Contextualizing The Jon Singleton Extension

Eyebrows were raised recently when the Astros agreed to an extension with first base prospect Jon Singleton that was reported simultaneously with his first promotion to the big leagues. Extensions have broken new ground in different ways of late, and this deal represented a heretofore unseen foray into long-term guarantees for young players who are completely untested at the MLB level. Let’s take a look …

Framing the Contract

The deal pays Singleton $1.5MM for this season and $2MM annually from 2015 to 2018. It also includes three club option years over 2019-2021, progressing as follows: $2.5MM ($500K buyout), $5MM ($250K buyout), $13MM ($250K buyout). Singleton is assured of earning $10MM for the next five years, would earn up to $30.5MM in base salary if the options are exercised, and could max out the deal with an additional $5MM in incentives.

Since Singleton had zero days of MLB service at the point the contract was agreed upon and was highly unlikely to reach Super Two status, the standard means of describing the contract would be as follows: it pays him an above-minimum MLB salary for his partial first season, guarantees his three pre-arbitration and first arb-eligible campaign, and gives the club options over his final two years of arbitration and first year of free agent eligibility.

But the notion that the deal gives the Astros control over Singleton through to his first free agent year is heavily dependent on a key assumption — namely, that Singleton will stay in the big leagues over the life of the deal. In actuality, it is far from a certainty that Singleton’s play (and/or the team’s impossible-to-predict circumstances) will actually warrant his continued presence on the team’s active roster through to 2021.

Testing the Criticism

Of course, it remains obvious that Singleton has cut off a good chunk of the upside he might have realized through arbitration, and has potentially even delayed his entry to the free agent market by a season. That is the major complaint that has been logged against the deal. Defenders, meanwhile, have generally focused on Singleton’s off-field issues, noting that he may have had valid non-pecuniary motivations for signing.

It strikes me, however, that something basic is being overlooked here. Singleton — a $200K bonus signee out of high school — not only got his cash up front, but has completely avoided the downside scenario. And it is not as if the contract is completely without upside. At worst, Singleton is a bust who walks away with $10MM. At best, he is a top-rate big leaguer who earns over $35MM through his age-22 through age-29 seasons and hits the open market as an attractive commodity at the reasonably youthful age of 30. (That is, if he has not already agreed to a new extension in the meantime.)

Likewise, it has largely been overlooked that the contract is significantly front-loaded. Singleton will earn $7.5MM before reaching arbitration eligibility, which is much greater than he’d expect to bring in at the league minimum rate (this year, $500K). That certainly increases its value.

The real issue, I think, relates to that simple, timeless maxim of which Baseball Prospectus is fond of reminding us: prospects will break your heart. Singleton is every bit a prospect, as he entered the year facing questions about his maturity and ability to hit left-handed pitching. He rose to 27th on Baseball America’s top-100 list last year, only to slide to 82nd before this season. He is a first baseman who will need to hit — a lot — to keep his place in the big leagues.

His situation, in other words, is highly variable — perhaps more so than many have acknowledged. Some observers have touched on the implications of this fact. BP’s Zachary Levine tackled the Singleton extension from an economics perspective, applying marginal value concepts and game theory to the deal, explaining how Singleton’s individual value-maximization strategy may not have aligned with that of the collective (i.e., other union members). Likewise, looking at it from a labor perspective, the Economist recently noted that the Astros “acquired all of Mr. Singleton’s upside without taking on any of his downside risk.”

I am not sure I agree with the Economist’s notion that the team has not added downside; if anything, it has done just that, albeit at a manageable level ($10MM and a relatively firm commitment of a roster spot for some time.)  To my thinking, the team agreed to take on some risk from Singleton in exchange for some of Singleton’s upside. He can still achieve significant earnings above his guarantee, and Houston could ultimately be enticed to pay more through the options than it would have through arbitration if Singleton has injury or performance questions but still carries enough promise that the team wishes to retain him.

But that still leaves unanswered whether, based on the reasonably possible outcomes that a player in Singleton’s situation might look forward to, the deal represents a fair exchange of risk and upside. To help answer this, I think it worthwhile to look at some actual, real-world scenarios that have played out in the recent past.Read more

