A month after signing starting pitcher Brayan Bello to a six-year extension, the Boston Red Sox are at it again, this time extending rookie center fielder Ceddanne Rafaela on an eight-year deal worth $50 million. If Rafaela sticks in the majors long enough this season to earn a year of service time, this extension will prolong his free agent eligibility for two years; either way, he’ll be paid a guaranteed salary through the 2031 season.

How you feel about Rafaela comes down to just what you think about his defense. Eric Longenhagen and Tess Taruskin rated Rafaela as the only prospect on THE BOARD last year with a 70 present value for defense and the only one with a future value of 80. They were hardly alone in their praise for his glove, either, as other outlets such as Baseball Prospectus and MLB Pipeline also gave complimentary reviews to his leathercraft.

While prospect writers have occasionally missed on the eventual defensive performance of prospects – Gregory Polanco comes to mind – Rafaela certainly hasn’t shown anything in his limited time in the majors that refutes these views. Measuring minor league defense, as opposed to viewing it, is fraught with obvious peril, but the defensive estimates that ZiPS uses for minor leaguers also love his glove. ZiPS uses a Total Zone-esque measure from Gameday hit locations, similar to Sean Smith’s methodology from nearly 15 years ago. Yes, we’d prefer to have something like OAA or DRS or even UZR for minor leaguers publicly available, but we don’t, so we have to generally be more conservative about conclusions drawn from the data. But for what it’s worth, these estimates, which I call zDEF, had Rafaela as an elite defensive center fielder in the minors in 2023.

Incidentally, zDEF had Rafaela at +3 as a shortstop total for his minor league career, so if the circumstances warranted it, it wouldn’t necessarily be the craziest thing to see him follow in the footsteps of another former Red Sox prospect, Mookie Betts, and move back to shortstop at some point, though that certainly is not why Boston signed Rafaela long term.

Let’s run the eight-year ZiPS for Rafaela.

All told, ZiPS would happily offer him an eight-year, $67 million — $17 million more than what the Red Sox gave him.

One thing to take into consideration: So long as Rafaela’s glove is excellent, he doesn’t need to take a big offensive step forward to be worth his contract. ZiPS has Rafaela hitting for a skosh more power, enough to get his OPS+ and wRC+ into the 100 range during his peak years, but not sufficient to make him a superstar. As a result, his projections keep him in the solidly above-average territory – he’ll likely have an All-Star appearance or two during an up year – but comfortably below star status. These offensive numbers make him slightly better offensively than the inevitable comp given for him, Jackie Bradley Jr., who put up a 93 OPS+ over parts of eight seasons in Boston and was a few runs better defensively than Rafaela’s projections. Suffice it to say, if ZiPS’s natural conservatism with minor league defensive numbers ends up lowballing Rafaela, he’d be a steal at this price and put up WAR numbers in the range of Kevin Kiermaier’s best years.

As an offensive player, Rafaela remains a work in progress. In nine games this season entering Tuesday, he’s hitting .233/.286/.400 with two triples and an 85 wRC+. He’s actually gotten better at making contact, going from a 69% contact rate at Triple-A last year to 73% in the majors so far. Admittedly, this improvement has come in a small sample — he’s made just 124 big league plate appearances combined between his 2023 late-season debut (72.1% contact in 89 PA) and this year (76.3% in his 35 PA) — but it is still encouraging.

That said, he remains far too aggressive at the plate, especially when you consider his specific profile as a hitter. Unlike his teammate Rafael Devers, who also swings at a pretty high rate of pitches out of the zone, Rafaela doesn’t hit the ball particularly hard; Devers has power to spare, so even though he doesn’t make as much hard contact on pitches out of the zone — his average exit velocity drops to 85.5 mph, down from 94.9 mph on in-zone pitches — he can still do damage. Rafaela doesn’t have that luxury. Instead, he is a speedster (ranking 28th in sprint speed this season among 202 qualified players) who plays his home games at Fenway Park, one of baseball’s best parks for batting average. He should be incentivized to have a more contact-oriented game than most other batters. His contact skills appear to be improving, but he won’t get the most out of his game if he keeps chasing pitches that’s he unlikely to hit.

The Betts trade and the departure of Xander Bogaerts are still, rightfully, pain points for Boston fans. But since then, the Red Sox seem to be making a better effort to retain the players they develop, first with the Devers extension in January 2023 and now with Bello and Rafaela. Ultimately, winning is the only thing that will make things better in Boston. Keeping Rafaela in town should be an important step toward that.

Mookie Betts, Shohei Ohtani, and Yoshinobu Yamamoto walk into the Dodgers clubhouse in 2032, where… they’re greeted by Will Smith. There’s no punchline to this setup because it’s not joke, as the All-Star receiver has joined those other three Dodgers in inking a deal that’s at least a decade long. On Wednesday, the day before his 29th birthday, Smith agreed to a 10-year, $140 million extension.

Smith has already helped the Dodgers win a World Series and established himself as one of the game’s preeminent catchers. He’s second in WAR among catchers since 2019, the year he debuted, with his 15.8 WAR trailing only the 19.8 WAR of J.T. Realmuto, who took nearly 500 more plate appearances over that same stretch. He’s tops among all catchers for the 2021–23 stretch with 12.9 WAR, a span over which he and Realmuto (who had 12.6 WAR) had nearly identical PA totals. Though he still had one more year after this one before becoming eligible for free agency, he and the Dodgers had wanted to hammer out a long-term deal for a while, so much so that according to MLB.com’s Juan Toribo, the two sides had engaged in extension discussions “each of the last few seasons.”

