of being fired.

Rangers: Bruce Bochy’s return to managing saw him sign a three-year contract with Texas, so 2025 represents the final year of that deal.  Bochy turns 70 in April but didn’t give any hints about retiring when speaking to reporters at the end of the season.  A second straight losing season might change the equation either on Bochy’s end or on the front office’s end, but the Rangers’ 2023 World Series title (to say nothing of Bochy’s three previous rings as the Giants’ manager) has naturally brought him a lot of leeway within the organization.  Both sides might prefer to go year-to-year just to maintain flexibility, but it wouldn’t be surprising if Bochy soon gets another year added to his contract.

Rockies: Bud Black has signed three straight one-year extensions to remain as Colorado’s manager, and past reports have indicated that Black is on something of an unofficial year-to-year rolling contract with the organization.  It is perhaps notable that Black’s most recent deal wasn’t finalized until this past October, whereas his previous two extensions were completed prior to the start of the seasons.  This might indicate that ownership and/or Black himself are starting to think harder about continuing the relationship in the wake of six straight losing seasons, even despite the Rockies’ well-known penchant for staying loyal to long-term employees.  The same logic could extend to GM Bill Schmidt, though Schmidt’s contract terms haven’t been known since he was elevated to the full-time general manager position in October 2021.

Royals: Matt Quatraro is entering the final guaranteed year of his initial three-year contract as manager, though the Royals have a club option on his services for the 2026 season.  J.J. Picollo has also completed two full seasons as the team’s general manager since being elevated to top of Kansas City’s baseball ops ladder in September 2022, though his contract status in the wake of that promotion wasn’t known.  Regardless, it doesn’t seem like either is going anywhere, and extensions could be in order since the Royals enjoyed an 86-win season and a return to the playoffs last year, including a wild card series win over the Orioles.

Tigers: Likewise, Detroit is also coming off a playoff appearance and a wild card series victory, as a magical late-season surge left the Tigers just one game short of the ALCS.  It is therefore safe to assume that president of baseball operations Scott Harris has plenty of job security, and while his contract terms aren’t known, it is probably safe to assume Harris received more than a three-year guarantee when he was hired in September 2022.

Twins: Some larger-scale changes could be afoot in Minnesota since the Pohlad family is exploring selling the Twins, and some shuffling in the front office has already taken place, with president of baseball ops Derek Falvey also becoming the president of business operations and Jeremy Zoll replacing Thad Levine as general manager.  Falvey’s previous deal was up after the 2024 season so obviously he signed an extension, but while manager Rocco Baldelli’s previous extension is known to have run through at least the end of the 2025 campaign, it is unclear if the coming season is the final year of that deal.  If Baldelli is indeed heading into a lame-duck year, the ownership situation might prevent the skipper from getting at least another season added to his deal, just so a new owner could potentially have a clean slate in evaluating things once they take over the team.

White Sox: This is more of a speculative entry, just because Chris Getz’s contract terms weren’t released when he was named Chicago’s general manager in August 2023.  A GM wouldn’t normally be considered to be on the hot seat so soon after being hired, nor are immediate results expected since the White Sox are quite obviously going through a hefty rebuild.  While nobody expected the Sox to contend in 2024, however, there’s a difference between just being a losing team and having a league-record 121 losses.  Another embarrassment of a season might give owner Jerry Reinsdorf second thoughts about Getz’s stewardship of the rebuild effort, or the possibility exists that Reinsdorf could sell the team, which should shake the organization up entirely.

Yankees: Aaron Boone quieted some of his critics when the Yankees both returned to the postseason, and captured the first AL pennant of Boone’s seven-year stint as the Bronx manager.  This result led the Yankees to exercise their club option on Boone’s services for 2025, and while no negotiations had taken place about a longer-term deal as of early November, it stands to reason that some talks will take place before Opening Day.  Then again, Boone’s current deal wasn’t signed until after he’d already completed the final season his previous contract, so it could be that the Yankees will again play wait-and-see.  There isn’t much sense that Boone is in jeopardy, and while expectations are always high in New York, ownership’s loyalty to Boone through some relative lean years would make it unusual if he was let go so soon after a World Series appearance.

“Jack is really important to us,” Cherington said, as relayed by Hiles. “..Clearly believe that the best version of our team in 2024 has Jack on it, doing the things that we know he’s capable of doing. We tried to give that as much time as we could to get on track.”

That time to work things out came in the form of 157 plate appearances in the majors with Pittsburgh this season, where Suwinski slashed a brutal .174/.268/.297 despite being just one year removed from a breakout season where he posted a 112 wRC+ in 144 games as the club’s regular center fielder. That upside is certainly tantalizing, but Cherington indicated that the club’s decision to option him comes from a belief that Suwinski will need “consistent” at-bats on a daily basis that they can’t afford to him at the big league level.

With veteran franchise face Andrew McCutchen installed at DH and Bryan Reynolds taking one corner spot every day, that left just two spots in the outfield for a combination of Suwinski, Michael A. Taylor, Edward Olivares, and Connor Joe. Olivares and Joe have both hit fairly well to this point in the season, while Taylor is both not optionable and also an excellent defender in center field. Even with that outfield logjam complicating matters, Cherington still indicated that the club hopes that he’ll be able to show enough to return to the majors at some point this year, although he made clear that there is “no guarantee” as to when or if he’ll be back in the majors this year.

Suwinski isn’t the only potential core piece that the Pirates optioned to the minors this month, as the club also optioned catcher Henry Davis just after the calendar flipped to May. Davis, 24, was the first overall pick in the 2021 draft and made his debut last season but struggled at the plate while working almost exclusively as an outfielder. Injuries to the club’s catching corps this offseason spurred Pittsburgh to return Davis to his native position behind the plate, where he looked to be below average but serviceable with the glove. That would be well worthwhile if Davis was a stud on offense, but he hit just .162/.280/.206 in 23 games prior to his demotion.

Fortunately, Davis has caught fire in the weeks since then at Triple-A with an otherworldly .315/.456/.741 slash line in 15 games. That strong hot stretch earned Davis considerable praise from Cherington, who acknowledged that the youngster has been “working hard” since being optioned and that the club is seeing “progress” both in his on-field results and in the specific goals the club set out for him when he was demoted. If Davis can reach the ceiling that made him a consensus top-50 prospect in the sport a couple of years ago, that would be a huge boost to a Pirates club that has struggled to a 24-28 start this season despite winning 11 of their first 16 games this year.

Not every struggling player can be optioned to the minor leagues, of course, and that includes first baseman Rowdy Tellez. The 29-year-old slugger signed a one-year deal in Pittsburgh coming off a down season in Milwaukee last year and has looked even worse through 45 games with the Pirates this season, hitting a nightmarish .175/.242/.225 that’s a whopping 64% below the league average hitter in terms of wRC+.

In spite of his struggles, it doesn’t appear that the club doesn’t plan on giving up on Tellez any time soon, and Cherington confirmed as much in comments to reporters. While the GM acknowledged that the club isn’t “seeing the outcomes we hoped to see” out of Tellez to this point, he also made clear that Tellez is healthy and that the underlying skills that prompted the Pirates to target him, including his bat speed and strong power potential, don’t seem to have changed.

Even as the club intends to stick with Tellez for the time being, that doesn’t mean they haven’t begun to lean less heavily on him. Tellez is still a semi-regular fixture in the club’s lineup with appearances in 15 of the club’s 21 games this month, but Joe has begun to see increasing playing time at first base as a result of a strong .273/.344/.460 slash line in 45 games this season. Should the Pirates decide to move on from Tellez at some point, non-roster veteran Jake Lamb could serve as a potential left-handed complement to Joe at first base. The 33-year-old is currently playing for the Pirates on a minor league deal in their system with a .341/.428/.500 slash line in 37 games and had some success in the majors as recently as 2022.

Cherington made it clear that the Pirates’ offseason work is far from over, stating “We’re engaged on a number of fronts, and certainly my hope is that there’s going to be more happening between now and Spring Training.”  Though Cherington naturally didn’t cite any specific players of interest, recent reports have linked the Pirates to such players as Carlos Santana, Michael A. Taylor, Adam Frazier, and a likely far more expensive target in Yariel Rodriguez.