NL Notes: Iglesias, Mills, Martin, Young, Billingsley

Here’s the latest out of the National League …

  • The Reds are interested in Cuban free agent pitcher Raisel Iglesias, reports Ben Badler of Baseball America (via Twitter). A team official told Badler that a deal was not in place at this time, however. Badler recently reported that the righty was granted an extended signing window by MLB, and will be free to sign through July 1 without being subject to international spending limitations.
  • Brewers righty Brad Mills has an opt-out provision in his minor league deal that was triggered on Sunday, but can only be exercised if he has an offer from a team that would put him on its 25-man roster, reports Todd Rosiak of the Milwaukee Journal Sentinel. Mills, 29, has impressed at Triple-A, with a 1.56 ERA and 9.2 K/9 against 2.2 BB/9 through 75 innings (including 12 starts). As Rosiak notes, however, Milwaukee seems relatively uninterested in using him at the big league level at present.
  • If the Pirates decide to open extension talks with catcher Russell Martin, Travis Sawchik of the Pittsburgh Tribune-Review estimates that it could take a three-year, $39MM offer to make a deal. Martin, who signed a two-year, $17MM pact to come to Pittsburgh, has posted a strong .275/.409/.400 line this year, which is the best pace he’s carried since his excellent 2006-08 seasons with the Dodgers. In the intervening five years, Martin has averaged a .234/.332/.370 triple-slash, though he has consistently earned stellar defensive ratings. After Martin, pickings are fairly slim on next year’s free agent market for backstops, with players like Kurt Suzuki, A.J. Pierzynski, Geovany Soto, and Nick Hundley leading the way.
  • The Mets have no intention of releasing struggling outfielder Chris Young, reports Adam Rubin of ESPN.com. Young has posted a meager .196/.283/.313 line in 185 plate appearances since joining the club on a one-year, $7.25MM pact. While the team would like to be able to deal him, presumably eating some salary to make that happen, a team official tells Rubin that New York does not expect to find much of a market for his services.
  • As expected, Dodgers starter Chad Billingsley will undergo season-ending surgery on his right elbow, reports Mark Saxon of ESPNLosAngeles.com. It seems all but certain that the club will opt to pay Billingsley a $3MM buyout rather than picking up his $14MM option for 2015. The veteran hurler tells Saxon that the rehab is expected to be “about six months,” and that surgery offered him the “best chance to pitch next year.”

Reds Release Chris Nelson After He Exercises Opt-Out

The Reds have released third baseman Chris Nelson, tweets Jamie Ramsey, the club’s assistant director of media relations. The 28-year-old exercised an opt-out in his minor league deal, according to Chris Cotillo of MLBDailyDish.com (via Twitter).

Nelson re-signed with Cincinnati after opting out of his original minor league deal at the end of the spring. On the year, he has logged 261 plate appearances with a .274/.330/.363 triple-slash and four home runs at Triple-A Lousiville.

He bounced around last year, going from the Rockies to the Yankees and then the Angels. All said, he compiled a .227/.273/.327 line in 227 plate appearances. Once a top prospect, Nelson’s best year as a big leaguer was his .301/.352/.458 campaign for Colorado in 2013.

Cubs To Sign Carson Sands, Justin Steele

The Cubs have agreed to sign fourth-round pick Carson Sands to a well-above-slot $1.1MM bonus, reports John Manuel of Baseball America (via Twitter). He was taken with the 109th overall pick, which came with a $480.6K slot allocation.

Chicago has also added fifth-rounder Justin Steele — also a high school lefty — on a $1MM bonus, tweets Jim Callis of MLB.com. His 139th overall draft slot came with a $359.9K allocation.

Baseball America and MLB.com’s Jonathan Mayo and Jim Callis both listed Sands as the 53rd-best talent available. The lefthander, who had been committed to Florida State, reportedly has boosted his fastball into the low-to-mid 90s and has decent secondary offerings that he can command.

ESPN.com’s Keith Law was somewhat less bullish on Sands, ranking Sands at 85th on his own top-100 list. But he had Steele higher than the other two observers just noted, placing him at 99th. Steele had been destined to play college ball for UCLA.

The extra cash needed to lock up Sands and Steele takes a big bite out of the approximately $1.5MM that the club saved by getting fourth-overall choice Kyle Schwarber to sign for less than his slot allocation. Sixth-rounder Dylan Cease has, like the two players just inked, been noted as a tough-sign prospect who will likely go above slot.

Red Sox Sign Michael Kopech

JUNE 16: The signing is now official, as Kopech’s father tweeted a photo of his son inking his first professional contract. MLB.com’s Jim Callis reports (via Twitter) that Kopech receives a $1.5MM bonus, meaning Boston saved about $178K on the selection.

JUNE 10, 2:30pm: Kopech says that he will sign for “a little under” slot, reports Alex Speier of WEEI.com. The bonus will land around $1.6MM, Cotillo tweets.

2:08pm: The Red Sox have an agreement in place with compensation pick Michael Kopech for an as-yet unknown amount, tweets Chris Cotillo of MLBDailyDish.com. Kopech was taken with the 33rd overall pick, which comes with a $1.678MM allotment.

