The Boston Red Sox have designated third baseman Pablo Sandoval for assignment, ending a tumultuous tenure for one of the greatest free agent busts in baseball history. Sandoval, the overweight, oft-injured former World Series MVP was a fan favorite with the endearing”Kung Fu Panda” nickname in another life, but the Red Sox never got any of what made him so popular in San Francisco. The team is willing to eat the rest of his salary (pun intended, but almost too easy to acknowledge), and were willing to make him go away without getting anything in return, which speaks to just how bad he has been. Hopefully, the Red Sox will recognize what went wrong so the do not repeat the mistakes of this signing.
The blame game is never simple when evaluating acquisitions in Major League Baseball. Ben Cherington was the GM of the Red Sox in the 2014-15 offseason, when the Sox signed Sandoval and Hanley Ramirez, and traded Yoenis Cespedes in exchange for Rick Porcello. But in order to cough up that kind of money, Cherington had to have the blessing of ownership, and former team president Larry Lucchino was still in the picture at the time. Lucchino was a great baseball executive, an inevitable and deserving Hall of Famer–from overseeing the building of two beautiful modern ballparks in Baltimore and San Diego to the renovation and revitalization of Fenway Park–but his track record of meddling in Boston’s baseball operation, particularly this decade, was not a great one.
Lucchino clashed with Theo Epstein, who left the Red Sox for the Chicago Cubs in 2011, and who will go down as baseball’s greatest executive since Branch Rickey. He brought in Bobby Valentine to replace Terry Francona, going from the best manager in Red Sox history to maybe the worst to manage a full season. He lowballed Jon Lester in contract extension negotiations, which set off a series of events that led to a player who never wanted to leave getting traded to Oakland at the 2014 trade deadline, signing with Epstein’s Cubs that winter, and being Chicago’s go-to big game pitcher in their 2016 World Series run.
The Sandoval signing had all the markings of a Lucchino move. He was a big name, one of of the most recognizable characters on a Giants team that had won the World Series three times in five years, including in 2014. Surely, he’d be just as marketable in Boston, right? Wrong. As it turns out, past success on a west coast team in the other league combined with never being able to stay on the field, and being absolutely terrible when you do play does not make for a marketable star in Boston.
Cherington left the Red Sox in 2015 and now works for the Toronto Blue Jays. He was replaced by Dave Dombrowski, the former Detroit Tigers GM with whom he made the Porcello trade. Lucchino retired in 2015, and now runs the Pawtucket Red Sox. Dombrowski inherited the Sandoval problem, but he did not make the third base situation any better by trading Travis Shaw for Tyler Thornburg, who still has not pitched for the Red Sox.
Nobody is innocent in this mess. Sandoval himself should have a better work ethic when it comes to keeping himself in shape. I’m not usually one for body shaming, but he’s a professional athlete. His job is to play baseball, and he has been well compensated for the poor job he did in Boston. San Francisco offered him a similar contract but with weight and health clauses written into it. The Red Sox did not hold him to that, and they got the player. It’s hard to feel sorry for the Red Sox as an organization when they sign a fat guy, and then are mad that he’s fat. Same thing when you sign an ace pitcher who has never won a start in the playoffs and is prone to social media meltdowns, and then are mad when he chokes in the playoffs and loses his cool with the media, social or otherwise.
For all their success this century, this is what the Red Sox are: constantly straddling the line between competence and dysfunction, between baseball decisions and marketing decisions, between joy and despair. This is what the Red Sox have been for a hundred years. They were the first dynasty of the 20th century, then they traded a young pitcher to New York, and he became the greatest power hitter of all time. John Henry is no Harry Frazee, and he may be one of the better owners in the game today, but he has had his share of slip ups to go along with his success.
The Red Sox may have broken through and broken the Curse, but they still have the DNA of the franchise that lost Game 7 of the World Series four times in 40 years. As great as David Ortiz was, and Pedro Martinez was, and Chris Sale is, and Mookie Betts is, they are always a couple of bad signings, or a couple of terrible trades away from it all falling apart. Such is baseball. Such is life.
The Boston Red Sox formally closed the door on the David Ortiz Era this weekend by retiring. No Red Sox player will ever again wear #34. Maybe JetBlue overdid it by dedicating Gate 34 at Terminal C of Logan Airport for him, and maybe the City of Boston overdid it by also renaming part of Yawkey Way “David Ortiz Drive,” and maybe they rushed into things by waiting less than a year after Big Papi played his last game before retiring his number–they waited until induction into the Baseball Hall of Fame to honor Carlton Fisk, Jim Rice, Pedro Martinez in this way–but there is no one like David Ortiz in Red Sox history. The team’s and the city’s reaction was to be expected.