With Martin Perez and Marco Gonzales already added to the rotation mix, Rodriguez would be the biggest boost yet to a starting staff that still has plenty of question marks, considering that Perez lost his spot in the Rangers rotation last year and Gonzales struggled through 50 innings in a injury-shortened season.  Cherington made it clear that the Bucs are still looking for more pitching help, and that the team had offered some multi-year contracts to free agent arms.

This represents a bit more aggressiveness than usual for the Pirates, who haven’t signed any free agents to multi-year deals since 2016 — almost three full years before Cherington even took over the front office to oversee a major rebuild.  Pittsburgh’s 76-86 record in 2023 represented the club’s highest win total since 2018, and between some burgeoning younger talent and the unsettled nature of the NL Central, there is some hope within the organization that it can fully turn the corner in 2024.

“Our goal was to play playoff games in October,” Shelton said bluntly.  “Whether that’s winning the Central, which is definitely the goal, or being a playoff caliber team, that’s something we’re striving for.  And I will be very clear in our first message in Bradenton [at Spring Training] in about a month that we should be thinking about that every day.”

Roster Resource currently projects the Buccos to have a $70.37MM payroll in 2024, slightly less than their approximate $73.28MM Opening Day payroll from last season.  Since Cherington is on record as saying that the Pirates will increase their payroll, it remains to be seen exactly how much the team is willing or able to spend for further upgrades.  It does appear that the Pirates should exceed their 2023 figure in some way, especially since some clear roster holes needs to be addressed if Pittsburgh is to achieve its goal of being postseason contenders.

With broadcasting revenue such a major topic of conversation this offseason, the Pirates’ recent deal for a co-ownership stake in the SportsNet Pittsburgh network won’t be impacting the team’s ability to spend, Williams reiterated.  “We’re not changing our plan, not changing our payroll.  We’re committed to our plan, and we’re going to stick to it,” the team president said.

That said, Williams also seemed to stay away from any specifics about spending in general, and noted that “I’d say that payroll, while important, is not the most important factor in terms of how we get to building a championship-caliber team for our fans.”  Williams claimed that the Pirates are one of baseball’s top five teams in terms of developmental spending, which Mackey notes is a difficult claim to verify or gauge with any accuracy, though it could be true given Cherington’s overhaul of the minor league pipeline.

“We’re putting all of our revenues back into the ball club,” Williams said.  “We’re trying to get better every day and investing in areas where we’re gonna get better every day….We’re doing all the right things to win for Pittsburgh.  We also want to make this work within the economics of baseball.”

A full and healthy season from Oneil Cruz would go a long way towards making the Pirates better in 2024, after the star prospect missed almost the entire season due to ankle surgery.  Cruz told reporters (including Justin Guerriero of the Pittsburgh Tribune-Review) that he is now fully recovered following a summer setback in his rehab process.  “Everything’s like it’s supposed to be….Now that I feel 100% again, just go out there like I do every year and give my 100% out there and be ready from Day 1,” Cruz said.

There had been some consideration given to Cruz participating in the Dominican Winter League in order to help him ramp up his readiness heading into Spring Training, but the Pirates have instead been limiting him to instructional league games in the Dominican Republic.  Given how the Bucs already lost Endy Rodriguez to a torn UCL while playing DWL ball last month, it isn’t surprising that the team is being extra cautious with Cruz.

In other Pirates news, the team has yet to start any extension negotiations with Mitch Keller, as the right-hander himself told Mackey.  This doesn’t mean that talks won’t eventually happen, and Keller feels a meeting “would probably be around Spring Training again like it was last year.”

Those earlier talks obviously didn’t lead anywhere, nor did some follow-up negotiations that reportedly took place during the season.  In the interim, Keller delivered an All-Star season that saw him post a 4.21 ERA over 194 1/3 innings, though he was much more effective in the first half of the season.  With this in mind, Keller is planning to make some adjustments to his preparation for next year, noting “maybe you need to change a little bit with recovery or mid-week lifts, bullpens and cut some out here and there, just so I’m feeling good toward the end or middle of the season.  Just learning from how to handle a load like that.”

Keller is projected to earn a $6MM salary in 2024, his second year of arbitration eligibility.  Since he is slated for free agency after the 2025 season, there is still a considerable amount of time left for the two sides to potentially reach an agreement on a long-term deal.  Ke’Bryan Hayes and Bryan Reynolds both finalized extensions with Pittsburgh in each of the last two Aprils, and locking up Keller would represent yet another core piece being added to what the Pirates hope is the nucleus of their next winning team.

First off, this list is somewhat speculative — some teams don’t publicly announce the terms of employee contracts, nor are details always leaked to reporters.  It is entirely possible some of the names listed have already quietly agreed to new deals, or were already contracted beyond 2024.  Secondly, obviously a contract only carries so much weight if a team drastically underperforms, and if ownership feels a change is needed in the dugout or in the front office.  Or, ownership might still desire a change even if the team is doing well on the field, i.e. the Marlins parting ways with Kim Ng after a wild card berth last season.

Craig Counsell’s five-year, $40MM deal to become the Cubs’ new manager also provides an interesting wrinkle to the managerial market.  With Counsell’s contract setting a new modern benchmark for managerial salaries, some of the more established skippers on this list will surely be looking to match or top Counsell’s deal.  These managers might choose (as Counsell did) to finish the year without signing a new contract and then test the open market, since you never know when a mystery team like the Cubs might swoop in to top the field.

As always, thanks to Cot’s Baseball Contracts for reference information on some of these contract terms.

Angels: The Halos have had eight consecutive losing seasons, including the first three years of Perry Minasian’s stint as general manager.  Minasian now faces the challenge of trying to break this losing streak without Shohei Ohtani on the roster, and even before Ohtani joined the Dodgers, Minasian was clear that the Angels weren’t going to be rebuilding.  This tracks with the overall aggressive nature of owner Arte Moreno, yet this approach has also manifested itself in five non-interim GMs running the Angels since Moreno bought the team in 2003.  As Minasian enters the last year of his contract, it will take at least a winning season to keep Moreno from making yet another front office change.

Athletics: There hasn’t been any word about an extension for general manger David Forst, even though Forst’s last deal purportedly expired after the 2023 season.  It can therefore probably be assumed that Forst inked a new deal at some point, as it has appeared to be business as usual for the longtime Oakland executive this winter (or as “usual” as business can be given the Athletics’ bare-bones rebuild and the unusual nature of the team’s impending move to Las Vegas).  Manager Mark Kotsay would’ve been entering the final guaranteed year of his original deal with the A’s, except the team exercised their club option on Kotsay through the 2025 season.

Braves: Alex Anthopoulos is entering the last season of his three-year extension as Atlanta’s president of baseball operations, and one would imagine that ownership will aim to lock Anthopoulos up to another deal as soon as possible.  The Braves have won six straight NL East titles and the 2021 World Series championship during Anthopoulos’ six seasons with the organization, and look to be contenders for years to come thanks to the core of star players under long-term deals.  Anthopoulos would seemingly be eager to stay in Atlanta for this same reason, though if he did choose to play out the year and test the market, he would undoubtedly command a lot of interest from teams looking for a new chief executive.

Cardinals: For just the third time in the last century, a Cardinals team lost 91 or more games.  This unexpected interruption in the Cards’ run of success has naturally put a lot of heat on Oliver Marmol, who is entering the final season of his three-year contract.  Unsurprisingly, the team had yet to have any extension talks with Marmol as of early December, and it remains to be seen if Marmol will get even one extra year of security.  With such franchise stalwarts as Yadier Molina or Joe McEwing perhaps waiting in the wings as managers of the future, Marmol will surely need a quick start and at least a winning record in 2024 to retain his job.

Guardians: Chris Antonetti’s contract details haven’t been publicly known for more than a decade, yet there isn’t any sense that the longtime executive will be leaving Ohio any time soon.  Antonetti has been part of Cleveland’s front office since 1999, and he has been running the baseball ops department (first as GM and then as president of baseball operations) since 2010.  While the Guardians stumbled to a 76-86 record last year, Antonetti has a long track record of building contending teams on low payrolls, and he’ll now embark on a new era with Stephen Vogt replacing Terry Francona as the Guards’ manager.

Mariners: Another somewhat speculative situation, as while president of baseball operations Jerry Dipoto and manager Scott Servais signed extensions in September 2021, the exact length of those extensions wasn’t reported.  It is probably fair to assume both men are signed beyond 2024, though Servais’ previous two deals were three-year contracts, and 2024 would be his final guaranteed year if the skipper’s latest contract was also a three-year pact.

