Cubs: pull the trigger on this deal. In terms of salary, it is fairly even, although I think the Cubs may have to throw in $2-$3 million. The Yankees are in the process of rebuilding, whether they admit it or not.
Mark Teixeira is in the last year of his contract, and the Yankees are unlikely to sign him to the $22.5 million deal that he currently enjoys. Dan Vogelbach, who is batting .304 with 12 HR and an OPS of .958 with the Triple-A Iowa Cubs, would be a great replacement for the veteran.
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Montero would add a solid backup to Brian McCann, and allow the Yanks to trade McCann for more prospects or young players.
The Cubs are set at first base with Anthony Rizzo and have two young catchers that are proving to be long-term contributors with Contreras and Schwarber. Willson is also showing his versatility by playing at first base on Thursday versus the Marlins.
David Ross has provided veteran leadership to this Cubs team, and I would not be shocked if he stayed on the team as a coach. If there is a need for another catcher in 2017, the Cubs would have room to sign Matt Wieters or Wilson Ramos on the Free Agent Market.
Whether it is Miller or Chapman, having a strong lefty coming from the pen would be a great advantage. The downfall of Chapman is he would be a free-agent at the end of the year. Miller is under contract until 2019.
Next: Making a tough call