From a numbers standpoint, David Ortiz was not the best player in Red Sox history. For position players, Ted Williams, Wade Boggs, Carl Yastrzemski, and Carlton Fisk all had more career WAR by the Baseball Reference calculation (Ortiz is #231 all time, which is still impressive for a guy who was mostly a designated hitter and could not contribute in the field), and Williams and Yaz racked up all their Major League numbers with the Red Sox. But before David Ortiz, every great Red Sox player post-Babe Ruth was defined, fairly or unfairly, by not getting it done in October. Ted Williams was one of the greatest hitters ever, but only made the postseason once in his career. The signature moment of Carlton Fisk’s career was his walk-off home run off Fenway’s left field foul pole in the 1975 World Series… but that was in Game 6, and Cincinnati’s Big Red Machine won Game 7.
David Ortiz was one of many stars on the 2004 team, but it always seemed like he was in the batter’s box when it mattered most. Cast off by the Minnesota Twins, it’s almost as if David Ortiz’ MLB career did not really begin until he joined the Red Sox in 2003, one of the first of many moves that gave Theo Epstein the baseball genius reputation he enjoys today. Ortiz was the only member of the 2004 World Series Champions who was also on the team when they won it all in 2013, and he was the World Series MVP.
Ortiz had too many clutch moments for their to be a singular career defining moment. I keep going back and forth between his walk-off against the New York Yankees in the 2004 ALCS and his grand slam that turned the Fenway Park bullpen cop into a folk hero in the 2013 ALCS against the Detroit Tigers. Then again, there is also his “This is our f*cking city” moment after the Boston Marathon bombing. On and off the field, no player meant more to Boston than David Ortiz.
Ortiz’ accomplishments in Boston sports this century are matched only by Tom Brady. Like Ortiz, Brady turned the fortunes of a long-downtrodden franchise almost as soon as he arrived. Together, they transformed the Boston teams from ones devoid of titles to ones defined by them. The success of the Red Sox and Patriots was so infectious that even the post-Larry Bird Celtics and Jeremy Jacobs-owned Bruins followed suit.
Like Ortiz, Brady is as good as ever as he enters his 40s. He was already firmly in the Greatest Of All Time discussion before he won two of the last three Super Bowls. The comeback he orchestrated against the Falcons this February is one I still stop and think about in semi-disbelief that it really happened, and may be the best game he’s ever played. Both Ortiz and Brady proved themselves time and again after most had written them off. Obviously–purely based on the impact of an NFL quarterback compared to that of a MLB designated hitter–Brady is the more important player in the overall history of his sport, but given the historical importance of the Red Sox in Boston (their World Series drought predated the Patriots’ inaugural season by 42 years) makes the Ortiz vs. Brady discussion a debate.
As crazy as the David Ortiz farewell tour of 2016 that spilled into 2017 may have been, don’t be surprised if it’s even crazier if Brady ever retires. Then again, Brady’s end might come in another Super Bowl, which was the only thing missing from the end of the Ortiz Era. The 2016 World Series was the Series That Boston Built. It validated so much of what I have believed about baseball for years. If I wanted to build a title contender from scratch, I would want Theo Epstein running my front office. Even though his team lost, Terry Francona out-managed Joe Maddon, and Tito is the guy I would want managing my team. I would want Jon Lester starting the biggest game of the year, and Andrew Miller pitching the innings of highest leverage. The Red Sox had all of those guys on the payroll as recently as 2011. If that wasn’t enough, former Boston World Series champions John Lackey, David Ross, Mike Napoli, and Coco Crisp also played in the World Series.
David Ortiz went into his last postseason with a cast that was not good enough, and got swept in the ALDS Francona’s Cleveland Indians. The only thing missing from the Series That Boston Built was Boston, and by extension, David Ortiz. David Ortiz was Boston baseball. Boston celebrated him the way they did because he was the best we ever had when the games mattered most.
When lefty reliever Andrew Miller was traded by the New York Yankees to the Cleveland Indians last summer, it changed the trajectory of the 2016 Major League Baseball season. Not only did the deal, along with another high-profile trade that sent Aroldis Chapman to the Chicago Cubs, mark a stark contrast from the Yankees’ normal trade deadline approach, Miller and Chapman were the centerpieces of the two bullpens that reached the World Series.
The 2016 World Series ended up being one of the most watched and most talked about Fall Classics in my lifetime, and as a result, Miller became a household name beyond the hardcore baseball fan community and the cities where he has pitched like Cleveland, New York, Baltimore, and Boston. It was a true Series for the Ages, and Miller put together a brilliant postseason for the Tribe, including being named ALCS MVP. One of the biggest moments of the series was when Chicago catcher (and fellow bearded 2013 World Series Champion) David Ross homered off him in Game 7, but that hardly diminishes Miller’s standing as one of the elite relief pitchers in the game today.
One of the lessons I have taken away from me recent re-watch of Ken Burns’ Baseball is how often great pitchers slip up in these big moments, because you have to be really good to be on the mound in these ultimate high-leverage situations. Kirk Gibson’s pinch-hit home run in the 1988 World Series was an incredible feat not only because of how physically hobbled he was at the time, but also because it was Dennis Eckersley, the best reliever of his era, standing on the mound at the height of his powers for the Oakland A’s. Much of The Tenth Inning, in fact, is devoted to big moments in which Mariano Rivera, the greatest closer of all time, could not close the deal in both the 2001 World Series against the Arizona Diamondbacks and the 2004 American League Championship Series against the Boston Red Sox.