Observers were largely in agreement on Kopech’s stock, with Baseball America (37th), ESPN.com’s Keith Law (40th), and MLB.com (41st) all placing him in the same range on their top prospect lists. The latter outlet noted that Kopech could clean up his delivery, but already has a strong fastball and curve and “has a lot of projection remaining.”

Kopech, who was committed to the University of Arizona, becomes the first reported draft signing for Boston. The club’s other top selection, shortstop Michael Chavis, was also taken out of high school.

Royals To Sign Second Round Pick Scott Blewett

The Royals have reached agreement with second-round choice (56th overall) Scott Blewett, according to Chris Cotillo of MLBDailyDish.com (via Twitter). Blewett lands a $1.8MM bonus, reports MLB.com’s Jim Callis (via Twitter), which lands well above his draft slot allocation of just over $1MM.

The 6’6 high school righty was placed as high as 20th on the pre-draft lists of observers, with ESPN.com’s Keith Law making that lofty assessment. Blewett landed at 51st on the list of Baseball America and at 55th on that of MLB.com’s Jonathan Mayo and Jim Callis. He is said to have a mid-90s fastball.

The Royals entered with just over $8.6MM in possible achievable pool space. Blewett’s big payday still leaves Kansas City $113.5K beneath its total pool, according to a tweet from Callis, who notes that two draftees (first-rounder Brandon Finnegan and seventh-rounder Brandon Downes) are still playing in the College World Series.

Marlins Sign Tyler Kolek

The Marlins have signed Tyler Kolek, the second overall pick of the 2014 draft, and will officially introduce their newest prospect later today.  Kolek will sign for a $6MM bonus, MLB.com’s Jim Callis reported over the weekend, which is the third-highest bonus ever given to a high school pitcher taken in the draft.

It is still, however, significantly below the approximate $6.822MM slot price for the No. 2 overall selection.  Miami has already freed some savings by locking up Blake Anderson to a bonus of about $400K less than his slot value, so the Marlins have quite a bit of extra money available in its draft pool to reach agreement with several of its purportedly hard-to-sign, later-round picks.

Kolek was a consensus top-three talent heading into the draft. The 6’5, 250lb Texas high school righty has been said to have perhaps the most powerful prep fastball ever, regularly hitting and even surpassing the 100mph plateau. ESPN.com’s Keith Law notes that he will need to develop a third offering to complement his heater and slider, but obviously his upside is tantalizing.

Joe Frisaro of MLB.com first reported that Kolek and the Marlins were “in advanced negotiations,” while Clark Spencer of the Miami Herald reported that the two sides had reached an agreement pending a physical.

MLBTR’s Charlie Wilmoth and Mark Polishuk contributed to this post.

NL Notes: Toussaint, Phils, Pirates, Billingsley, Cards, Marlins, Nats

Here’s the latest out of the National League …

  • The Diamondbacks are close to reaching agreement with first-round pick Touki Toussaint, reports MLB.com’s Steve Gilbert“Touki I think is very close right now,” said GM Kevin Towers. “… Pretty optimistic we’ll get something done here shortly.” Toussaint, who was taken 16th overall (with a $2,338,200 slot bonus), was rated between the eighth (MLB.com’s Jim Callis and Jonathan Mayo) and thirteenth (ESPN.com’s Keith Law) best player available, with Law saying he could have the most upside of any of the draft-eligible high school righties.
  • Even if the Phillies decide to sell, it may prove difficult, writes Matt Gelb of the Philadelphia Inquirer. In particular, many of the team’s veteran players have not only no-trade protection but also vesting options (some of which appear more achievable than others) at the back ends of their already-sizeable contracts. GM Ruben Amaro Jr. has indicated, however, that those contracts should not be a major hindrance if the team shops its best players. “[W]e have taken money back on deals before and will do it again if we have to,” says Amaro.
  • The Pirates rotation is looking increasingly thin, writes Rob Biertempfel of the Pittsburgh Tribune-Review. Injuries have accumulated on top of an already poor start to the year, and unlike last year the club lacks obvious internal replacements to step in and provide a boost. Though some attractive arms figure to be made available at the trade deadline, Biertempfel indicates that Pittsburgh seems unlikely to pay the price (in dollars and in prospects) to add an impact starter.
  • Dodgers starter Chad Billingsley says he is exceedingly unlikely to throw again this year, as Steve Dilbeck of the Los Angeles Times reports. Billingsley has been diagnosed with a partially torn flexor tendon. “If I do the rehab I would have a chance,” he said, “but the risk would be … tendon fails, that’s a six-month rehab after surgery. Doing three years’ rehab would be a grind.” As that quote indicates, it has already been a long road for Billingsley and his troubled right arm. He is in the last year of a three-year, $35MM pact that includes a $14MM club option for 2015. It seems highly likely at this point, of course, that Los Angeles will instead pay a $3MM buyout and let Billingsley hit the open market.
  • The Cardinals are currently hesitant to go shopping for a starter, reports Ken Rosenthal of FOX Sports (video link). St. Louis still has internal options for the rotation (such as Joe Kelly and Carlos Martinez) and probably will not meet the asking price for top-end arms. One team that could be in the market for rotation help is the Marlins, Rosenthal adds.
  • Nationals GM Mike Rizzo says that the club is not looking to deal Denard Span or Adam LaRoche to allow Ryan Zimmerman to stay in left field when Bryce Harper returns, Rosenthal reports. Span remains an interesting name to watch, however, as Rosenthal notes. The outstanding defensive center fielder has failed to reach base reliably from the top of the lineup, but is under control through next season with a fairly reasonable $9MM team option.