Smith is coming off an admittedly uneven season. Though his 119 wRC+ was the lowest mark of his five-year career, he posted his second-highest WAR (4.4). He hit .261/.359/.438 with 19 homers in 554 plate appearances, but tailed off after a hot start:

Smith made his first All-Star team (!) on the strength of that first half, but even then, all wasn’t quite well. On April 12, he suffered a concussion when a foul ball hit his mask and missed two weeks of action. Three days after returning, on April 30, he was hit by a Jake Woodford sinker. He suffered a broken rib and an oblique strain but played through them, and doing so created some bad habits with regards to his mechanics. From a September 22 piece by Jack Harris in the Los Angeles Times:

Instead of his typically smooth, compact inside-out swing, Smith said his bat path has been too “out to in” lately, leading to more whiffs and mis-hits on pitches he used to crush.

He said his front side is opening up too much, causing him to cut across the ball instead of driving it with his easy pop.

… Added [manager Dave] Roberts: “There was probably a little bit of guarding [the injury] initially after. And then when you’re talking about the rib, the oblique, that sort of dovetails into some changed mechanics.”

Particularly with the Dodgers’ awareness of his slump, the team probably should have dialed Smith’s workload back a bit more than it did; he matched his 2022 total of 106 starts behind the plate but DHed only 14 times, compared to 25 the year before. He had enough success in ironing out his mechanics that he went 5-for-12 with a double and a triple in the Dodgers’ three-and-out Division Series loss to the Diamondbacks, and he’s off to a 6-for-14 start this year, so there’s no reason to think he’s permanently broken.

As for the contract, it’s the longest ever for a catcher, surpassing the eight-year extensions of Joe Mauer, Buster Posey, and Keibert Ruiz, who came up in the Dodgers’ system, generally a level behind Smith, before being traded to the Nationals in the Max Scherzer blockbuster in 2021. Smith’s deal isn’t nearly as lucrative as either the Mauer or Posey ones for $184 million and $167 million — and that’s without adjusting for inflation, as both of those were signed more than a decade ago. In terms of unadjusted average annual value, Smith’s $14 million a year ranks just 12th among catchers historically and fourth currently, according to Cot’s Contracts. On an annual basis, that $14 million average comes to only about 60% of the $23.1 million that Realmuto, the game’s highest-paid catcher, is making.

That AAV requires adjustment, however, because as with the Ohtani and Betts deals — and those of Freddie Freeman and Teoscar Hernández, so long as we’re on the subject of the Dodgers — a significant amount of the money is deferred. In his case, it’s $50 million, with the team paying out $5 million a year from 2034–43. That reduces the AAV of Smith’s deal to $12.24 million for Competitive Balance Tax purposes, about 53% of what Realmuto (who himself deferred half of his $20 million 2021 salary) is making.

Structure-wise, according to MLB.com’s Mark Feinsand, Smith will receive a $30 million signing bonus — half payable on November 15, the other half on January 15 — and be paid $13.55 million this year (replacing the one-year, $8.55 million contract he signed in January), then $13 million a year for 2025–27, $9.5 million for ’28-32, and $9.95 million for ’33. That’s a cool breeze running through Guggenheim Baseball Management’s bank account; in 2028, Betts will be taking home more than three times as much ($30 million), and Yamamoto nearly that ($26 million). While he doesn’t have explicit no-trade protection, he’ll reach 10-and-5 status in mid-2028, and his contract has one other provision that protects him: If he’s traded, the deferred money becomes payable in season, meaning that the acquiring team will take a larger CBT hit unless the two sides agree to a similar arrangement.

Even given the length of the deal, ZiPS is surprisingly optimistic about Smith. Via Dan Szymborski:

That’s 23.9 WAR over the life of the contract, with 17.1 WAR in the first half of the deal, a very strong return. In fact, the ZiPS suggested contract for this projection is $164 million over 10 years, but once the deferred money is accounted for, the Dodgers are paying him the equivalent of about 75% of that in present value. This is a very good deal for them, and if it seems like Smith is getting the short end here, it’s just that the two sides have figured out a mutually advantageous way of structuring the payments. To these eyes, the way it makes the most sense is to think of that signing bonus and the higher salaries of the first four years as one deal that without deferrals averages out to $20.6 million a year over the next four years (which would be the second-highest AAV for a catcher, surpassing Salvador Perez’s $20.5 million), and then about $9.6 million per year for the last six, a little less than the $10.15 million James McCann is making as a well-compensated backup.

Particularly in the wake of the Ohtani contract, I’ve seen complaints that the Dodgers’ penchant for using deferred money is somehow a subversion of the Competitive Balance Tax system — as if that were sacrosanct — and therefore bad for baseball. I don’t find this notion particularly convincing. The league and the owners knew exactly what they were doing when they designed this system; as former MLBPA executive subcommittee member Collin McHugh told The Athletic recently, “They’re better at finding loopholes in the system because that is their job, to maximize profit” for the 30 owners. Does anyone out there actually think that even the most miserly of the multimillionaires and billionaires who own teams got filthy rich without understanding the time value of money and the advantages, tax-related and otherwise, of spreading out large payments? The concept permeates our society; not all of us are fortunate enough to have socked away money for retirement, but at some point, most of us have been encouraged to participate in a pension plan, 401k, or IRA that provides tax advantages and spreads out our income to compensate for lesser earnings down the road.

As for the players and owners, in December the Wall Street Journal’s Linsdey Adler and Richard Rubin reported that the owners have proposed limits on the amount of salary that can be deferred, with one 2021 proposal including a full ban, but the MLB Players Association rejected the idea. Understandably, they have no incentive to give up that right without receiving major concessions in return. Maybe they’d agree to forgo deferrals if the owners were to allow players to reach eligibility for arbitration and/or free agency more quickly, but we all know that’s not happening anytime soon.