What makes Miller so interesting is that unlike Eckersley or Rivera, Miller is not primarily a closer. In the 2016 postseason Cleveland manager Terry Francona elected to throw Miller out there in the highest leverage moments of the game, to shut down the opposing offense, regardless of what inning it was once the starter was out of the game. This unconventional bullpen approach, which flies in the face of decades (or maybe even a century, as I’m not entirely sure when the conventional system of bullpen structure first solidified, and much of “just the way things are done” in baseball dates back to the 19th century, and I didn’t have time to take a deep dive on bullpen usage history for what was supposed to be a quick tangent) of clearly defined relief roles. You have the “7th Inning Guy,” the “8th Inning Guy,” and the “9th Inning Guy,” and the guy pitching the 9th should be your best guy, your closer. Miller’s use in 2016 was a potential game-changer.
The rise of Andrew Miller since he became one of MLB’s best relievers starting in 2014 may very well be enough already to change some people’s minds about his entire career. For instance, in 2007, Miller was traded by the Detroit Tigers along with Dallas Trahern, Burke Badenhop, Frankie De La Cruz, Cameron Maybin, and Mike Rabelo to the Florida Marlins for Dontrelle Willis and Miguel Cabrera. For eleven years, this was widely regarded as one of the most one-sided trades in recent baseball history, and then-Tigers GM Dave Dombrowski has been widely lauded for pulling off the steal of Cabrera, who would go on to win two American League MVPs, earn the first offensive Triple Crown since Carl Yastrzemski in 1967, and led Detroit to the World Series in 2012.
Cabrera has been one of the best hitters in the game for over a decade, and was still only 24 when the Marlins dealt him to Detroit. While the Tigers consistently contended in the decade that followed, the Marlins toiled in futility. There are obviously other factors involved. Miguel Cabrera was not the only great player on the Tigers during that stretch, and trading Cabrera was hardly the only baseball operations misstep by the Marlins in the years before, during, and since, but there was a clear winner and a clear loser in that trade. My worry now, is that decades from now, or probably sooner, people will go on Baseball Reference, see Cabrera’s page linked to Miller’s page by virtue of that trade, and think maybe that trade was not so bad for the Marlins because of the player Miller eventually turned into.
I can remember in the spring of 2014, when I was working a second shift data entry job, and regularly listening to Red Sox games on the radio the pass the night. This was how I followed the Red Sox in 2013 (all the until Koji Uehara recorded the final out of the World Series), 2014, and 2015, until I got moved to first shift. During one game, I remember, they had Alex Speier, a very knowledgeable baseball writer who at the time wrote for WEEI.com (he is now with The Boston Globe) in the broadcast booth to talk with Joe Castiglione and Dave O’Brien, and he talked about Miller and Burke Badenhop, who was new to the Red Sox that season and has one of my favorite names in all of baseball (I mean seriously, a ground ball pitcher with “bad” and “hop” in his name?). Speier talked about talking to Miller and Badenhop about the historic trade, about being forever connected to Cabrera, who had signed a record contract extension with the Tigers in the previous offseason. (Side note: after a little bit of research, this WEEI.com article by Katie Morrison that Speier contributed to from May of 2014 has a lot of the insights I remember and more.)
For whatever reason, this exchange in a game I cannot remember for a particularly bad Red Sox team three years ago stuck with me. Miller and Badenhop both turned into fine Major Leaguers, but even if they did their best pitching after the Marlins, there are ways the trade could be justified.
A good cross-sport comparison I like to make to the Miguel Cabrera Trade is the trade that sent Kevin Garnett from the Minnesota Timberwolves to the Boston Celtics (sorry for all the Boston-centric references, it’s what I know best). The Celtics gave up a bundle of players for a superstar, and turned into a title contender overnight. The Wolves have yet to make the playoffs since trading KG, and that trade got Kevin McHale fired as Minnesota’s GM in time. While McHale could feel vindicated by the solid NBA careers Gerald Green and Al Jefferson had (the latter was so promising that some in the Boston media including legendary Celtics power forward/head coach/homer broadcaster Tommy Heinsohn adamantly did not want Big Al to get moved in a trade for Garnett), they were not enough to fill the void left by KG in Minnesota. Like the Marlins in 2008 after Cabrera got dealt, the Timberwolves of that same era were also not helped by other roster building missteps bigger than the one one-sided trade, most notably having back-to-back picks in the top ten of the 2009 NBA Draft, and used them on Jonny Flynn and Ricky Rubio, both point guards, but neither was Steph Curry, who was taken at #9 by the Golden State Warriors in that same draft.
In spite of the success of the Celtics and the futility of the Wolves in the years that followed, I cannot help but thinking how close it could have come to being different. What if, in the summer of 2007, when the Celtics had already traded for Ray Allen and everybody on the roster not named Paul Pierce was on the table to package in a trade for the third star, what if Danny Ainge had slipped Rajon Rondo and/or Tony Allen instead of Sebastian Telfair in a moment of desperation to get McHale to bite on the Garnett trade? Would the roster have been good enough surrounding the New Big Three to really contend with the Cavs, Magic, and Pistons of the late 2000s?