Orioles: Baltimore is particularly mum about the details of any employee contracts, as GM Mike Elias’ contract terms have never been publicized since he took over the club in November 2018.  Manager Brandon Hyde has already signed one extension that flew under the radar, and that deal has apparently stretched beyond the 2023 season, as there hasn’t been any suggestion that Hyde won’t return to the AL East champions.  In either case, Elias and Hyde won’t seem to have any worries about job security given how the Orioles won 101 games last year, and might be budding powerhouses for the next decade given the amount of young talent on the roster and in the minor league pipeline.

Pirates: Ben Cherington is entering his fifth season as Pittsburgh’s general manager, and terms of his original deal weren’t reported.  With the Bucs perhaps starting to turn the corner after their long rebuild, there wouldn’t appear to be any reason for ownership to move on from Cherington, if he hasn’t already been quietly signed to a new deal.  The Pirates already extended manager Derek Shelton back in April, in another hint that ownership is satisfied with the team’s direction.

Rays: Kevin Cash’s last extension was a lengthy six-year deal covering the 2019-24 seasons, with a club option for 2025.  It seems like a lock that the Rays will at least exercise that club option and seek out another multi-year deal, and Cash has a good case to argue for a Counsell-esque contract.  Widely considered one of baseball’s best managers, Cash is 739-617 over his nine seasons in Tampa Bay and has led the team to five consecutive postseason berths.

Red Sox: Alex Cora is entering the final year of his contract, and the Red Sox are coming off a pair of last-place finishes in the AL East.  Despite these results, the blame seems to have been placed on now-fired chief baseball officer Chaim Bloom, as there hasn’t been much indication that ownership is dissatisfied with Cora’s performance as manager.  Since Cora has hinted that he might like to run a front office himself in the future, it will be interesting to monitor if he might pursue those ambitions as soon as next offseason, or if he might sign a new extension with the Red Sox as manager, or if Cora could perhaps let the season play out and then accept bids from several suitors outside of Boston.

Rockies: In each of the last two Februarys, Bud Black has signed a one-year extension to tack an extra year onto his run as Colorado’s manager.  It wouldn’t be surprising to see Black do the same this spring, as past reports have indicated that Black and the Rockies are working on an unofficial roll-over arrangement with the manager’s contract status.  As loyal as owner Dick Monfort is known to be with his employees, however, one wonders if the Rockies’ 103-loss season in 2023 (or their five straight losing seasons) might lead to questions about Black’s future, even if the team’s roster construction or their boatload of pitching injuries last year can’t be blamed on Black.  For what it’s worth, the terms of GM Bill Schmidt’s deal weren’t publicized when Schmidt was promoted to the full-time position after the 2021 season, though Schmidt isn’t thought to be in any danger of being replaced.

Twins: Chief baseball officer Derek Falvey and GM Thad Levine are both apparently entering the final year of their contracts, though Minnesota has been known to be somewhat quiet about employee contracts (such as manager Rocco Baldelli’s last extension).  The duo known as “Falvine” have been on the job for seven seasons, with something of an all-or-nothing track record of either losing seasons or playoff berths, and the Twins were on the upswing again with an AL Central title in 2023.  Assuming either exec hasn’t already signed an under-the-radar extension, the Twins would seemingly be eager to retain both Falvey and Levine, though either could explore options elsewhere for at least leverage purposes.  For Levine in particular, he could be looking to lead his own front office, after being a finalist for Boston’s CBO job this fall and previously getting some consideration for front office vacancies with the Rockies and Phillies in recent years.

Yankees: Perhaps no skipper in baseball faces more public pressure than Aaron Boone, given how a lot of Bronx fans were calling for his ouster even before the Yankees missed the playoffs and won only 82 games in 2023.  Boone is entering the last guaranteed year of his contract, and the Yankees have a club option on his services for 2025.  For as much loyalty as owner Hal Steinbrenner and GM Brian Cashman have shown to Boone, it is hard to imagine the manager would be retained if New York doesn’t at least make the postseason again, and another miss could also raise some new questions about Cashman’s status (though his deal runs through the 2026 season).

When asked about the Pirates’ midseason collapse following a hot start, Cherington didn’t mince words, suggesting that the team simply wasn’t good enough to contend across a full 162-game season. On that note, he emphasized that improving the team will be his “sole focus” over the offseason; in other words, the worst of the rebuilding years are over. Going forward, the Pirates are going to make an effort to compete. That doesn’t mean they’ll be serious contenders for the NL Central crown right away, and the executive acknowledged as much, but it certainly seems like his goal is to field a winning ballclub.

In terms of moves to improve the roster in 2024, the GM spoke about potential trades and free agent acquisitions. In terms of trades, Cherington said he isn’t taking anything off the table right now, and he’d be willing to make a significant trade if he saw it as the best way to upgrade the roster. As for free agents, he didn’t rule out the possibility of some signings, but he cautioned that he doesn’t want to “lean on free agency exclusively” as a means of improving the club. On a similar note, he drove home the point that the most meaningful improvements need to come from players already in the organization. That means young guys like Oneil Cruz, Ke’Bryan Hayes, Jack Suwinski, Henry Davis, Endy Rodríguez, Johan Oviedo, and Quinn Priester stepping up and continuing to grow. Cherington also said he would consider extensions for some of the more established contributors on the roster, including Mitch Keller and David Bednar.

While he didn’t get too specific about potential targets in free agency, Cherington did say he might be open to “a different type of target” than he has signed in the past. That could mean a bigger-impact type of player on a longer-term deal, although the GM’s answer was deliberately vague.

One particular impending free agent he could talk about, however, was McCutchen, who remains under contract with Pittsburgh until the conclusion of the World Series. The former MVP was enjoying his best season in years until he tore his left Achilles tendon in early September. Presumably, both sides would be amenable to a reunion in 2024. Cherington said he plans to meet with the beloved veteran in the coming days to discuss his future with the Pirates.

That sub-.500 record might sink them in other divisions. They’re right in the mix in the Central, though, and Pirates president Travis Williams made clear in an interview with Jason Mackey of the Pittsburgh Post-Gazette that with the trade deadline approaching, general manager Ben Cherington will have the support of ownership to pursue upgrades that improve the team both in 2023 and beyond.

Pirates fans, in particular, will want to check out the full interview for Williams’ comments on the deadline, the 2023 MLB draft, potential contract extensions and more. By and large, however, Williams stressed that he and owner Bob Nutting will “give [Cherington] the opportunity or the freedom to do what he needs to do” in order to bring about a 2023 postseason berth if the opportunity exists. While the team president went on to say it’d be “silly” to forecast the context of the trade market and the moves his team might make with the Aug. 1 deadline so far down the road, he doubled down that the goal is now to “be a winning team, not only this year but for the long term.”

It’s worth again noting that the Pirates are in the midst of an eight-game freefall in the standings. While they’re currently still easily within arm’s reach of the division, Williams, Nutting and Cherington may well view things differently if the team can’t stop the bleeding and finds itself looking up at a more sizable deficit a month from now. It’s unlikely the Pirates would strike up deals for any rental players if they were eight-plus games out of the postseason chase, for instance. That said, the progress made this year and Williams’ mention of winning beyond the current season would likely still leave the door cracked for the Bucs to add some MLB talent that’s controllable through 2024 and beyond, regardless of the current season’s standings.

As far as potential areas of improvement, the Pirates have any number of avenues to explore. Pittsburgh ranks anywhere from the bottom-third of MLB teams to the middle of the pack club in terms of runs scored (300, 23rd in MLB), home runs, (67, 25th in MLB), rotation ERA (4.34, 16th in MLB) and bullpen ERA (4.41, 24th in MLB). Injuries have taken some of the shine of the team and strained the team’s depth. Shortstop Oneil Cruz underwent ankle surgery on April 10 and isn’t expected back until later this summer. Right-handers JT Brubaker and Vince Velasquez have both undergone season-ending elbow surgery. Relievers Wil Crowe, Jarlin Garcia, Jose Hernandez and Colin Holderman are all on the injured list.

The Bucs appear more set in some areas than others. Bryan Reynolds and Jack Suwinski have locked themselves into outfield spots with strong performances, and Andrew McCutchen is having a resurgent year between designated hitter and right field. The recent promotion of top prospect Henry Davis gives the Pirates three catching options and also puts Davis in position to solidify right field for the time being. Ke’Bryan Hayes isn’t hitting as well as hoped at third base, but his elite defense will keep him in the lineup regularly. Infielders Ji Hwan Bae, Tucupita Marcano and Carlos Santana have all struggled to varying extents with the bat, while utilityman Rodolfo Castro has hit fairly well but with shaky glovework.