Anyway, it’s not like the Dodgers, who now have $915.5 million worth of deferrals on their books for the salaries of Betts, Freeman, Hernández, Ohtani, and Smith, are doing this while avoiding paying the CBT. They’re well past the fourth-tier threshold of $297 million, and figure to be paying taxes annually for the foreseeable future, with increasingly steeper penalties and the risk of an inflexible roster; it’s hardly inconceivable that some of these contracts could go south and cause the Dodgers headaches down the road. As for Smith, he’s now got a handsome deal that rewards him for his place as part of the team’s foundation, with protection from the cumulative impact of so many innings behind the plate. Good for him, and good for the Dodgers.

Up until now, the Rockies had made very little noise this offseason. After agreeing to extensions with Germán Márquez and Charlie Blackmon just before the 2023 season wrapped up, Colorado spent a mere $3.5 million on major league free agent deals in the six months since, the fewest of any team in the majors. Yet, at the tail end of a long, quiet winter, the Rockies finally made headlines, when on Sunday they signed 22-year-old Ezequiel Tovar to a long-term contract extension. The deal, which begins right away, will pay Tovar $63.5 million over the next seven years. After that, the Rockies have a $20.5 million team option for 2031, the shortstop’s age-29 season.

Across three offseasons at the helm for Colorado, general manager Bill Schmidt has largely avoided multi-year free agent deals, with one notable exception: Kris Bryant and the seven-year, $182 million pact he signed before the 2022 season. Over the past two winters, the Rockies are one of only three teams not to have signed a single multi-year free agent deal; the other two clubs, the Pirates and Orioles, have outspent Colorado by totals of $37.71 million and $10.13 million, respectively. However, free agency isn’t the only way for teams to keep players around for longer periods of time. Under Schmidt, the Rockies have signed eight players to multi-year extensions; only the Braves have extended more players on multi-year deals in that span. Atlanta has gotten far more extension attention, but this is how Colorado operates, too.

Even so, the Tovar deal represents a different approach for the Rockies because it is the first time that Schmidt has extended a player with fewer than four years of service. It’s also the longest extension the Rockies have awarded since February 2019, when they signed Nolan Arenado to an eight-year, $260 million deal that began in 2020. Moreover, while we have started to see more and more pre-arb players signing long-term extensions around the majors, many of those players either are stars or have star potential. Perhaps the only good comp for Tovar’s extension is the eight-year, $50 million deal Keibert Ruiz signed with the Nationals after putting up a 91 wRC+ and 1.8 WAR in 2022, his first full season. Then again, even Ruiz arguably had a higher ceiling at the time. Tovar might be in a class of his own when it comes to low-ceiling, high-floor youngsters signing lucrative long-term deals.

Entering the 2023 season, Eric Longenhagen and Tess Taruskin ranked Tovar no. 41 on our Top 100 Prospects list, describing him as “a fantastic defensive shortstop” with “poor plate discipline” that “somewhat undermines his excellent bat-to-ball skill.” One year later, Tovar is no longer a prospect, but that remains the prevailing report. He finished his debut season with the lowest walk rate and the second-highest O-Swing% among qualified NL batters. He also finished with 16 OAA and 13 DRS; the only shortstop to outpace him in both metrics was Dansby Swanson. Despite his 70 wRC+, worst among qualified NL hitters, Tovar finished his rookie season with 1.6 WAR. That’s hardly star-level performance, but a 1.6-WAR player is still a big league regular.

Let’s get the bad stuff out of the way first: Tovar’s offensive numbers last season were pitiful. One of the only areas in which he was above average was batting average, and Coors Field likely inflated that number. His plate discipline was dreadful, as expected, but so were his contact skills, which came as something of a surprise. Tovar ranked 66th out of 72 qualified NL hitters in contact rate, and he wasn’t just whiffing on pitches outside the zone. While his O-Contact% was poor, his Z-Contact% also came in below league average.

On the bright side, when he did manage to put the ball in play, Tovar showed flashes of his promising hit tool. His .378 xwOBAcon was a few ticks above league average, thanks to his line drive tendencies. He ranked in the 71st percentile in Baseball Savant’s Sweet-Spot% and finished seventh among qualified NL players in line drive rate. If he can make more contact, especially on pitches in the strike zone, his offensive numbers will improve even if he never adds a lick of discipline to his game. If he can improve his plate discipline, then all the better. For what it’s worth, he significantly improved his walk rate during his final season in the minor leagues, prompting his Double-A manager, Chris Denorfia, to rave about Tovar’s growth. “He’s made this developmental jump,” Denorfia told David Laurila in 2022. “Something clicked to where he’s recognizing situations where pitchers are going to try to get him to chase.” Plate discipline is a different animal in the majors than in the minors, but still, it’s worth acknowledging that this is a skill he has successfully improved in the past.

Tovar also showed off 69th-percentile sprint speed in 2023. He won’t ever be a weapon on the basepaths, but with speed like that, he should be a better base runner than his numbers last year would suggest; he went 11-for-16 on stolen base attempts and was worth -0.6 BsR. Long story short, this is a player with much more offensive potential than we saw last season, and he has a strong enough glove to allow him to nurse his growing pains at the highest level while still contributing positive value to his club.

Courtesy of Dan Szymborski, here is what the ZiPS projections envision for Tovar over the next eight years:

With projections like that, ZiPS would give Tovar $92 million over seven years. That’s more than he’ll make even if the Rockies pick up his team option for an eighth year.

With all that in mind, it’s easy to see why the Rockies offered Tovar a long-term extension. We’ve already seen his floor, and it’s rather sturdy — he can be a valuable player even if he’s the worst hitter in the league. The Rockies could do a heck of a lot worse than pay $9 million per year for seven seasons of a 1.5-win shortstop. What’s more, it won’t take much for this deal to pay dividends in Colorado. If Tovar’s hit tool progresses against big league pitching, he would blossom into an above-average shortstop throughout his twenties.