Similarly, what if Dombrowski threw Justin Verlander into the bundle of players because he was so desperate to reacquire Cabrera, whom Dombrowski first signed as an amateur free agent while GM of the Marlins in 1999? While one great pitcher would not necessarily have turned the Marlins’ fortunes around, it certainly would have made the trade a lot less one-sided. Dombrowski would certainly not have the same reputation he currently had of being a genius trader (which I’m a bit skeptical of as a Red Sox fan, with the Drew Pomeranz trade and such).
Without venturing too much further in the Miguel Cabrera Trade What-If Rabbit Hole, here’s one more: what if this October, in an American League Wild Card Game or later series-clinching game between the Tigers and Indians, Andrew Miller, in the highest of high-leverage moments of the season, gets out of the inning (and to raise the stakes just a little bit more, let’s say he’s in a bases-loaded jam) by striking out Miguel Cabrera on three pitches? Can you imagine the think pieces coming out “In defense of the Miguel Cabrera Trade”? I certainly can, and it hasn’t even happened yet. That is why I am writing this to get out in front of it.
Ultimately, I don’t think there is anything Andrew Miller can do to validate that trade from the Marlins’ perspective, and not just because he did not put it all together until years after leaving Florida. Miller always had good stuff. His big frame and high velocity made him an attractive prospect, selected sixth overall by the Tigers in the 2006 MLB Amateur Draft. During his time with the Red Sox, he was featured in the excellent documentary Knuckleball! as the hard throwing lefty who takes Tim Wakefield’s spot in the starting rotation in 2011 while Wake is in pursuit of his 200th career win. With all the love and respect in the world to Wakefield and R.A. Dickey, the two stars of that doc, Miller’s validation and vindication from his role on the 2011 Red Sox is a much lower bar to clear, and it’s fair to say the 2016 postseason did that for him.
While Miller’s reinvention from mediocre and frustrating starter to elite and dominant reliever has been a fascinating transition, but when a new generation browses Baseball Reference years from now and thinks the Cabrera Trade was a fair trade, we must be vigilant and ready to set the record straight. Or maybe Miller will somehow reach a new level of bullpen greatness so profound that he is more famous in fifty years than Cabrera, but I have my doubts. Either way, time will tell.
The 2016 Major League Baseball season was one for the ages, capped off with an unforgettable World Series played between the Chicago Cubs and Cleveland Indians. It was a great year for baseball, I could not help but feel like my team, the Boston Red Sox, squandered a golden opportunity, when they were swept in the ALDS by the Tribe. The 2016 World Series, which featured a team built by Theo Epstein and a team managed by Terry Francona, and a half dozen other players between the two teams won earned World Series rings with Boston earlier in their careers, validated so many of my long held baseball beliefs, but was also a stark reminder that those people I believe in–particularly Francona, Epstein, Jon Lester, and Andrew Miller–are no longer with the Red Sox, and now, neither is David Ortiz. Where do the Red Sox go from here?
The David Ortiz Era is over in Boston, and what an era it was. Barring some kind of desire to play on always nagging feet again, and barring some kind of Instagram rumor being any more than that, we are more likely to see Dave Dombrowski or John Farrell go all Rick Pitino on the Red Sox press corps (Side note: having just re-watched that clip for the first time in a while, that press conference feels like a million years ago, but amazingly, Vince Carter is still playing in the NBA) than we are to see even one more Big Papi walk-off hit. The only David Ortiz highlights Red Sox fans should expect now are when the team retires his #34, when they induct him into the team Hall of Fame, and hopefully when the BBWAA votes him into the Baseball Hall of Fame (Although, I’m not sure when that will be. If it were up to me, Barry Bonds, Roger Clemens, Jack Morris, and Tim Raines would already be in Cooperstown, and Manny Ramirez would be elected in this year on his first ballot.). It would have been nice for Ortiz, the greatest playoff performer in Red Sox history and of of the greatest of all time, to get one last deep postseason run, but it did not happen. The pitching could not keep up with their hitting, and Cleveland’s pitching was really, really good. Now it’s time to pass the torch to a new generation in Red Sox baseball.
For a decade, Red Sox Baseball was all about David Ortiz, Dustin Pedroia, and Jon Lester. Ortiz is now retired, Lester is now going to be at least equally remembered for being a Chicago Cub as he was for his two stellar World Series winning performances with Boston, and while Pedroia is still here, I feel like going forward, it’s about the kids. Mookie Betts, Jackie Bradley Jr., Xander Bogaerts, and Andrew Benintendi are the present and the future of the Red Sox, and I am fine with that. These kids are alright, and I am really glad Dombrowski did not have to deal away any of them to get Chris Sale.