In the rotation, Mitch Keller has enjoyed a long-awaited breakout — recent slump notwithstanding — while Johan Oviedo and veteran Rich Hill have provided nearly identical 4.30 and 4.31 ERAs, respectively, in a combined 29 starts. Top prospect Quinn Priester could get a look before too long, but the Pirates could certainly use some additional help on this front. In the bullpen, David Bednar has been his typically excellent self. Dauri Moreta and the currently injured Hernandez and Holderman have both filled key roles, too, but it’s been a top-heavy group that’s rotated more than a dozen relievers through the final few spots in the ’pen.

There’s still just under six weeks until the actual trade deadline, and as the recent streaks in both Pittsburgh and Cincinnati illustrate, the standings can change in only a fraction of that time. Still, it’s encouraging for Pirates fans to hear leadership discussing a buyer’s mentality this late into the season. If the Bucs can right the ship and remain in contention, they’ll be looking to add at the trade deadline for the first time since 2018.

Naturally, job security goes beyond just the terms of a contract.  One wouldn’t have imagined that the Rangers’ Jon Daniels or the Royals’ Dayton Moore were necessarily on thin ice heading into the 2022 season, yet the two longtime front office bosses were fired before the season was even over, as both Texas and Kansas City underachieved.  Likewise, former Astros GM James Click seemed like a sure bet for a long-term deal given Houston’s success, and yet due to some internal discord with owner Jim Crane, Click ended up leaving after the Astros offered him only (what seemed like a token of a) one-year extension.

The addition of the extra wild card spot could put even more pressure on teams to win, especially since the Phillies’ run from sixth seed to NL champions underlined what can happen if a club can just get into the postseason bracket.  In addition, some of the names on this list face uncertainty due to potential changes in team ownership — and as the Astros showed, no amount of on-field success can help if an owner simply wants someone new in the baseball ops department.

As always, thanks to Cot’s Baseball Contracts for reference information on some of these contract terms.

Angels: Phil Nevin was moved from third base coach to interim manager when Joe Maddon was fired in June, and Nevin ended up leading the Angels to an underwhelming 46-60 record in his first stint as a big league skipper.  Despite the lack of success, the Halos removed the interim tag by signing Nevin to a one-year deal, giving him a longer (but not much longer) opportunity to see what he can do as the team’s manager.  The Angels organization as a whole is in a fluid state given that a new owner might be running the club by Opening Day or soon thereafter, and yet in what looks to be Arte Moreno’s last offseason as the Halos’ owner, Anaheim has been pretty aggressive in adding roster pieces to try and find that elusive winning mix.  If Nevin can help get Mike Trout, Shohei Ohtani, and company to the playoffs or even over the .500 mark, it will greatly help his case for a long-term contract under the new owner….or, possibly a managerial job elsewhere if the new owner still wants to brings in their own personnel.

Astros: Hired in rather abrupt fashion in the wake of the sign-stealing scandal, Dusty Baker’s three seasons in Houston have resulted in two World Series appearances, and the 2022 championship represented Baker’s first ring as a manager in 25 seasons in the dugout.  Baker’s initial contract (one year and a club option) has been followed up by successive one-year deals that weren’t finalized until after the Astros’ playoff runs were over, but Crane has repeatedly stated that he prefers to avoid distractions by waiting until after the season to work out contractual matters.  Baker’s age (74 in June) might be another reason why Crane has resisted giving Baker a longer-term deal, so another extension might not come for Baker until October or November.  With the Click situation lingering as an odd footnote to Houston’s championship season, Baker at least seems to have more sway with ownership than the former GM did, yet the Astros might have to keep winning to ensure that Baker is back in 2024.

Athletics: GM David Forst has been a member of Oakland’s front office since 2000, and he’ll now finally take over as the top job in the baseball operations department after Billy Beane moved to an advisory role with the club.  As per the terms of Forst’s last extension, he is signed through the 2023 season, and there wasn’t any word of a new contract attached to the Athletics’ announcement of Forst’s new role.  As the A’s continue to search for a new ballpark in Oakland or a potential move to a new city, there’s a bit of flux involved throughout the organization, yet it would certainly seem like the A’s will continue their tradition of front-office continuity by giving Forst a new deal at some point.  Forst is currently shepherding the Athletics through their latest rebuild, but if an extension wasn’t worked out, he would likely quickly find work elsewhere given how many teams have tried to poach him for other front office vacancies in recent years.

Brewers: Craig Counsell has been managing the Brew Crew since 2015, and 2023 is the final year of the skipper’s current four-year contract.  Milwaukee is an impressive 615-555 under Counsell’s watch, with two NL Central titles, four postseason appearances and a trip to the NLCS in 2018.  However, 2018 was also the last time the Brewers won a playoff series, and the team’s postseason streak ended in 2022 despite a respectable 86-76 record.  It would still seem like Counsell would be a strong candidate to receive an extension, though there’s some uncertainty throughout the organization in the wake of David Stearns’ rather surprising decision to step down as the team’s president of baseball operations.  General manager Matt Arnold is now in charge of the front office, though past reports suggested that Arnold’s own deal only lasts through the 2023 season.  Brewers owner Mark Attanasio could have some inclination to pursue a new direction if the Brewers struggled next year, and if Arnold isn’t seen as a long-term answer, Attanasio could look for a new front office boss as Stearns’ true replacement, and a new PBO or GM might also want to make their own managerial hire.

Cardinals: 2023 is the final season of the three-year extension John Mozeliak signed in November 2019.  A member of the Cardinals organization since 1995 and the head of their front office since the 2007-08 offseason, Mozeliak has been working under the president of baseball operations title since 2017.  Michael Girsch was promoted to the GM role at that same time, and is signed through at least 2024 as per the terms of an extension signed back in October.  With Girsch’s deal in mind, it would seem like Mozeliak will also be extended again, as the Cardinals have enjoyed 15 straight winning seasons and have reached the postseason in each of the last four years.  This being said, the bar for success is always high in St. Louis, and the team hasn’t won a playoff series since 2019 and hasn’t reached the World Series since 2013.

Diamondbacks: Executive VP/general manager Mike Hazen was already under contract through 2020 when he signed a new extension in September 2019, and the length of that new deal wasn’t released.  As such, it is possible 2023 might be Hazen’s final year under contract.  Manager Torey Lovullo’s status is more public, as the D’Backs exercised their club option on his services for 2023.  Since the Diamondbacks haven’t had a winning season since 2019 and haven’t made the postseason since 2017 (Hazen and Lovullo’s first year in Arizona), ownership might be waiting to see if any significant progress is made before exploring an extension for either its GM or manager.

Dodgers: Andrew Friedman came to Los Angeles on a five-year, $35MM contract that covered the 2014-19 seasons, and he then signed a new extension of an unknown length after the 2019 campaign was complete.  If that extension was only a four-year pact, 2023 would be Friedman’s final season as the Dodgers’ president of baseball operations, barring another new deal.  Despite the relative lack of postseason success in regards to the Dodgers’ dominance of the regular season, Friedman’s tenure has still delivered one World Series title, and it would seem like he has as much job security as anyone in baseball.

Giants: Farhan Zaidi is entering the final season of his five-year contract as San Francisco’s president of baseball operations.  Through two years of rebuilding (and competitive baseball) and then a 107-win season in 2021, it seemed like the Giants had taken a fast track to success, but things took a step backwards with an 81-81 record last year.  Heading into with the winter with an aggressive mandate to spend and attract high-profile talent to the Bay Area, the Giants have added some notable players but fallen short on two superstars — Aaron Judge re-signed with the Yankees, while Carlos Correa had agreed to a 13-year, $350MM pact with the Giants before the team delayed finalizing the deal due to concerns stemming from Correa’s physical.  Correa immediately pivoted to the Mets on a 12-year, $315MM contract, and since the Mets reportedly have their own issues with Correa’s lower right leg and ankle, the situation has become less of a fiasco for the Giants than it initially appeared.  Team chairman Greg Johnson gave Zaidi a vote of confidence heading into the offseason, but it remains to be seen if ownership is satisfied with the aftermath of this very unusual winter.

