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The White Sox are the latest team to look at a complete teardown

Sunday morning’s Say Hey, Baseball includes the White Sox tearing it all down, how the Red Sox made their Winter Meetings moves, and an update on Kenley Jansen.

Detroit Tigers v Chicago White Sox

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The Winter Meetings always represent the most exciting time of baseball’s offseason, as every team being in one place leads to extreme amounts of wheeling and dealing. This year’s version had some major moves, but it was also kind of quiet relative to other editions of the event. With that being said, one team still managed to thrill us all, dealing two of its cornerstones for huge prospect packages. And the White Sox probably aren’t done yet, making them just the latest team to decide the best way to get back to contention is to tear down completely.

Even after trading Chris Sale, probably a top-three pitcher in all of baseball, and Adam Eaton, one of the more underrated outfielders in the game, Chicago has multiple intriguing pieces to deal to further enhance its suddenly impressive farm system. The White Sox have already reached out to teams about their other stud left-handed starter, Jose Quintana. According to reports, they’re shooting for the moon with him as well, which they should. Additionally, Todd Frazier is likely on the block, albeit for a much lower price. Then there’s Jose Abreu, who is a former Cuban League teammate of new top prospect Yoan Moncada and now might get traded before they play together again.

The benefits of this strategy are clear and obvious. By dealing these pieces, the White Sox will transform their minor league system and provide them a chance to build a contending, homegrown team in the next five years. It’s not aesthetically pleasing — knowing losing is in your future for at least a couple of years is never fun — but it’s the reality of today. We just saw it work almost perfectly for the Cubs, and it looks to be working out well for the Astros as well. The Royals’ effort took the scenic route, but it ended with two straight World Series appearances. It obviously won’t work for everyone, but given the pieces the White Sox have dealt and the ones they still can deal, I wouldn’t bet against this teardown.

  • The Red Sox were the team to end up with Sale, and they also got Tyler Thornburg and Mitch Moreland on the same day. Here’s how they got all of that done.

  • Thornburg’s acquisition was quickly overshadowed by Sale, but he will play a big role in Boston as well. So exactly who is he?

  • On Saturday, it came out that Danny Espinosa was upset with his new role in Washington after the Eaton acquisition. Seemingly 30 seconds later, he was shipped off to the Angels.

  • The Royals’ time at the top of the American League seems to be coming to a close, and now it’s time for Dayton Moore to bring the organization to its next stage.

  • Kenley Jansen is still a free agent, and the Dodgers still need a closer, but a deal hasn’t gotten done yet. Who are their other options?

  • The Marlins also want Jansen, as it’s about time for their every-three-years spending spree. If they miss out, though, their bullpen probably won’t see much improvement next year.

  • Cleveland is still the defending AL champs, so what’s next as the Indians try to defend that title?

  • St. Louis has been connected to Edwin Encarnacion after landing Dexter Fowler and Brett Cecil. Would that be one signing too many, though?

  • Apparently, the Yankees have turned down Chase Headley deals. That sound you heard was Yankee fans of the internet collectively scratching their heads.

  • One of the Brewers top prospects, Phil Bickford, was just suspended 50 games for testing positive for marijuana. It’s a nice reminder that even with a brand new CBA, MLB still has draconian marijuana policies for its minor leaguers.