I have a feeling the Red Sox’ pitching will be better in 2017 than it was in 2016. I could be wrong, as I thought they were going to be better in the first half of last season than they were, but the way David Price improved in the second half was encouraging, even if he turned back into Playoff David Price in the playoffs. I think Rick Porcello had a great year, but he did steal the Cy Young Award from Justin Verlander. I have to agree with Kate Upton on that one. He has yet to pitch for the Red Sox, but I have wanted for years for them to make a run at Chris Sale. The guy has a bit of a nutty streak in him, best exemplified by that jersey cutting incident with the White Sox last summer, and every picture of him pitching on Google Images looks like his elbow is about to explode, but the dude can pitch, and pitchers with that kind of edge to them have done very well in Boston, from Clemens, to Pedro Martinez, to Curt Schilling, to Josh Beckett (when he cared), to Jonathan Papelbon, to John Lackey, and if any of that attitude rubs off on Price (Porcello showed a little bit of attitude last season too, which I liked), then everybody wins.
I would also be remiss if I did not take the time to mention that Clay Buchholz is no longer a member of the Red Sox, and I am as overjoyed as one can be about something that should have happened three years ago. Clay Buchholz is my least favorite Red Sox player ever, and my least favorite Boston athlete who never (to my knowledge) murdered anybody. Yes, he had good stuff, but his flashed of brilliance were not worth the frustration of injuries and poor performances when Boston needed him. I got off on the wrong foot with him when he first pitched brilliantly after being called up from the minors in the summer of 2007, even throwing a no-hitter in his second career start, but then the Red Sox had to shut him down when he was too fatigued to pitch in the playoffs. I knew he was trouble back then, and when he took a summer vacation in 2013 because his child slept in an uncomfortable position on his shoulder, and then pitched like he did not want to be there in the World Series, I was done. No player has ever done less to earn two World Series rings in Boston. The Red Sox traded Buchholz to the Philadelphia Phillies for a minor league prospect named I Don’t Even Care. All that matters is I do not have to root for him anymore.
Going into 2017, the Red Sox are, on paper, the team to beat in the American League thanks to the addition of Sale. I have my concerns about how sustainable their operation is, though. The 2016 World Series validated how good the people who made 2004, 2007, and 2013 happen were, but with each passing season, fewer of those people are working in Boston. Dave Dombrowski has no emotional connection to that era, and he has not been operating the way Theo Epstein and Ben Cherington were, for better or for worse. The biggest knock on Cherington, who was the initial replacement for Epstein, and a longtime assistant GM to Theo, was that he did not pull the trigger on trades of prospects. With the departure of Mike Hazen (who last year served as general manager under Dombrowski as president) to become general manager of the Arizona Diamondbacks, the Red Sox are drifting towards a new philosophy from what helped them win in a bigger way than they have since Dan Duquette was still in charge of the baseball operation.
Dombrowski has shown a fearlessness in dealing prospects from the Red Sox farm system for Craig Kimbrel, Drew Pomeranz (and even after the San Diego Padres were penalized for improper medical disclosure before the Pomeranz trade, the fact that Dombrowski did not try to renegotiate the deal to get Pomeranz for a lesser prospect than Anderson Espinoza remains a head-scratcher to me), and Chris Sale, which is on one hand refreshing, but at the same time worrying because when he was the GM of the Detroit Tigers, he strip-mined their farm system for an octogenarian owner who demanded the Tigers win now. The Tigers were among the best teams in baseball for a good stretch, even reaching the World Series in 2006 and 2012, but they never won it, and when it was clear they would have to rebuild, Dombrowski was out of a job, and here he is in Boston. The fact that he is operating the same way here as he did in Detroit makes me wonder if he learned from what went wrong there, and while he did have his share of trade success (Miguel Cabrera, Max Scherzer, and David Price, to name three), it’s not the most sustainable way to win consistently. I hope this is what Dombrowski is doing to put his stamp on the team, to make the roster his roster and not Ben Cherington’s roster anymore, but that every offseason is not what the 2015 and 2016 offseasons, with the farm system eventually getting depleted. That is a long-term concern, but it will not be a major talking point in 2017 if the young guys continue to hit.
This Major League Baseball offseason has been terrific for trades and player movement, to the point that baseball is taking up time in the 24 hour sports news cycle during football/basketball/hockey season the way the NBA was during the middle of the summer when baseball was the only major sport playing games. The eager waiting of baseball fans everywhere for Jon Lester’s free agency decision did not have the ESPN flair of LeBron’s decision to take his talents to South Beach in the summer of 2010, but jokes about waiting for a new Pope, and anticipating red smoke if the lefty ace chose Boston and blue smoke if he picked Chicago (or orange smoke if he decided to take his talents to San Francisco, but they were out of the running before the Red Sox and Cubs) dominated Reddit and Twitter, and did not seem that far off from the reality of the situation. Not every offseason is this exciting, but 2014 has not disappointed, unless you’re a fan of the Orioles or Athletics (but even then, A’s fans must be used to Billy Beane’s wheeling and dealing by now, and they’ll be contending again soon enough).
One team that usually flies under the radar during the winter, and rarely makes waves during the regular season has been right in the thick of it this offseason, however. The San Diego Padres might not be good this year, but there’s more to talk about with that club than there has been in a while.