As for Tovar, his youth has gifted him the rare opportunity to cash in now without giving up the chance to sign another long-term deal. His $63.5 million guarantee is more than the vast majority of players will earn in their careers, yet he can still reach free agency before his 30th birthday. If Colorado picks up its club option, Tovar will have to wait another year to test the open market. Yet, if the Rockies are comfortable paying $20.5 million for his services (even the Rockies, and even in 2031 dollars), that suggests Tovar will be playing well enough to cash in on the free agent market at 30 years old. The two or three free agent years he is losing aren’t nothing, especially for a glove-first player. Still, Tovar had to sacrifice something for lifelong financial security, and it’s not difficult to understand why he made that choice.

Ultimately, this is a rock solid move for both sides. The Rockies are betting they secured three additional years with an excellent shortstop at price tag well below market value. If that doesn’t work out, they’re only slightly overpaying one of the better defensive players in baseball. Meanwhile, Tovar gets to work out his kinks at the MLB level without ever having to worry about money, and if everything goes according to plan, he can still sign a lucrative free agent deal in the 2030s. Now, both sides can get to work on what they need to do next: Tovar will try to improve his plate discipline, while the Rockies will look to acquire, develop, and yes, extend the stars who can help them escape the NL West basement.

While it’s a major blow that Lucas Giolito is likely to be out for at least the entire 2024 season due to a double whammy of elbow injuries, the Red Sox are making efforts to stabilize their already-thin rotation for the longer term. On Thursday, righty Brayan Bello agreed to a six-year, $55 million extension with a $21 million club option for his seventh season. In a well-timed touch, the formal announcement of the deal is expected on Saturday before the Red Sox play the first of two exhibition games against the Rays in Santo Domingo, Dominican Republic, where Bello will be surrounded by family and friends.

The guaranteed portion of Bello’s contract covers the 2024–29 seasons, the last of which would have been his first year of free agent eligibility. The total value of the deal is the second-largest ever for a pre-arbitration pitcher, just surpassing Hunter Greene’s six-year, $53 million extension, which he signed last April with comparable service time and which also includes a club option. Spencer Strider’s similarly structured deal, which came in at $75 million for six years plus a club option, is the record. (Hat tips to ESPN’s McDaniel and the Boston Globe’s Alex Speier for those comps).

The 24-year-old Bello, whom the Red Sox signed out of the Dominican Republic on July 2, 2017 for a bonus of just $28,000, solidified his spot in the majors last year after debuting in mid-2022. Last spring training he was pencilled in as the team’s sixth starter behind Corey Kluber, Nick Pivetta, Chris Sale, James Paxton, and Garrett Whitlock, and he began the season on the injured list recovering from a bout of elbow inflammation. But as injuries and/or ineffectiveness took hold of each member of the planned starting five, he moved up in the pecking order; after making his first start of the year on April 17, he remained in the rotation for the rest of the season, though he was briefly optioned following his second start before an injury to Whitlock brought him back for good. Bello’s 28 starts and 157 innings — the most by a homegrown Red Sox starter since Clay Buchholz in 2014 — both led the staff, while none of the aforementioned five made more than 23 starts or totaled more than 107.2 innings in the rotation.

In terms of run prevention, Bello was unremarkable, with final numbers straddling league average: a 4.24 ERA (93 ERA-) and 4.54 FIP (105 FIP-). However, those numbers are inflated by a pair of bad starts at each end of the season, in which he allowed 20 runs, 10 walks, and six homers across 16.1 innings. Even with his bad season-opening starts against the Angels and Brewers, he was much stronger in the first half than the second, when his home run rate more than doubled and his strikeout and walk rates inched in the wrong directions:

Perhaps not surprisingly given that he set a career high in innings (163, including a rehab start at Triple-A Worcester, up from 154.2 between the majors and minors in 2022), Bello wore down late in the year. Via the Boston Globe’s Julian McWilliams:

Fatigue and heavy legs began to set in. His slider didn’t quite have the sharp break to deter hitters from his two dominant pitches. His four-seam fastball played more as a show-me pitch, but Bello had difficulty locating it above the zone where opponents couldn’t do damage.

While Bello’s sinker/changeup combo turned heads, he’s far from a finished product, as the numbers attest. His sinker, which averaged 95 mph, kept righties at bay (.245 AVG, .381 SLG, 19.3% whiff), but not lefties (.341 AVG, .537 SLG, 8.2% whiff), which helped to account for one of the largest platoon splits for any righty pitcher:

As you can see, this was a particular problem for Red Sox starters, with Houck — who ranked third on the team with 21 starts, helping to fill the void left by so many injuries — having an even larger split than Bello, and Pivetta cracking the top 20, too.

Meanwhile, Bello’s signature changeup befuddled hitters, who managed just a .196 average and .291 slugging percentage against the pitch while whiffing on 38.7% of their swings. Less effective were his slider and four-seamer, with batters posting a .304 AVG and .457 SLG against the former and a .310 AVG and .646 SLG against the latter, which averaged 95.5 mph but just 2,083 rpm, placing him in the fifth percentile for spin rate.

Bello and the Red Sox are quite aware that his arsenal needs refinement, with chief baseball officer Craig Breslow telling reporters on Wednesday, “We still think that his best years are ahead of him. We recognize some opportunities to further optimize the repertoire and we’re super excited about having him.” The pitcher spent the offseason working on elevating his four-seamer above the zone to change the eye level of hitters and get more chases outside the strike zone. He also threw a few sessions under the watchful eye of Hall of Famer and Red Sox special assistant Pedro Martinez, who offered Bello pointers on sharpening his slider with a different grip. To improve his stamina, he worked to strengthen his legs, not that we haven’t heard that one before.