Guardians: There hasn’t yet been any public word on the details of Terry Francona’s extension, but the reigning AL Manager Of The Year has already been confirmed as returning for the 2023 campaign.  Given Francona’s health issues, 2023 could be his final season in the dugout, but the Guardians’ front office and team owner Paul Dolan have both intimated that Francona can remain as manager as long as he is willing and able.  President of baseball operations Chris Antonetti also doesn’t seem to be in any danger, though the longtime Cleveland exec’s contract terms aren’t known.

Marlins: Kim Ng has a 137-188 record over her first two seasons as Miami’s general manager, though as usual with the Marlins, it isn’t clear how much of those struggles are the GM’s fault.  Derek Jeter’s departure as CEO last March left an upper management void within the organization, and while the Marlins have slightly expanded payroll in Ng’s tenure, they are still among the game’s lower spenders.  It could be argued that with Jeter and ex-manager Don Mattingly gone, Ng now freer rein to turn the Marlins in her own direction, beginning with the hiring of Skip Schumaker as the club’s new bench boss.  The terms of Ng’s contract weren’t publicly revealed, so 2023 could conceivably be the final guaranteed year of her deal — if so, some progress might be necessary to keep owner Bruce Sherman from starting yet another rebuild.

Nationals: President of baseball operations Mike Rizzo and manager Davey Martinez are both only signed through the 2023 season, as the Nationals exercised club options on both men back in July.  Wins and losses aren’t really a factor for the rebuilding Nats, but the ongoing search for a new owner certainly is, though the most recent reports haven’t given any clear timeline on when a sale might be finalized.  As a result, Rizzo and Martinez might each be facing a lame-duck season, with their fates unknown until a new owner is in place.

Orioles: The contract terms of GM Mike Elias and manager Brandon Hyde haven’t been publicized, though Hyde’s newest extension runs through at least the 2023 season.  Since the O’s were so quiet about extending Hyde, it wouldn’t be a surprise to learn that Elias was also extended at some point, continuing a tenure that began with the 2018-19 offseason.  Regardless of the details, it certainly doesn’t seem like either Elias or Hyde are going anywhere, considering how the Orioles had a winning record (83-79) in 2022 and seem ready to put their rebuild firmly in the rearview mirror.

Pirates: Speaking of rebuilds, the Pirates can only hope for a Baltimore-esque breakout next year.  Ben Cherington is entering the fourth season as Pittsburgh’s general manager, on a contract of an unknown length.  Manager Derek Shelton is concretely operating on a four-year pact, so 2023 will be his last guaranteed season, though Cherington has spoken glowingly about Shelton’s work in leading the young Bucs through the hard times of the rebuild period.  Extensions would keep Shelton and perhaps Cherington from being lame ducks in 2023, though there doesn’t seem to be any sense that either is in danger of being let go.

Rangers: Chris Young became the Rangers’ GM in December 2020, and he unexpectedly found himself in charge of the front office entirely once Daniels was fired in August.  The terms of Young’s initial contract weren’t known, and it doesn’t seem as though his surprise promotion came with any extra years added onto his deal.  The Rangers’ spending spree over the last two offseasons has left no doubt that ownership wants to win now, so Young’s own job could be in jeopardy if Texas struggles (or perhaps has a slow start) in 2023.  That said, Young’s past history as a player under manager Bruce Bochy surely played a role in convincing Bochy to become the Rangers’ new skipper, so Young has started to make his influence known in the Texas front office.

Reds: David Bell’s two-year contract is up after the 2023 season, which would be Bell’s fifth season as the Reds’ manager.  Cincinnati promoted GM Nick Krall as the leader of the baseball ops department following the 2020 season, and Krall has since been tasked with cutting payroll and setting the Reds on a rebuilding path.  Krall’s contract length isn’t publicly known, so 2023 probably isn’t a make-or-break season for Krall to help his job security, unless the team absolutely craters and the development of the Reds’ younger players hits a roadblock.  The same could be true of Bell, unless the front office feels a new voice is needed in the dugout to continue the progress.

Red Sox: The terms of Chaim Bloom’s contract as Boston’s chief baseball officer aren’t publicly known, though 2023 will be Bloom’s fourth season.  This is a notable threshold considering Bloom’s predecessors in leading the Red Sox front office — Cherington didn’t last four full seasons, while Dave Dombrowski spent slightly over four years on the job, from August 2015 to September 2019.  Those two executives led the Sox to World Series titles in those brief tenures, while under Bloom, the Red Sox have a pair of last-place finishes sandwiched around a berth in the 2021 ALCS.  Assuming ownership is still as impatient to win, Bloom might need the Sox to take a big step up in 2023 in order to keep his job.

Rockies: Bud Black has only one guaranteed year remaining on his deal, yet seems to be operating on what The Athletic’s Nick Groke reported as “a rolling year-to-year contract.”  Even considering how the Rockies traditionally operate on a system of loyalty and continuity, one would imagine that a fifth straight losing season might be enough to convince the team to pursue a new manager.

Royals: Similar to the Rangers’ situation with Young, Kansas City GM J.J. Picollo found himself atop the Royals’ baseball ops pyramid when Moore was fired in September, with no word of a contract extension attached to this change in responsibility.  The difference is that Picollo has had a much longer tenure in K.C. (having worked in the front office since 2006 under Moore’s leadership), and while owner John Sherman is undoubtedly eager to start winning, he hasn’t invested the hundreds of millions that the Rangers’ owners have in their struggling club.  Immediate success might not be expected in Picollo’s first year, but his chances of a longer deal might hinge on whether or not the Royals’ younger players start developing at a better rate, or if new manager Matt Quatraro can get more out of the young club.

Twins: The 2022 season completed the guaranteed portion of Rocco Baldelli’s initial contract with the Twins, which was a four-year deal with multiple club options attached.  Chief baseball officer Derek Falvey stated in September that Baldelli would be back next season, so at the very least, the Twins have exercised their option on Baldelli for 2023.  For what it’s worth, Falvey and GM Thad Levine are both under contract through 2024, and it is possible Falvey, Levine, and Baldelli might all be in hot water if the Twins can’t turn things around this coming season.  Minnesota followed up AL Central titles in both 2019 and 2020 with two losing seasons, and another sub-.500 campaign might make Baldelli the first one out the door, given his lesser contractual control.

White Sox: Executive VP Ken Williams (1997) and general manager Rick Hahn (2002) are each long-time members of Chicago’s front office, and have been in their current positions since October 2012.  Since the White Sox don’t publicize executive contracts, not much is known about Williams or Hahn’s status, other than that their last extensions came during the 2017 season.  It’s fair to guess that both might have received new deals since that time, but in any case, it may be a moot point given how owner Jerry Reinsdorf isn’t quick to make changes in the front office.  The hope is that new manager Pedro Grifol can succeed where Tony La Russa didn’t, and there hasn’t been any sense that Williams or Hahn might be on the hot seat, though that could possibly change if a White Sox team built to win now stumbles again.

While both L.A. and Toronto could make sense as speculative fits for Reynolds, neither has been reported as in discussions with the Pirates. That’s not true of the Yankees though, and Morosi further reports that New York has been in contact with the Pirates over the past few weeks. The Yankees’ major remaining off-season need is a left-fielder so the switch-hitting Reynolds makes plenty of sense, especially given the free agent market has thinned out considerably following Andrew Benintendi and Michael Conforto finding new homes.

As Morosi notes, one roadblock to a deal could be Pittsburgh’s desire for a starting pitcher to headline the deal. The Yankees’ system is headlined by position player prospects such as Anthony Volpe, Oswald Peraza and Jasson Dominguez. Their top starting pitcher prospects, according to Baseball America, are Randy Vasquez, Will Warren and Drew Thorpe, but all three project as back-of-the-rotation types rather than the frontline starter Pittsburgh is seeking. Clayton Beeter shot up New York’s prospect charts after coming over from the Dodgers in the Joey Gallo trade and would be an intriguing name to watch, but unlikely to headline any deal.

A potential trade of Reynolds would help to free up the surplus of outfielders the Pirates have. Alternatively, as Rob Biertempfel of The Athletic writes, general manager Ben Cherington could package up one of his lesser-known outfielders with other prospects in a deal, possibly for a starting pitcher.

“We would still like to add a starting pitcher. That market’s been strong, but we continue to stay engaged with some free agents and trade opportunities. Both of those can be hard to speculate, in terms of how likely it is to line up. We’d also like to add another position player, if we can,” Cherington said.