The Padres are one of those teams that you might forget are in Major League Baseball if you follow an American League team, and they’re not on the inter-league schedule. In recent years, the National League West has been dominated by the San Francisco Giants, and Los Angeles Dodgers, but the Arizona Diamondbacks (who beat the New York Yankees in seven games in 2001) and the Colorado Rockies (who actually beat the Padres in a one game playoff before eventually getting swept by the Red Sox in 2007) have both been to the World Series since Bruce Bochy, Trevor Hoffman and the late great Tony Gwynn led them to a National League Pennant in 1998, before being swept by the juggernaut Yankees. These days, Gwynn is in Cooperstown, but gone well before his time, and Bochy and Hoffman appear to be headed there eventually, with Bochy the skipper behind three World Series winning teams in the last five years, and Hoffman getting a new award for the National League’s best closer named in his honor, but none of them are doing anything to help the Padres right now.
The plight of small market teams in baseball is reflected in San Diego’s baseball club. Adrian Gonzalez was a good player for them, but they traded him to Boston in 2011 rather than sign him to an extension or lose him via free agency. This winter, however, the Padres went on the offensive with their trades, acquiring Matt Kemp from the Dodgers, Wil Myers from the Tampa Bay Rays, and Justin Upton from the Atlanta Braves, three outfielders with All-Star caliber bats. They also flipped veteran catcher Ryan Hanigan to the Red Sox for third baseman Will Middlebrooks. This is a low-risk trade that could potentially work well for both teams. Middlebrooks is a young player with plenty of power who gets injured almost as much as he strikes out, but a change of scenery could be good for him, especially since the Red Sox were ready to move on from him with the signing of World Series hero Pablo Sandoval earlier in the offseason. For the Red Sox, Hanigan is a local kid (from Andover, MA) who could play the role of mentor to young catcher Christian Vazquez, and replace David Ross (who signed with the Cubs to catch for Lester) as the team’s backup catcher.
The recurring theme seems to be a change of scenery, and there isn’t much better scenery than San Diego. I was always surprised that San Diego couldn’t attract free agents on its good weather alone, but it is exactly what these players need. Matt Kemp was a fan favorite and a legitimate superstar in Los Angeles, having been a two time All-Star, two time Gold Glover, and a two time Silver Slugger, but is now 30, and has had injury issues, and has fallen out of favor with the Dodgers. It’s interesting to note, though, that both Kemp and Dodgers owner Magic Johnson were mentioned by name in the Donald Sterling tapes, for being people that V. Stiviano had taken pictures with and posted to Instagram against Sterling’s approval. At any rate, it was probably time for Kemp to head south. San Diego should be a good change of pace after playing his entire career with the Dodgers.
Wil Myers was part of a big trade two years ago that sent pitchers James Shields and Wade Davis from the Tampa Bay Rays to the Kansas City Royals. Myers, a top prospect in Kansas City’s farm system was believed to be a steal at the time, although Shields and Davis were a big part of the incredible, improbable, no joke, very exciting run to Game 7 of the World Series that Kansas City went on this past October. Myers was no slouch, either. He won the 2013 American League Rookie of the Year Award with Tampa, and at 24, still has a promising future ahead of him in the game of baseball. It may be a very Boston-centric sports take, but it might do Myers a lot of good to spend less time at Fenway Park. Myers made a costly error at Fenway in the 2013 ALDS, which helped kick off the Red Sox postseason success that year, and in 2014, he collided in the Fenway outfield with Desmond Jennings resulting in a wrist injury that would derail his season (as well as the Rays’ season, which resulted in Tampa trading David Price to the Detroit Tigers, general manager Andrew Friedman leaving to become President of Baseball Operations for the Dodgers, and field manager Joe Maddon leaving to become manager of the Cubs). With the Padres, Myers won’t even have to go to Fenway every season.
Justin Upton is another player who could use a change of scenery because things just weren’t working in Atlanta. The Braves had plenty of bats, but had poor plate approach as a team. Upton and his brother B.J. did not live up to the hype that came with them arriving in Atlanta the same year. After the Braves dealt Jason Heyward to the St. Louis Cardinals, it seemed as if they were ready to blow it up and start rebuilding.
It’s unclear at this time if the Padres will be good, but it’s the first time I can remember that there is buzz around the Padres in the offseason, and it just might lead to regular season buzz. At the very least, the Giants and Dodgers are looking over their shoulders because the division has a chance to be more than just a two team race in 2015.
It’s amazing how quickly a team that has fallen out of favor with its loyal fans can win them over again by winning. What’s even more amazing, however, is how quickly a championship team like the 2013 Boston Red Sox can fade away again. This time a year ago, it looked like the beginning of a new era in Red Sox baseball where they would be contenders year in and year out again, like they were from 2003 to 2009. David Ortiz was the only mainstay from the 2004 team, but Dustin Pedroia and Jon Lester would be the leaders of Boston’s next World Series run. This time a year ago, Jon Lester wanted to stay in Boston. This time a year ago, nobody wanted him to leave. Now, Jon Lester is a member of the Chicago Cubs, and the Red Sox front office has only themselves to blame, if they even wanted him back.