Via Dan Szymborski, here’s a look at Bello’s ZiPS projection percentiles for 2024:

As for the extension, it’s literally pretty much right on the money according to Dan’s model:

The ZiPS contract recommendation for the first six years of that deal is $50 million, so while the Red Sox see him as a potential no. 1 starter, Bello doesn’t have to be much better than average to match that valuation. He could wind up delivering a whole lot more value if he approaches his ceiling, but as a hard-throwing young hurler who’s years away from what he hopes will be his biggest payday, he’s got protection if things go south.

For the Red Sox, this is a positive move following a dreary and disappointing winter. Despite chairman Tom Werner’s assertion that the team would go “full throttle” in its efforts to improve after dismissing chief baseball officer Chaim Bloom, Boston has signed just two free agents to major league deals, Giolito (two years, $38.5 million) and Liam Hendriks (two years, $10 million). The former may be headed for Tommy John surgery, while the latter is expected to miss most or all of the season recovering from his own August 2023 Tommy John procedure. The team did make some trades, most notably dealing away Alex Verdugo, acquiring Tyler O’Neill, and swapping Sale for Vaughn Grissom, but that’s hardly a radical makeover for a team that has missed the playoffs in four of the past five seasons and projects to finish last in the AL East for the third straight year.

What particularly stands out about this Bello move is that the Red Sox have just one other pre-arb or arb-eligible player signed to an extension (Whitlock), which is a rather scathing indictment of their player development pipeline — though they did lock up Rafael Devers last year as he entered his final year of arb eligibility. This is at least a step in the right direction, and hardly an exorbitant amount of money. It won’t hamper them the way that, say, getting 11 starts from Sale from 2020–22 at a cost of about $71 million did. Which isn’t to say that Bello’s going to be as good as Sale, but let’s also remember that the White Sox (and later the Red Sox) got the best years of the wiry lefty’s career under a five-year, $32.5 million extension (2013–17) that had two club options tacked on.

Indeed, the Red Sox’s failure to develop quality homegrown pitching has been a particularly sore spot that has doomed multiple regimes. Again, it had been nine years since a pitcher they produced — as a draft pick or as an international free agent — threw as many innings in a season as Bello did in 2023. If Red Sox are to compete in the AL East while trying to live with midsized payrolls, they need to grow pitchers from within and hope some of them flourish to the point of being worth building around. They believe Bello can be one of them, and well, it’s a start.

It’s been a while since the Phillies have had to worry about the front of their starting rotation, which over the past four seasons has been anchored by co-aces Zack Wheeler and Aaron Nola, though last year it was uncertain how much longer that stability would continue: Nola became a free agent at the end of last season and Wheeler’s contract was set to expire after the 2024 campaign.

But Philadelphia acted swiftly to keep both pitchers around. After re-signing Nola before Thanksgiving, the Phillies announced on Monday that they had extended Wheeler through the 2027 season. The three-year deal is reportedly worth $126 million, and in terms of its $42 million average annual value, it is the largest extension in baseball history.

Wheeler, who turns 34 in May, has been one of the best starting pitchers in baseball since he joined the Phillies in December 2019 on a five-year, $118 million contract. Over the last four seasons, he leads the majors with 19.3 WAR. If RA9-WAR is more your style, Wheeler has the second highest mark in that span despite pitching in front of what often has been a lackluster Phillies defense behind him. He also ranks fourth among qualified starters in FIP (2.90) and innings (629.1), and 11th in ERA (3.09). Last year, he made 32 starts, allowing a 3.61 ERA and 3.15 FIP over 192 innings, enough for a spicy 5.9 WAR.

It’s hard to overstate the Wheeler’s importance to the Phillies. When he arrived, Philadelphia was better than it had been during its first five years of rebuilding, when it posted a .427 winning percentage from 2013–17, but it was still barely a .500 club. The Phillies remained stuck in neutral for Wheeler’s first two years, but their rotation improved immediately; after ranking 23rd in the majors in starting pitching WAR in 2019, Philadelphia ranked third in ’20 and fourth in ’21, a year in which Wheeler finished second in the NL Cy Young voting.

The Phillies finally broke through in 2022 and made up for lost time. That year, they won the NL pennant and came within two games of winning the World Series, and they were one win away from making a second consecutive World Series appearance last year. Wheeler has been excellent in the playoffs, too: He has a 2.42 ERA and 2.72 FIP over 11 postseason games (10 starts).

Simply, between his regular season and postseason dominance, the Phillies could not afford to risk losing Wheeler in free agency, even if that meant giving him the most lucrative per-year extension ever.

That said, ZiPS expects Wheeler to decline over the next few years, though that is more based on the inherent health risks that come with a pitcher in his mid-30s, rather than his overall ability. The computer would want to pay him about $30 million per season, but this organization, with its talented but aging core, is firmly in win-now mode. The “Stupid Money” Phillies of all teams weren’t going to let a dollars per WAR figure prevent them from extending their best pitcher.

Whether or not the Phillies win the World Series in the next several years, Wheeler and Nola will go down as one of the greatest pitching duos in team history, along with Curt Simmons and Robin Roberts, Steve Carlton and Larry Christenson, and Jim Bunning and Chris Short. Even if both head to different teams at the end of their new contracts, they still project to be in the top 10 of all-time Phillies pitchers.