Rockies Agree To Above-Slot Bonus With Forrest Wall

The Rockies have agreed on a $2MM bonus with supplemental first-round choice Forrest Wall, reports Jim Callis of MLB.com (via Twitter). The 35th pick with which Wall was taken comes with a $1,614,500 allocation. A prep pick out of Orangewood Christian High School, Wall was committed to attend the University of North Carolina.

Baseball America ranked Wall the 34th overall prospect in the draft. The native of Winter Park, Florida is described as one of the best pure hitters in the draft class. According to BA, Wall’s best attributes include “extreme bat-to-ball ability” and “good knowledge of the strike zone” although his throwing arm limits him to second base.

The Rockies have now come to terms with their top three picks. Only one Rockies draftee from the first 10 rounds – high school third baseman Kevin Padlo – remains unsigned. Based on the numbers compiled by Chris Cotillo of MLBDailyDish.com, the club is currently about $537,000 below slot with their early round signings.

Brad Johnson contributed to this post.

Quick Hits: Rodon, Iglesias, Yankees, Tigers

Five clubs now have new top prospects heading out of the amateur draft, writes ESPN.com’s Keith Law (Insider link). He lists the White Sox (Carlos Rodon), Angels (Sean Newcomb), Mariners (Alex Jackson), Tigers (Derek Hill), and Mets (Michael Conforto) as teams with a new man on top of their respective totem poles. Of course, none of these players have been reported to have signed with their new clubs.

Here’s more on Rodon as well as some other notes from around the game:

  • The White Sox appear to have saved $385.6K with their round two-through-ten amateur draft signings, tweets Jim Callis of MLB.com. That would free the club to commit up to $6,107,100 to Rodon, the third overall selection of the draft, without incurring any penalties.
  • Cuban prospect Raisel Iglesias, a right-handed pitcher, has been granted an extended signing window, reports Ben Badler of Baseball America. By operation of several rules, Iglesias would have been required to sign by June 15 to avoid being subject to the next year’s July 2 bonus pools. Instead, he and three other, lesser-regarded Cubans (Jozzen CuestaEduardo Rives, and Orestes Solano) will now be permitted until July 1 of this year to sign without being subject to changes in the international signing system. Last we heard, Iglesias (whose first name has been spelled in various ways in different reports) was set to put on a showcase in Haiti, where he has established residency. He is said to be capable of potentially joining a major league bullpen as soon as this year.
  • In other international news, the Yankees have agreed to substantial bonuses with several top July 2 players, reports Andy Martino of the New York Daily NewsDermis Garcia ($3.6MM bonus), Nelson Gomez ($2.8MM), and Christopher Torres ($2.6MM) are all said to be headed to the Yankees. Kiley McDaniel of Scout.com previously reported that the trio, among others, was set to sign with New York, though the indication at the time was that Garcia would land $3MM while Torres would get just $1MM.
  • The Tigers could end up regretting their move to lock up Justin Verlander two years before his original extension was set to expire, Ben Lindbergh writes for FOX Sports. Though Verlander bounced back from struggles last year, Lindbergh explains that a variety of indicators suggest that the 31-year-old may no longer be the elite arm that he once was.
  • In an interesting discussion of pitching risk regarding another key Tigers hurler, Max ScherzerDave Cameron of Fangraphs writes that the ace is showing the possible value of utilizing private insurance rather than opting for the two extremes of signing an extension or bearing the risk of reaching (and landing a big contract in) free agency. Cameron concludes that policies like Scherzer’s “are almost certainly cheaper [for the player] than taking the kinds of long-term deals that MLB teams have been offering of late.” You’ll want to give the fascinating piece a full read.