As things stand, the Pirates are slated to go with some combination of Reynolds, Jack Suwinski, Miguel Andujar and Connor Joe in the outfield at the major league level, with Ji Hwan Bae, Calvin Mitchell, Canaan Smith-Njigba and Travis Swaggerty options as well, so it certainly makes sense that the Pirates could dip into that group to try and bolster another part of the roster.

Biertempfel’s report also provides some update on shortstop Oneil Cruz, who sustained an ankle injury playing winter ball in the Dominican Republic.

“He does have some swelling. He’s not gonna play right now and let that calm down. We’re going to try to get him to the States after the holidays, just to be sure about what’s going on. But all reports so far are that it’s a relatively minor thing. It should pass without being too much of an issue,” Cherington said.

While there’s nothing definitive there, it doesn’t seem like there’s too much concern over Cruz’ status from the Pirates. After belting 17 home runs and slashing .233/.294/.450 across 361 plate appearances, Cruz finished sixth in NL Rookie of the Year voting, and looks set to be Pittsburgh’s opening day shortstop in 2023.

“I don’t know if we will, but we could if we wanted to or the right matches lined up,” Cherington said.

The Bucs were reportedly interested in adding Kyle Gibson before he wound up signing a one-year, $10MM deal with the Orioles. It’s unknown whether or not the Pirates got to the point of making an offer to Gibson, but their interest there can be used to identify potential other targets, and Biertempfel names Jordan Lyles and Ryan Yarbrough as possible options.

Roansy Contreras and Mitch Keller are both penciled into the top two spots in Pittsburgh’s rotation. Contreras flashed some quality stuff in his rookie year, while Keller put together his best season with the Pirates, making 29 starts and pitching to a 3.91 ERA. JT Brubaker is the other name who will certainly return as a back-of-the-rotation arm.

Outside of that trio, the Pirates have Bryse Wilson, Johan Oviedo and Zach Thompson as options. They also have a number of pitching prospects breaking into the upper-minors, and it wouldn’t be a surprise if Luis Ortiz, Quinn Priester, Kyle Nicholas or Mike Burrows are part of the picture at some point next year.

Nonetheless, a veteran addition to stabilize things makes plenty of sense. Cherington’s comments certainly don’t sound like it’s likely that the team signs two veteran starters, but at least one should arrive. Biertempfel’s report also notes that Cherington is willing to consider the trade market for options, as well as looking into multi-year deals.

Pittsburgh’s had a lot of success with low-profile additions to their rotation in recent years. In 2021, they signed Tyler Anderson to a one-year, $2.5MM deal and flipped him to Seattle at the deadline for prospects Carter Bins and Joaquin Tejada. This year, Jose Quintana joined on a one-year, $2MM pact, he excelled and the Pirates were able to get Oviedo and Malcolm Nunez from the Cardinals at the deadline. Another deal with a low-cost addition that the Pirates can potentially turn into a trade chip at the deadline seems likely next season as well.

This young core is key to the Pirates’ rebuilding strategy, but some veteran help may be added at specific positions.  Cherington noted that first base, the starting rotation, and catcher are all areas of need to some degree, though in case of the catcher spot, the GM said “we feel increasingly good about that position, organizationally, certainly.  At the major league level, really like the job that Jason Delay and Tyler Heineman did.”

This might count out a new deal with Roberto Perez, though Cherington said the Pirates “are keeping the door open” on Perez’s status.  Signed to a one-year, $5MM contract last winter as some veteran reinforcement behind the plate, Perez played in only 21 games before undergoing a hamstring surgery that cost him the rest of the season.  This makes it two straight injury-marred seasons for the veteran backstop, and while Perez is a two-time Gold Glover with a strong defensive track record, his checkered recent health situation will certainly lower his free agent price tag, if he lands a guaranteed deal at all.

A lower price, of course, helps the chances of Perez remaining in Pittsburgh, as the payroll is once again a key factor in the Bucs’ offseason decisions.  Cherington again reiterated that “I really believe that we have the resources to win and that once we start winning, we’ll be able to sustain that,” and yet until that corner is turned, there doesn’t seem to be any expectation that the Pirates will make any significant expenditures.

Pittsburgh fans have long been critical of the Pirates’ lack of spending, as ownership didn’t much stretch the budget during the Bucs’ last stretch of winning baseball (three straight postseason appearances from 2013-15).  The promise of increased spending down the road isn’t exactly welcome to a fanbase impatient for success, but Cherington said his front office is concentrating on the present realities of its rebuild process.

“I don’t believe focusing on payroll is the right thing to focus on in a town like Pittsburgh, in a place where a winning team is not going to be built in a way that is in other places,” Cherington said.  “I understand where the question comes from, but the way we wake up every day and do our work, it’s just not the thing that we think about.”

As such, the Pirates won’t be breaking the bank to address their offseason needs, though first base has traditionally been a position where some solid production can be found at a lower price.  The same could be true of the rotation, and the Bucs had success in this area last offseason with Jose Quintana’s bounce-back year after signing a one-year, $2MM free agent deal.  In terms of a general wishlist, Cherington is hoping to add more strikeouts to the pitching staff, and more runners on base for the lineup as a whole, not just at the first base spot.

Cherington said in August that Derek Shelton would be returning as Pittsburgh’s manager, and on Friday, Cherington added that the coaching staff would also be retained, apart from “considering someone getting an opportunity somewhere else or something like that.”  If anything, Cherington hinted that the Bucs might add more personnel to what is already a deep coaching staff.

“I love working with Shelty and this staff.  They work their tails off every day and care so much about getting this right,” Cherington said.  “I’m so confident at the level of effort this staff puts in and I’m looking forward to this group benefiting from the fruits of their labor.  I think they will as our roster matures and gets stronger.”

Naturally, Shelton’s record is far from a determining factor in his job security, given how little he has been given to work with on Pittsburgh’s roster.  As Cherington noted that “I think we’re at a moment in time (when) progress should not be measured entirely by wins and losses,” and that “I really do believe we’re making progress in a lot of ways that isn’t showing up — it’s not going to show up publicly — but will help lead us to success” in the future.

While the Bucs have only a 47-72 record, the 2022 season has seen such notable youngsters as Oneil Cruz, Roansy Contreras, Rodolfo Castro, and Tucupita Marcano all get more of an extended look at the big league level.  Bryan Reynolds has already established himself as an All-Star caliber player, David Bednar has emerged as a quality closer, and Ke’Bryan Hayes has become one of baseball’s best defenders, so the active roster isn’t bereft of productive talent.  Plus, many of the top prospects acquired since Cherington took over in November 2019 have yet to even reach the majors.

With all this in mind, it is simply too early to evaluate many aspects of the Pirates’ rebuild, with Shelton’s performance as manager being one of those rather unknown quantities.  Since a season still remains on Shelton’s deal, it would’ve been perhaps more of a surprise if a managerial change did happen, as such a move would’ve indicated that Cherington or ownership had some issue with how Shelton was shepherding the Pirates’ young talent.  The Athletic’s Ken Rosenthal observed back in April that “Shelton has served almost as an assistant general manager” to Cherington, and the fact that Shelton received a four-year commitment in his first managerial job perhaps speaks to the early confidence that Cherington showed.

Both Cherington and Shelton (in a radio interview earlier this week) declined to say whether or not any talks had been held about a possible contract extension.  A new long-term deal, of course, would be the clearest sign of the Pirates’ faith in their manager, though it is also pretty common for teams to give skippers even a one-year extension just to avoid any “lame duck” perception.  At this point, it seems a pretty safe bet that Shelton and the Pirates will work out at least a shorter-term deal, even if such an agreement might not be official until around the start of the 2023 season.