At least to my eyes, there aren’t any red flags in Wheeler’s profile that the computer didn’t consider. His breakout seasons came with the Mets, but he didn’t become a true ace until he joined the Phillies. With New York, Wheeler relied on a sinker that threatened to take the hands off right-handed hitters, but he lacked the pinpoint command of the pitch that he has found in Philadelphia, where he has also added a sweeper that maddeningly looks a lot like that sinker as it approaches the plate — until it breaks in the opposite direction. With the Phillies, he has become much better at landing his curve just below the bottom of the strike zone, which has helped him against lefties. Wheeler still throws pretty hard, but he also is much more than just a grip-and-rip hurler. That should help him survive and continue to thrive when his velocity dips as he ages.

Just in case you’re not convinced at this point about the consequences of the Phils not having Wheeler, I ran a quick sim of the 2024 season using the ZiPS projections. ZiPS currently projects the Phillies to have a 56.2% chance of going to the playoffs and 14.4% odds to win the NL East. In the simulations that the Phillies fail to get 20 innings from him (about 6.2% of sims), resulting in a lot more innings from Spencer Turnbull and Mick Abel, the Phillies only made the playoffs 37.1% of the time, and their probability to win the division chopped nearly in half, to 7.6%.

With only Matt Strahm and Jeff Hoffman eligible for free agency after 2024, the front office can start addressing their next challenge, putting together enough young talent to transition the franchise to its next core of players without having to endure another interregnum of rebuilding. But, like the threat of a headache after a night of drinking, that’s a tomorrow problem. For today, keeping Wheeler in town keeps the party going.

It’s been a quiet winter in Pittsburgh. The Pirates lost almost no one from last year’s 76-86 team, but they didn’t add many players either. Their biggest acquisition is probably Aroldis Chapman. After that, it’s Marco Gonzales, Rowdy Tellez, Yasmani Grandal, or Martín Pérez. They’re competent major leaguers all, but hardly exciting additions. But as it turns out, the Pirates had another move to make, and it’s a welcome one:

BREAKING: Right-hander Mitch Keller and the Pittsburgh Pirates are in agreement on a five-year contract extension, sources tell me and @kileymcd. After a breakout season in which he struck out 210, the 27-year-old Keller will anchor the rotation for the team that drafted him.

— Jeff Passan (@JeffPassan) February 22, 2024

This is both exciting and necessary, at least in my opinion. The Pirates haven’t developed many effective starting pitchers in the last, well, ever. Only one Pirates starter in the past decade has eclipsed 10 WAR with the team: Gerrit Cole with 13. After that, their success stories are Jameson Taillon, Joe Musgrove, and, well… Iván Nova is sixth on the list, and that came in 2.5 years after the Yankees traded him to Pittsburgh. As Stephen Nesbitt and Ken Rosenthal recently chronicled in The Athletic, it’s been an ugly decade for baseball in the Steel City.

Mitch Keller has already accrued the third-most starting pitching WAR in the past decade with 7.5. He’s entering his sixth big league season this year, though ups and downs early in his career mean that it’s only his fifth year of service time. The road to success has been bumpy — from 2019 through 2021, he compiled a 6.02 ERA and only racked up 170 innings of major league work. Things have gotten better since then, though. He threw 159 solid innings in 2022 and then made 32 starts in 2023, both times looking like a consistently effective starter rather than the roller coaster ride of earlier years. Read the rest of this entry »

“Jose Altuve will be an Astro for life,” read the club’s announcement on Tuesday afternoon. Under different circumstances, that could be construed as a threat. But Altuve will be well-remunerated for the remainder of his time in Houston: His new contract extension will run for five years, starting in 2025, and pay him a guaranteed $125 million.

This is the third long-term contract Altuve has signed with the Astros, the club that signed him as a 16-year-old out of Venezuela all the way back in 2007. By the time it’s over, he will have spent some 23 seasons in the organization, 19 of them in the major leagues. The phrasing of the announcement is a little more concrete than any prediction about 2029 ought to be. It’s possible that Altuve will continue playing once his deal expires. But when it does, he’ll be seven months short of his 40th birthday. That seems like as good a time as any to plan on wrapping things up. Read the rest of this entry »

The Kansas City Royals committed to the largest contract in franchise history on Monday, signing shortstop Bobby Witt Jr. to an 11-year extension worth $288.8 million. In addition to the guarantee, which runs through the 2034 season, there’s a three-year club option worth $89 million that would bring the total value of the deal to $377 million if exercised. Witt gets some options of his own, with four opt-out opportunities from 2030 to 2033 (the seventh, eighth, ninth, and 10th seasons of the deal). The 23-year-old Witt had a breakout 2023 season, hitting .276/.319/.495 with 30 homers and 49 stolen bases, good for 5.7 WAR, a mark that ranked third among shortstops behind only Corey Seager and Francisco Lindor.

Suffice it to say, I was floored when news of this deal hit Monday afternoon. Money may not go as far as it used to, but a nearly $300 million commitment is still a pretty large one, with fewer than 20 contracts in league history exceeding $250 million in guaranteed cash. A contract this big would still be a massive story in New York or Los Angeles; in the context of Kansas City baseball, the discovery of extraterrestrial life would probably get booted from the front page in favor of this deal. To say the Royals don’t typically enter into pacts like this would be an epic understatement. We’re talking about a franchise that had never given out even a $100 million contract, with the largest previous deal being Salvador Perez’s 2021 extension that guaranteed him $82 million over four years. Triple the size of Perez’s bag of cash and you still have enough left over to make a stack of hundred dollar bills about 140 feet high.

The Royals picked the right player to play Rich Uncle Pennybags with. Witt is the team’s best young player since Carlos Beltrán about 20 years ago. Back then, the Royals valued him so highly that after agreeing in principle to a three-year, $25 million contract, ownership decided to blow up the deal by trying to pull back a million dollars. A year later, Beltrán was traded in a three-way swap that netted the organization Mark Teahen, Mike Wood, and John Buck, who combined for about seven total WAR as Royals. Two decades later, Beltrán has a good shot at making the Hall of Fame — the biggest obstacle is his involvement in Houston’s trashcananigans — and if he gets a plaque, it may be with NY on the cap, not KC.