The Red Sox are run by very smart people. I’m convinced of that, even when I don’t like the decisions they make. You can win a World Series by accident, I suppose, but not three in a ten year span. They know what they’re doing, but sometimes it seems like they buy into their own reputations a little too much. They approached Jon Lester’s contract extension negotiations like the Boston Red Sox were the ones who taught him how to throw a baseball and gave him his natural talent. They thought they could put his loyalty to the organization that drafted him to the ultimate test, and that would be enough to keep him in Boston.
In the 2014 spring training, the Red Sox offered Lester the hometown discount to end all hometown discounts: a five year, $70 million deal. Including the club option for a seventh year that the Cubs gave Lester a few days ago, that’s $100 million less than he got on the open market. Lester’s camp was insulted by the offer and did not want to negotiate with the Sox again until after the season.Along the way, Lester had a career year and put himself right up there with Detroit’s Max Scherzer at the top of the list of soon to be free agent pitchers (For the record, I’d rather have Lester than Scherzer. Lester has been a top of the rotation pitcher longer, is left handed, and was not represented by Scott Boras). With the 2014 regular season all but a lost cause by the end of July, the Red Sox traded Lester (along with Jonny Gomes) to the Oakland Athletics for Cuban-born power hitting outfielder and back-to-back Home Run Derby champion Yoenis Cespedes. Any chance of getting hometown preference in the offseason went away for the Res Sox when they traded Lester to Oakland.
What is most frustrating, as a Red Sox fan, about the way the team handled Jon Lester’s future in Boston was that this was absolutely the kind of player worth extending themselves to keep around. He was the the #57 overall pick in the 2002 Major League Baseball Draft, the first draft after John Henry and Tom Werner bought the storied championship-starved baseball club. Before being traded to Oakland, he was the only player in the Red Sox organization who had been with the franchise longer than David Ortiz (who was acquired in 2003). He was a three time All-Star in Boston, who managed to take his game to an even higher level when the games mattered most, despite almost always going up against the other team’s ace. He was the best homegrown pitching talent the Red Sox had developed since some guy named Roger Clemens. He has no history of baseball related injuries that could lead to a decline in his early thirties. The Red Sox took a pitcher who was drafted and developed in Boston, who won two World Series titles in Boston, who beat cancer early in his career in Boston, who would have been an ideal leader and example for Anthony Ranaudo and Henry Owens in Boston, and approached his contract extension like he was some 35 year old reliever with a history of breaking down. It was insulting to Lester, and a slap in the face to Red Sox Nation, who was just starting to feel good about the team again (winning the World Series certainly as that effect) after Fried Chicken and Beer, and the Bobby Valentine season.
I was stunned that the Red Sox were able to acquire Cespedes from Oakland at the trade deadline, and I wrote more than one article in reaction to it (also, before I forget, here is my plea to the Red Sox front office to not trade Lester and to pay him what he’s worth from last summer). Nobody trades their cleanup hitter in the middle of a pennant race, especially when you already have three quality starters like the A’s did (Sonny Gray, Jeff Samardzija, and Scott Kazmir), especially not someone as smart as Brad Pitt’s character from that Aaron Sorkin baseball movie. Billy Beane’s bod plan backfired and the A’s lost the AL West to the Los Angeles Angels of Anaheim (Seriously, when are we going to go back to calling them just the “Anaheim” or “California” Angels again? This is ridiculous!), even though Lester did his job every fifth day, and the Oakland bullpen blew the lead from Lester’s solid Wild Card Game start, inadvertently kicking off the incredible playoff run for the Kansas City Royals that will one day make a much better baseball movie than Moneyball. Cespedes impressed Red Sox fans in his short time in Boston. He hits the ball with real power (something the Red Sox have never been able to develop through their own farm system), and he has a cannon for an arm (something we’ve come to appreciate after years of seeing Johnny Damon and Jacoby Ellsbury struggle to get the ball to the cutoff man at second base from center field), but if anyone was naiive enough to get attached to Cespedes, they were doubly disappointed by the Red Sox this week.
Red Sox fans haven’t been blaming Lester. In fact, many of us were worried that the Sox would try to smear him after he signed with Chicago, and decided to get out in front of it with a Twitter campaign. #SmearCampaign was a rousing success, and if you’re looking for a few laughs from this bummer of a situation, you should check it out (also two of my Tweets made it into this Yahoo Sports article).
