The headline is quite obvious. Yes, the New York Yankees need to win their Wild Card series against the Boston Red Sox or else they cease playing baseball for the rest of 2025. They not only better win this series in order to continue on a quest for a championship, but they also need to do so because of the potential implications of defeat. For if the Red Sox beat the Yankees, I believe the reverberations will be felt all the way up to the front office. I like to call it an organizational earthquake.

A loss to the Red Sox in this round in this year would be the one scenario where the jobs of Aaron Boone and Brian Cashman would be in jeopardy. To be clear, I am not calling for the dismissal for either man. Plenty of other people will do that for me. However, look at the records of both organizations over the last 20 years, beginning in 2005. Boston has won three World Series under three different managers and three different front offices. The Yankees have won the World Series just once during that time. Cashman has been the team’s chief decision maker during these last two decades. More recently, let’s compare the managers. Boone and Alex Cora each assumed the helm prior to the 2018 season. Cora’s Red Sox beat Boone’s Yankees in the divisional round on their way to winning it all. The two teams also squared off in the 2021 Wild Card game with Boston once again coming out on top. The Red Sox have been flat out better. Why do I believe a loss this year could be almost, if not more catastrophic than the 2004 meltdown?
Not only have the Sox won more recently, but they have also fallen down and gotten back up. Yes, the Yankees have been a model of consistency, with playoff appearance after playoff appearance. Cora was suspended for the 2020 season. Boston has finished last three times since 2018. The front office changed again. The Red Sox were roasted for trading Rafael Devers in May. Yet, here the Red Sox are, threatening to derail another Yankees’ postseason run. It’s bad enough they owned the Yankees during the regular season. Can you imagine Alex Cora and company once again celebrating a playoff series victory on Yankee Stadium soil? How does Yankee ownership not make wholesale changes should they lose this first round? Their arch nemesis, the one that has owned them over the last 20 years, the one that has risen, fallen and then risen again all the while the Yankees go another year without a championship is pretty humiliating.
There has to be repercussions for this specific failure. I’m afraid Boone might be the one who pays the price. If not, expect a cataclysmic meltdown from both fans and the media. If you thought last year’s World Series defeat triggered this group of people, you haven’t seen anything yet.
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