Some more notes from around baseball…

• Most players make changes in the wake of a rough season, but Shohei Ohtani faced the increased challenge of overhauling himself as both a hitter and a pitcher after a 2020 campaign the Angels star called “pathetic.”  Ohtani’s offseason endeavors included a trip to Driveline Baseball, Fabian Ardaya of The Athletic reports, and Ohtani and his agent Nez Balelo told reporters that the pitcher/DH has adopted a new training regiment, a new diet, and made changes to his swing.  Ohtani’s training has been helped by the fact that he is now recovered from a flexor strain that limited him to 1 2/3 innings as a pitcher in 2020, which came after not pitching at all in 2019 due to Tommy John surgery.
• Robbie Ray’s foray into the open market didn’t last long, as the southpaw re-signed with the Blue Jays shortly after the free agent period opened in early November.  This gave Ray more time to spend with Jays coaches on trying to correct his form following a mediocre 2020 season, Ray told reporters (including The Toronto Star’s Gregor Chisholm).  Ray made changes to his arm slot prior to the 2020 season, which may have led to such disastrous results as a 6.62 ERA and 45 walks over just 51 2/3 innings with the Diamondbacks and Blue Jays.
• The Pirates are still in the early stages of a rebuild, and GM Ben Cherington gave an outline of the team’s basic plan to Jason Mackey of the Pittsburgh Post-Gazette and other reporters.  Modeled after how other clubs have undergone rebuilds, Cherington broke it down into three steps: talent accumulation, developing that talent, and then adding to that talent base through trades and free agency.  The general manager also made it clear that the Bucs are still in the first step, as “whatever improvement we’ve seen in our overall organizational talent — and I think we have seen some improvements in the last year — it’s not enough.  We’ve got to keep going.  We’ve got to be one of the stronger organizations just in terms of overall talent to give ourselves the best chance to win.”

• Framber Valdez will start game two of the ALDS for the Houston Astros on Tuesday with a chance to go up 2-0 in the series. But there was a version of events in which Valdez never would have been employed by the Astros at all. Valdez told reporters Monday that he was actually signed by the Brewers back in 2015, but he was released after a failed physical (Twitter link via Chandler Rome of the Houston Chronicle). The lefty didn’t elaborate as to what brought about the failed the physical, and given the range of possibilities, it’s not worth speculating. The Astros signed the hard-throwing southpaw on March 18, 2015 as an amateur free agent out of the Dominican Republic, and he made his big-league debut in 2018. This season was his real breakout, however, as he locked down a spot in the Astros’ rotation with a 3.57 ERA/2.85 FIP in 70 2/3 innings before turning in a dominant, five-inning relief showing in Game 1 of the Wild Card round.
• Pittsburgh Pirates GM Ben Cherington continues to re-make the organization that hired him as General Manager back on November 18, 2019. Lots has changed in the year plus that Cherington has been in charge, but a long rebuild still lies ahead. Given the revenue dips caused by the pandemic, it’s not particularly surprising that today’s news regards a “mix of firings and not renewing contracts,” per Jason Mackey of PG Sports Now (via Twitter). Among those not returning to Pittsburgh are strength coach Jim Malone, head athletic trainer Bryan Housand, and senior advisor Nick Leyva, among others it seems. Given the trends we’re seeing in the industry, it would not be surprising to see these positions either filled internally or not filled at all.

Make no mistake, the American League has its share of heartbreak. The Mariners have yet to return to the playoffs after their 116-win season in 2001. The Rangers are far away as ever from capturing their first World Series after the so-close-you-can-taste-it near-misses of 2010 and 2011. Fans of the Astros and Red Sox have suffered different brands of heartbreak after the legitimacy of their recent winners was called into question. 

But in the National League, the Rockies, Marlins, and Pirates have never won their respective divisions.

Granted, the Pirates were crowned champs of the National League East 9 times, including a three-peat for Jim Leyland’s clubs from 1990 to 1992 and a title-winner way back in 1979 – but since they moved to the NL Central in 1994: goose eggs. That’s a 26-year-run without a divisional crown, a mark of futility eclipsed only by the Rockies and Marlins. Colorado and Florida both entered the league in 1993, and neither has landed the top spot in their division in the 27 seasons since. 

Back in the junior circuit, every team in the AL East has won since 2010 (Tampa Bay). In the Central, the White Sox have the longest drought (11 seasons), going back to their first-place finish in 2008. Everyone in the AL West has taken their turn at the top since 2012 – except the Mariners, of course, who won the division in 2001 and 1997.

But each division in the National League has its slow-and-steady competitor, so let’s take a quick look at each.

Colorado Rockies

Of these three clubs, the Rockies’ reputation took the fewest hits over the last 27 years. The Blake Street Bombers hold a particular place in baseball lore, and there’s a general sense of “unfortunate circumstances” around the Rox because of the thin air in Colorado. The impossibility of housing a winning pitching staff at Coors Field is baseball cliche now, but that doesn’t make the challenge any less potent.

Here’s what I wrote of Colorado in their Offseason In Review post back in March: “Colorado pitching, after all, has proven one of the more frustrating team-building challenges in the major leagues. The Sisyphean task of constructing even a league-average pitching staff at Coors Field persists year-after-year. Over the course of their 27-season history, the Rockies posted a league-average or better team ERA just three times (2010, 2009, 2007). In 2010, Jim Tracy’s 83-win squad finished with an exactly-league-average ERA, but those other two seasons — 2009, 2007 — happen to be two of the only three seasons in which the Rockies won 90 games in their history.”

Adding to the task at hand for Colorado, there’s at least a possibility that ownership believes this team is better than it is. They lost 91 games last year and have exhibited zero financial flexibility. If they end up losing close to 90 games again (or the equivalent in whatever kind of season is played in 2020), then the Rockies are still probably in the decline phase, not yet having rebooted into a full-blown rebuild. Rebuilds, of course, are time-intensive when done right, and very time-intensive when rushed.

The Rockies have made the postseason a handful of times, and they won the pennant in 2007, but they’re caught in no-man’s-land now. The Dodgers have won the division 7 years running, and Walker Buehler, Cody Bellinger, and company have plenty left in the tank. The Padres’ stable of young arms makes them one of the more intriguing up-and-coming teams in the league, and the Diamondbacks continue to impress with their ability to retool on the fly. After coming within a play-in game of taking the crown from the Dodgers in 2018, the Rockies might have missed their best shot.

Miami Marlins

The Marlins entered the league at a tough time to be a member of the NL East. The Atlanta Braves held a hammerlock on the division, taking the crown every season from 1995 until 2005 (they were in the NL West before that). To their credit, the Marlins made themselves into a competitive squad pretty quick, making the playoffs as a wild card in 1997, just their fifth season of existence. The organization made its name the year after, however, in selling off the pieces of their World Series winner and cratering into a 108-loss squad. After that horrid 1998 season, it took the Marlins five more years to get back to the playoffs again, at which point it was second-verse-same-as-the-first. They didn’t sink quite so fast or quite so far the second time around, but they also haven’t recovered (no playoff appearances since 2003).

That said, the Marlins have begun to see the light from their decade-plus in limbo. MLBTR’s own Mark Polishuk wrapped up the Marlins offseason back in March with this: “It’s a sign of progress, however, that the scorched-earth phase of the rebuild seems to be over.  Villar, Kintzler, or other veterans on short-term deals could well end up being moved at the trade deadline, but it doesn’t seem like younger talent is on the move…Miami seems ready to find out if the young players it already has in the fold could end up being part of that next Marlins winner, and it will be intriguing to see which of the pitchers and position players take that next step in 2020.”

The current era of Marlins baseball is best known for shepherding the likes of Giancarlo Stanton, Christian Yelich, and Marcell Ozuna out of town prior to the 2018 season. But they’re also a unique entrant on this mini-list because they won not just one, but two World Series titles over this span. Derek Jeter now helms the organization, and though they don’t have that face-of-the-franchise type player soaking up their spotlight, they’ve become increasingly competitive. Heading into whichever season of baseball comes next, they’ll have a decent collection of starting pitchers to keep them in games – with a smaller host of position player prospects nearing the majors. Whether they have that franchise-changing talent in the upper ranks is unclear. Business might not yet be booming in Miami, but it’s better. 

Pittsburgh Pirates

As stated above, it’s a bit unfair for the Pirates to be lumped in with the expansion clubs from the nineties, as they do have a history of success in the major leagues. They have 9 division crowns, 7 World Series appearances, and 5 World Series banners. But that’s all ancient history.

Since moving to the NL Central in 1994, the Pirates are a firm contender for the most moribund franchise in the sport. The departure of Barry Bonds after the 1992 season put an unfortunate face on their decline – much in the way that Babe Ruth’s departure doomed Boston baseball for so long – but there has been ample time to rebound from those back-to-back game 7 losses to Atlanta in 1991 and 1992.

In the time since the Pirates’ primary distinction is claiming the title for the longest streak of losing seasons in North American sports history. Forget about division titles. The Pirates weren’t able to finish over .500 one time from 1993 to 2012.

