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MLB Insider Makes Brutal Yankees Prediction
Jul 3, 2025; Toronto, Ontario, CAN; New York Yankees manager Aaron Boone walks to the dug out after making a pitching change against the Toronto Blue Jays during the fifth inning at Rogers Centre. Mandatory Credit: John E. Sokolowski-Imagn Images John E. Sokolowski-Imagn Images

New York Yankees fans know all too well how long it's been since the club last won a World Series title.

If general manager Brian Cashman doesn't successfully wheel and deal ahead of the July 31 MLB trade deadline, it's entirely the title drought will continue in the Bronx. And that's not even the worst of it.

"The Yankees, even without ace Gerrit Cole, were comfortably cruising along towards another AL East title when the wheels came off, and they have less than two weeks to see if they can find the right mechanic to get them rolling again," USA Today's Bob Nightengale reported Sunday.

"This is a team that had a seven-game lead in late May, were 17 games over .500 in mid-June, but then were swept by the Boston Red Sox and Los Angeles Angels, and still haven’t been the same, losing 19 times in the last 30 games," Nightengale continued.

"They are desperate to find a third baseman and another starter in the next 12 days. If they come up empty, they may have trouble just slipping into the postseason," Nightendale concluded.

"Sitting home in October would be nothing short of disastrous," Nightengale added for emphasis.

The Yankees last missed the playoffs two years ago before returning to the World Series last fall. In seeking its first title since 2009, New York lost the 2024 Fall Classic to the Los Angeles Dodgers in five games.

This year, the Yankees have a 42% chance of winning the American League East, according to FanGraphs. New York has a 49.4% chance of winning an AL wild card, giving them a 91.4% chance overall of reaching the playoffs.

The Yankees have a 10% chance of winning the World Series, which is tied with the Detroit Tigers for the best odds in the American League. The Dodgers remain the overall World Series favorites with a 20.8% chance of winning another title.

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This article first appeared on New York Yankees on SI and was syndicated with permission.

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