The day after Lester signed with the Cubs, the Sox traded Cespedes to Detroit for starting pitcher Rick Porcello. Ultimately, the Red Sox traded Jon Lester for Rick Porcello, even if they were two separate trades a few months apart. The Red Sox also traded pitching prospects Alan Webster and Rubby De La Rosa to the Arizona Diamondbacks for 28 year old left-hander Wade Miley, and signed former Red Sox prospect Justin Masterson (traded to the Cleveland Indians in 2009 for Victor Martinez) to a one year deal after splitting time in 2014 between Cleveland and the St. Louis Cardinals. Right now, the Red Sox appear headed into the season with Clay Buchholz as the ace of the pitching staff… yes, that Clay Buchholz. The guy who makes J.D. Drew look like Cal Ripken Jr. is the best starter we have. The good news is that Porcello has a chance to take a big step forward this season (and I think/hope he will). Porcello has been in the Majors since 2009, but will turn 26 later this month. He was the fourth best starter in a rotation that had the 2011, 2012, and 2013 American Leaue Cy Young Award winners (Justin Verlander, David Price, and Scherzer), and he’s in a contract year. If Porcello becomes the pitcher I think he can be, and the Red Sox lock him up, then the Lester deal will not seem so bad. For now, though, it still hurts that an organization so smart can be so stupid with a pitcher any baseball fan could tell you was a perfect fit for them.
Lester is in a pretty good situation now in Chicago, reunited with Theo Epstein, who was the GM of the Red Sox when they drafted him, and they have a chance to make history. The downtrodden Cubs last won the World Series in 1908, and Lester and Theo have a chance to end more than a century of futility. More than anything, I’m thankful that this well done Photoshop job didn’t end up coming true. I guess it could always be worse.
Somewhere, Aaron Sorkin is probably going to town on an early draft of a sequel to the hit movie Moneyball, but one that has an ending like Rocky II. He’s probably feverishly typing away at different ways Brad Pitt can have his “Yo Adrian! I did it!” moment on the big screen in anticipation of what could happen in this year’s Fall Classic. Billy Beane has received all kinds of praise for running the Oakland Athletics and keeping them in playoff contention with a fair amount of consistency despite having a much tighter budget than the New York Yankees, Los Angeles Dodgers, Boston Red Sox, or Detroit Tigers, and it has earned him fame outside the baseball diamond in the form of a bestselling book and Academy Award nominated film. He has drafted well, been fearless at the trade deadline, and has led a revolution in the way baseball players are evaluated, but he still has yet to guide the A’s to the World Series. Baseball is a gamble. Risks have to be taken, and the margin for error for a club like Oakland is much smaller than New York or Boston (who has won three World Series titles since the 2002 season chronicled in Moneyball using player evaluation strategies made popular by the Athletics), and while what Beane has done in Oakland is incredible, he needs to win a World Series to validate his reputation at this point, and he knows it.
Flipping your best hitter in a trade for another pitcher is a huge risk on Oakland’s part, especially when Jon Lester is due to become one of the top pitchers in the free agent market this winter and out of Oakland’s price range in the future, but the A’s are really close this year. Billy Beane is a smart man. He saw Lester pitch for the Red Sox in the World Series last October. The guy has been an elite playoff performer his entire career. The 2007 World Series was just the tip of the iceberg. Lester is a good pitcher in the regular season, but not on the level of Clayton Kershaw or Justin Verlander, but he has proven time and again that he has the ability to step it up that much more and do his best pitching in the month where every pitch is exponentially more important than they were in the previous six. With Lester set to hit the open market at the end of the season, and the Red Sox playing hardball in contract extension negotiations with their ace, every general manager in the playoff hunt from New York to Detroit to Seattle was salivating over the possibility of acquiring his services, even if it was just as a three month rental.
Beane needed to blow Boston’s doors off with an offer for Jon Lester. The uncertainty of minor league prospects is always something to be wary about, but the Red Sox would also have to deal with the public relations backlash of trading their ace pitcher (and arguably best player on the roster) for players nobody has ever heard of while plummeting towards a second last place finish in three years, just ten months after winning fans’ hearts back with an improbable (and in hindsight, miraculous) World Series title. Acquiring Lester was a priority for the A’s, even if it meant giving up Yoenis Cespedes.
The Lester/Cespedes trade was a bold move by Billy Beane. That’s why he was played by Brad Pitt in Hollywood and not Rick Moranis, even if the Athletics haven’t won anything since Beane took over the baseball operations department. He’s embraced his status as the celebrity sports executive, with a movie that promoted his philosophy and his transformation of the way baseball clubs build their rosters, but he knows if it doesn’t happen this year, the critics will come out in droves to try and take him down. In a year, the A’s would likely lose Cespedes in free agency (and I’m worried I might be writing another “Pay this Man” article about Boston’s newly acquired Cuban slugger this time next year), and they will most certainly lose Lester to one of the rich teams, or poor teams, or fifty feet of crap ahead of them on the MLB payroll rankings, but it will have all been worth it if they win the American League Pennant, or better yet, the World Series.
My Red Sox are more or less out of the playoff picture here in the first weekend of August, so I have no problem being excited about this potential Moneyball sequel in the making. I would love to see Jon Lester carry the Oakland A’s on his back and take them to the same level of baseball glory he took the Red Sox to in 2007 and 2013. I would love to see Billy Beane get the validation he deserves, and prove that his system works and you don’t need lots of money to make Moneyball work (like the Sox already have three times). I would also love to see Lester leave Oakland with this winter and re-sign with the Red Sox, but that’s probably a pipe dream at this point. Time will tell. The law of averages has the A’s going all the way at some point, but regardless of what it says on paper, you still need to play the games. It should be fun.