Witt isn’t some stathead favorite who snuck in a great season on the back of a spike in walks and crazy one-year defensive numbers (though we’ll get to his defense in a minute) — he was one of the top amateurs in the country, and as a pro prospect, he was one of those rare players who the scouts, the numbers crowd, and the computers all relished. He so electrified the atmosphere in spring training in 2021 that the Royals might have given serious thought to having him basically skip the whole upper minors.

While the Royals were probably right to develop Witt traditionally, assigning him to Double-A in 2021, they cleared the decks to get him a full-time spot in the lineup for 2022. Adalberto Mondesi’s presence resulted in Witt starting off at third base, but Mondesi’s ACL tear opened up the shortstop job, which Witt has mostly held since. A .254/.294/.428 line in his rookie campaign wasn’t phenom material, but as a 22-year-old shortstop, it was still enough to place him around average at the position, with a whole lot of unexplored ceiling remaining. Let’s crank up the time machine and jump back to his long-term ZiPS projections before last season:

Assuming the reduced salary figures for his pre-free agency years, ZiPS would have offered 11 years and $282 million to cover Witt through the 2034 season, though without the opt-out years, which do add significant value for most players. And remember, that projection isn’t what the computer suggests knowing how last season went — this is before 2023.

While this projection did a decent job of pegging Witt’s 2023 offense (with a projected OPS+ of 114 vs. an actual OPS+ of 120 and a wRC+ of 115), the computer didn’t see his defensive improvements coming. Originally, it was up for debate whether Witt’s future in the majors would be at shortstop or third base; the Royals originally starting Mondesi at short over Witt wasn’t necessarily some bit of undue veteran deference. Per Statcast’s RAA, Witt improved by 17 runs at shortstop from 2022 to 2023, ranking as the top defensive shortstop in the American League last season. Even Sports Info Solutions’ Defensive Runs Saved, a relative skeptic on Witt, saw a 12-run improvement.

Defense is notoriously hard to measure, but Witt’s numbers improved both in terms of range and avoiding errors. The latter is a relatively small part of defense, but it’s also one that’s much easier to measure, and Witt netted six runs of his improvement just from avoiding errors, going from six non-throwing errors to only two in 2023 despite 50% more innings. Last August, Jake Mintz went into detail on Witt’s defensive instruction at shortstop:

For a crash course in rewiring his defensive approach, Witt’s personal hitting coach Jeremy Isenhower invited well-known private infield coach Nate Trosky out to his hitting facility in Tomball, Texas, for two days of intensive training with the young shortstop. In the nippy mid-December chill, Trosky, an eccentric, fast talking, sun-hat wearing, country-song singing, infield mental skills expert, ran Witt through nearly six straight hours of instruction.
[…]
A close review of Witt’s 2022 errors confirms this hypothesis. Most of his fielding mistakes appeared to stem from a hesitant first step that led to issues with Witt’s timing and rhythm toward the ball. But if Trosky made things incredibly complicated on purpose, Royals first-year infield coach José Alguacil has taken an opposite yet complementary approach.

Let’s spin up the computer one more time and get Witt’s current projection, through the team option years:

How good is this projection? ZiPS would happily throw another $100 million Witt’s way, meaning the Royals still have a lot of room for this deal to be absolutely fabulous from their point of view. Note that ZiPS isn’t even assuming Witt is a +10 defensive shortstop; 2023 was only enough for it to believe that he’s league average. If I tell ZiPS to assume he’s a -10 shortstop with the glove right now, it still thinks $240 million would be a fair deal. In other words, liking this contract from Kansas City’s perspective does not require you to abandon all skepticism about his defense.

Outside of the bottom line figure, it’s encouraging to see the Royals invest in a young star to this degree. It’s hard to remember now, but at one point, the Royals were one of baseball’s model franchises. Founded with the late Ewing Kauffman as the owner, the Royals managed to pass the .500 mark in just their third year of existence, and following their breakout 1975, they were one of the top teams in baseball for 15 years, a whole generation of baseball:

Kauffman mostly kept Kansas City’s stars together and put the team’s cash back into the roster. From 1985 to 1994, the Royals were only out of the top 10 in payroll once, in 1992, and even led the league in 1990. But Kauffman passed away in 1993 and so did the team’s Golden Era. Outside of the Royals’ brief period of relevance in the mid-2010s, they spent so much time in the basement that someone should have checked them for a Vitamin D deficiency. The team’s success in 2014-2015 energized the locals for the first time in decades, but the organization showed little inclination to actually try and keep those fans, and as the team’s core aged and/or moved on, so did the KC faithful. Paid attendance in the championship 2015 season was over 33,000 per game. The Royals haven’t even done half that since 2019.

Does signing Bobby Witt Jr. bring back the Royals as a dynasty? Of course not — the team has still more holes than Clyde Barrow’s 1934 Ford DeLuxe Fordor. But Witt’s signing is a callback to a happier time, when Royal blue held more than just temporary apparel for superstars. Whether or not the Royals solve their other problems, for the next decade, shortstop probably won’t be one of them.

The Detroit Tigers locked up one of their top young prospects to a long-term extension over the weekend, signing infielder Colt Keith to a six-year contract worth $28.6 million guaranteed, including a buyout after year six. With three team options totaling an additional $38 million, Keith might not hit free agency until after the 2032 season. Those options can be enriched further, by up to $18 million, depending on Keith’s success at earning MVP votes, Silver Slugger awards, and All-Star appearances. The deal has a maximum value of $82 million over nine years.