Pittsburgh fans finally had something to cheer for in 2013 when Clint Hurdle’s club broke through with 94 wins and a wild card berth. They even won that first playoff game against the division rival Cincinnati Reds and pushed another rival – the Cardinals – to five games in the NLDS. The club followed its star outfield of Andrew McCutchen, Starling Marte, and Gregory Polanco to two more wild card berths in the following two seasons. Unfortunately, they were unable to get more than one playoff game in either of those years.

After finishing over .500 again in 2018, last season brought on a complete reset. Most of the organizations’ management turned over, and the remaining faces of those competitive clubs – Hurdle, Marte – were also sent packing. The organization is now in the hands of GM Ben Cherington, but they’re facing a complete philosophical overhaul. While they have talent, they’re not an easy club to put a timeline on returning to contention. Not until they put together a pitching staff with a more effective (and less pugilistic) philosophy. The division isn’t dominated by one team like the current AL West, but the Cardinals build a winner year after year, and the Cubs and Brewers aren’t far off in terms of their recent consistency.

Looking ahead, a shortened season in 2020 could open the window for a bizarre sort of division champ. All hope is not lost. On the whole, however, I don’t think there are a lot of pundits who would pick any of the Rockies, Marlins, or Pirates to breakthrough next season. Still, it’s bound to happen one day, right? All three teams will work to end their respective droughts, and in the meantime, thank goodness for the wild card.

(Poll link for app users.)

(Poll link for app users.)

Seven years ago, I polled many MLB executives on their advice for high school students with front office aspirations.  With so many new executives in the game since then, I decided to move a bit further down the career path and ask this question:

What one piece of advice would you give to a college student who hopes to work in baseball operations one day?

I posed this question to many of MLB’s top-ranking baseball operations executives.  Just like the rest of us, these people are currently sheltered in place with their families trying to get some work done in these difficult and strange times.  The following ten execs kindly took the time to answer my question: Ross Atkins of the Blue Jays, Jeff Bridich of the Rockies, Ben Cherington of the Pirates, James Click of the Astros, Mike Elias of the Orioles, Derek Falvey of the Twins, Matt Kleine of the Brewers, Dayton Moore of the Royals, Brodie Van Wagenen of the Mets, and Dick Williams of the Reds.  Their answers are below.

I always think of the creative examples of how several of the current team’s GMs and Presidents got their foot in the door when asked this question. Without sharing those ideas specifically, I tell the individual who asked to think of something that they can bring to the table today that would be beneficial for a baseball operations team. Is there something that they do or can do that would have an immediate impact even if very small. It could be data analysis, programming, scouting, performance coaching, or leadership/communication application but ideally in the form of a project or deliverable and in a perfect world something that the organization doesn’t already have.

I believe that if those looking to get into baseball have excelled in other arenas they should think about how they have done that and share that in a way that is applicable to baseball as that is usually an attractive approach to those who are deciding to add to their operations teams.  – Ross Atkins, Blue Jays Executive Vice President, Baseball Operations & General Manager

In terms of trying to trying to get into the world of baseball operations out of college, mindset and attitude will determine a lot. Create for yourself a mindset built around relentlessness, flexibility and hard work. The typical college school year and/or graduation timeframe do not lineup perfectly with when most Major League teams are hiring. So there could be some lag time between leaving college and getting hired.

Also, there usually are hundreds, maybe thousands, more applicants for jobs than there are jobs available. So chances are you’ll hear a bunch of “Nos” before you hear a “Yes”. That’s where relentlessness, flexibility and work ethic come into play. Your first opportunity in the baseball industry may not come in the perfect shape, size and package that you desire – but that’s OK. Be flexible in what you are willing to do and where you’re willing to work (be that departmentally or geographically).

At some point in your job search, you may feel like you are being annoying or that you’re bothering team employees too often. But know that relentlessness and persistence often pay off. It’s tough to count up how many times we have said over the years, “You have to give that person credit for his/her persistence,” whether we hired that person or not. If the worst outcome is that you are not hired (yet) but you are given credit for your relentless desire to work in the game, then it’s worth it.

Finally, look at the job search process like it is a job in itself. Put in the time. Make sure your resume is as good as it possibly can be. Ask thoughtful questions of any and all people who could help you. And always be ready – after you’ve sent off your resume and applied for a job, you never know when a team might call you. Those people who are ready for an in-depth discussion at a moment’s notice usually make a good first impression.  – Jeff Bridich, Rockies Executive Vice President & General Manager

It’s hard to narrow down to one but if I had to I’d say finding opportunities to solve complicated problems in groups. Almost all of the work we do in baseball operations focuses on assessing, predicting, or improving human performance. Human performance is complicated. Almost none of the work we do in baseball is done by ourselves. Just about everything we do is done by teams of people. So I’d say the more practice combining those two things the better.  – Ben Cherington, Pirates General Manager

There’s no magic bullet, no secret code to getting into baseball. All of us have a unique story about how we got here, so play to your strengths and put yourself in as good a position as possible to take any job that you’re offered, even if – especially if – it’s not in the area in which you see yourself long term. Every job is an opportunity to show what you can do, a chance to gain valuable experience and perspective on how the game works, and to make sure that this lifestyle is something you want to take on. Finally, don’t get discouraged! It took a lot of us a long time to get into the game, but it’s worth it.  – James Click, Astros General Manager

I think there are so many public forums today to showcase your work online. Whether it’s contract analysis, data analysis, or scouting evaluation that you want to do, you can start to build this body of work on your own, before anyone hires you. It is so helpful when we are interviewing when someone has a portfolio already started. It shows how you work and think, but also shows initiative and that you are truly passionate about this line of work.  – Mike Elias, Orioles Executive Vice President and General Manager

I’d recommend that you don’t wait around for the perfect opportunity to come your way and instead find a way to create one. People who want to work in baseball will reach out and say they’re just waiting for that “break” to come their way. It’s not uncommon that a year later we’ll hear from them again still waiting for that opening to show up.

My suggestion – dive into a topic within the game that interests you, learn as much as you can about it, and then generate a work product that shows you have the baseline skills and passion to impact a baseball operation as soon as you walk through the door. Don’t be afraid to try something because you might fail. Of all the resumes we get, it’s the ones that are accompanied by a work product (and therefore a willingness to put yourself out there) that generate the most interest.  – Derek Falvey, Twins President of Baseball Operations

My advice to students is to create baseball-specific opportunities for yourself. Don’t wait for them to come to you. Volunteer to capture video, analyze data or operate pitch tracking software for your school’s team. Connect with your Sports Information Director and ask how you can help. Learn SQL. Learn Spanish. Contact baseball-centric websites and volunteer your time. Devise your own work product that attempts to solve meaningful questions you believe are currently unanswered within the public sphere. This is especially important because providing MLB clubs with examples of self-driven work product showcases your curiosity, thought process, and reasoning. It’s equally as important – if not more so – than a strong resume.

Students should also understand that our approach to hiring is shaped by our constant pursuit of the next marginal win. How can the next hire help us win games both today and in the future? Students who approach us with hard skills, novel work product and a strong resume quickly move to the front of that line.  – Matt Kleine, Brewers Vice President – Baseball Operations

As it pertains to teams and front office, compatibility is the most important trait. This will only exist if you have an above and beyond attitude with the commitment to do the jobs that others simply find meaningless. You must have an “others first” mindset and model that behavior. Finally, never stop looking at this game from the eyes of your youth. – Dayton Moore, Royals Senior Vice President – Baseball Operations/General Manager

1. When interviewing with a prospective employer/executive, be specific about the area in which you want to work. Prove to your audience that you have you done the research in his/her area of focus. This will enable you to be versed enough to hold a meaningful conversation. Those who want a “PARTICULAR job” are much more compelling than those who simply just want “a job.”

2. Be willing to work in any city that has an opportunity to further your pursuits. Don’t let geography limit your search.  – Brodie Van Wagenen, Mets Executive Vice President & General Manager

The best way to get your foot in the door is to figure out how you can solve a problem for me that I may not have even known I had. It makes for a much more effective cold call when you email your resume into an organization if you can articulate what you can do that the Reds are not doing today that could make us better. At least it makes us more likely to read further.

Keep abreast of the evolving trends in the industry and tailor your coursework accordingly. If you have baseball experience, focus on adding database management or machine learning or something technical. And if you are technically skilled, work on adding the baseball experience however you can.  – Dick Williams, Reds President of Baseball Operations