Yankees about to make another fatal error with trade interest in Brewers star

If at first you don't succeed, try again?
National League Championship Series - Los Angeles Dodgers v Milwaukee Brewers - Game One
National League Championship Series - Los Angeles Dodgers v Milwaukee Brewers - Game One | Patrick McDermott/GettyImages

Get back on the horse. Persevere. Maybe things will go better this time around. If the rumors that the New York Yankees are circling a Milwaukee Brewers closer aren't giving you the feeling that it's Déjà vu all over again, then you don't know Trevor Megill.

It was just about this time last year when the Yankees swung a deal with the Brewers to bring star closer Devin Williams to the Bronx. A 4.79 ERA, some curious social media activity, and some Sonny-Gray-level shade directed at Matt Blake and the Yankees' pitching apparatus, we can safely assume that Williams just didn't enjoy being a Yankee.

This time around there's no assumption needed. Megill has basically said as much.

Yankees' reported interest in trading for Brewers closer Trevor Megill is courting disaster

During the 2025 season's opening series, in which the Yankees bludgeoned the Brewers by a score of 36-14 over the three-game set in what was a torpedo-bat-fueled barrage that became the talk of the league, Megill was one of the most vocal critics.

He questioned the legality of said bats, adding, "It's the Yankees, so they'll let it slide." Megill's comments stuck out like a sore thumb compared to the rest of those in Milwaukee's orbit, with former Yankee Nestor Cortes downplaying them as the reason he gave up three homers on three pitches, and Brewers manager Pat Murphy expressing doubt that any of his pitchers should be upset if the bats were deemed legal.

Murphy would go on to say, "it ain’t the wand; it’s the magician," further downplaying the impact the torpedo bats had in aiding the powerful Yankees lineup.

Megill's outrage stuck out like a sore thumb, and it might not just be a New York thing, either. Megill's younger brother, Tylor, has been in the New York Mets organization since they drafted him in 2018, spending parts of the last five seasons taking the bump in Queens. Presumably, Trevor has a direct line to understand what life in New York is really like.

Instead, it seems like Megill has a problem with the Yankees specifically. It's been a long time since the Yankees were the league's premier dominant force, but with a history like none other, it shouldn't be surprising that the hatred can run deep.

All of that begs the question, why would Brian Cashman open himself up to this level of risk again? Sure, Megill was productive with 30 saves and a 2.49 ERA for Milwaukee last season, but there are other high-end relievers he could be targeting with similar (or in some cases better) results.

Of course, Megill is attractive because he comes with two years of team control and would be significantly cheaper than Edwin Diaz or the other top-of-market free agent options, but with such an open disdain for all things pinstripes, it might seem like this is the time to pass and let the Mets, who are also sniffing around him, pony up the assets to reunite him with his brother in Queens.

That way, the Yankees can watch from afar and see if it's the city or the Yankees themselves that truly got Megill's goat.

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