One of Detroit’s recent struggles has been its inability to find and develop offensive talent. This wasn’t the case during the team’s run of success in the early 2010s, with future Hall of Famer Miguel Cabrera as its anchor. But as Cabrera and Victor Martinez aged, and other key contributors, such as Prince Fielder, J.D. Martinez and Austin Jackson, left for other teams, the Tigers’ offensive output dropped to the bottom of the league. Aside from Nick Castellanos, who was traded in 2019, none of the young hitters coming up through the system have panned out.

That said, the Tigers have seen some signs of hope over the last few years. When healthy, Riley Greene has been very good, and while Spencer Torkelson had a rough start to his big league career, he improved significantly in the second half of 2023. Detroit still needs more, though, and that may come in the form of Keith, a fifth-round pick from the COVID-abbreviated 2020 draft. Keith showed promise in 2022, hitting .301/.370/.544 for West Michigan of the High-A Midwest League, but he injured his shoulder badly on a pickoff attempt in June, costing him the rest of the season. He recovered enough to play in the Arizona Fall League, where he hit .344/.463/.541 in 80 plate appearances over 19 games.

Despite the short season, he ranked atop Detroit’s prospect list found in our humble home. Splitting 2023 between Double- and Triple-A, Keith stayed healthy and hit a combined .306/.380/.552 with 27 homers and 38 doubles. ZiPS translates that performance into a .268/.328/.454, 20 homer line, well below the level of phenom, but more than respectable for a second base/third base prospect in his first go at the high minors.

With a contract that can stretch for nine years, let’s crank out the long-term ZiPS projection for Keith.

While those are not star-level projections, they are the ones of a player you’d like to keep around through his prime. There are lots of familiar names among Keith’s ZiPS comps, such as Eric Chavez, Hank Blalock, Jedd Gyorko, Castellanos himself, Rafael Devers, Ryan Zimmerman, Travis Fryman, and Joe Crede. No, none of them were Hall of Famers – though it’s plausible that Devers could hit enough homers to prove the exception – but each were solid big leaguers.

One of the largest remaining questions around Keith is what position he’ll play in the majors. He’s played both second and third base, and appears to be below average at both. The probabilistic coordinate method that ZiPS uses graded Keith at about eight runs below average at second base, per 1300 innings, in 2023 and six runs below average at third. My colleague Eric Longenhagen feels that Keith is more likely to stick at second, rather than third.

During his stay in Toledo, Keith began to see more time at second base rather than his native third. He’s a bad defender at both spots but has a much greater chance at becoming passable (read: hidden) at second, where some of Keith’s issues with throwing are masked.

[…]

Keith has bulked up considerably since signing, and the effects of his increased size are evident on defense. Once a fair bet to stay on the middle infield, he is now fighting just to stay at third. He is stiff and bulky, his actions are well below average, and while he shows you a big arm when he gets to wind up and really let it eat, he struggles to throw from odd platforms. It’s feasible a team could live with him playing third base situationally, but it’s not ideal, and Colt is a 30-grade defender right now.

In a perfect world, Keith would stick at one of the two positions, with Jace Jung manning the other. One of the nice things about a rebuild is that teams get the chance to experiment, and the Tigers take advantage of that with Keith. Playing him in left field would be a great deal less exciting, but not a disastrous outcome, with mean projected OPS+ numbers in the high 110s during his prime. Left field Keith profiles similarly to Lourdes Gurriel Jr., who as one of the best outfielders available in free agency this offseason managed to snag a three-year deal with the Diamondbacks.

There are risks that come with signing a player with so little professional experience, but those are reflected in the price. Yes, $28.6 million is a lot of cash, but not so much in the context of baseball, and the ZiPS projection for Keith suggests a $38 million offer, taking into consideration the reduced salaries of the cost-controlled years. Similar extensions to Jon Singleton and Scott Kingery didn’t work out particularly well for the teams that made them, namely the Astros and Phillies, but those deals weren’t detrimental, either. The upside for Detroit here is considerable.

Are the Tigers playoff contenders in 2024? Probably not. But they’re not so far away that it would be a black swan event if they made some noise in the AL Central race or threatened to grab the last wild card spot. If they succeed, it will likely be in large part due to players like Keith taking a step forward.

Over the past few days, industry news-breakers (beginning with Ken Rosenthal) began to report that the Milwaukee Brewers and top prospect Jackson Chourio are nearing a contract extension. Chourio, who turns 20 in March, has been among the very best prospects in baseball for the better part of the past 18 months. He turned 19 just before the start of the 2023 season and slashed .280/.336/.467 in 122 games at Double-A Biloxi before the Brewers gave him a six-game shot of espresso at Triple-A Nashville in late-September. His power, speed and, more recently, his improvements on defense give him rare upside as a 30/30 threat and plus center field defender.

The complete details of the contract aren’t known, but Curt Hogg of the Milwaukee Journal Sentinel first suggested that it would be something like an eight-year, $80 million deal. Adam McCalvy of MLB.com reported that Chourio and the Brewers agreed to a structure and length of eight years, with two club options that would bring the total length to 10 years if exercised. Earlier today, Jon Heyman of the New York Post tweeted that the guaranteed amount will total $82 million, accounting for a $2 million buyout of the Brewers’ club options, while McCalvy reported that the club options plus incentives could push the total value into the $140 million range. If we assume that Chourio will make the Opening Day roster, this deal will cover what would have otherwise been his six years of pre-free agency service, two of his free agent years, and potentially two more. Even if the Brewers pick up the two team options, Chourio will hit free agency again before he turns 30. It’s also worth noting that the big money, team-option portion of Chourio’s contract doesn’t kick in until after Christian Yelich’s monster contract has expired. Read the rest of this entry »