Embarrassing Yankees Moments That Haters Love to Bring Up 

CE Hudspeth
Updated November 6, 2017 613 votes 129 voters 3.7k views 14 items

With 27 World Series Championships, the MLB’s New York Yankees are the winningest organization in all of American sports. When you realize that there’ve only been 111 World Series played thus far, you grasp the fact that the Yankees have won a whopping 24% of them. But despite all that glory, the haters will always ask: what are the worst Yankees moments?

With lots of winning inevitably comes lots of dislike, and it’s no secret that supporters of other teams tend to despise the Yankees. Maybe the team's outspoken fan base plays a role in the widespread disdain, or perhaps it’s simply the manner in which they’ve defeated so many other franchises, leaving sad memories and a bad taste in the mouths of their fans. Whatever the case, there’s no denying that it brings many people great joy to see the New York Yankees doing poorly. Believe it or not, as well great as they’ve been through the years, they’re not immune to moments of poor performance and humiliating fails - with a slew of embarrassing Yankees moments to look back on.

Whether they’re losing baseball games, losing their cool, losing credibility, or really doing anything that isn’t hoisting up The Commissioner's Trophy, haters of the Yankees can revel in the glory of their nemesis at any of their embarrassing and funny moments. Vote up the most memorable Yankees fails below!
Losing the 2004 ALCS after leading the series 3-0.
Losing the 2004 ALCS aft... is listed (or ranked) 1 on the list Embarrassing Yankees Moments That Haters Love to Bring Up
Photo: Wikimedia Commons/CC-BY

After defeating the Red Sox in the first three games of the series and being one win away from the World Series, the New York Yankees lost four consecutive times to their rivals.

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Yankees fans straight up quit supporting their team in 1966.
Yankees fans straight up... is listed (or ranked) 2 on the list Embarrassing Yankees Moments That Haters Love to Bring Up
Photo: flickr/CC0
The Yankees went 70-89 that year, but it was specifically on September 22 that their 65,000-seat stadium had a paid attendance of 413. That's right - their smallest “crowd” in history.
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The Yankees get beaten so badly the final score looked like a football blowout.
The Yankees get beaten s... is listed (or ranked) 3 on the list Embarrassing Yankees Moments That Haters Love to Bring Up
Photo: flickr/CC0
On September 1, 2004, the Cleveland Indians absolutely annihilated the Yankees. It wasn’t just that they scored 22 times, but also that they didn’t allow the Yankees to score a single run, resulting in their worst loss ever.
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Babe Ruth gets caught trying to steal second base to lose the 1926 World Series.
Babe Ruth gets caught tr... is listed (or ranked) 4 on the list Embarrassing Yankees Moments That Haters Love to Bring Up
Photo: Metaweb/GNU Free Documentation License
After splitting the first six games 3-3 with St. Louis, the Yankees were in the series deciding Game 7 – a championship on the line in the bottom of the 9th with two outs. They were only down by one run, with Ruth at first and Bob Meusel (who’d hit .315 and batted in 81 runs over 100 regular season games) up to bat. The first pitch was a strike, swinging, but the world never got to see a next pitch because Ruth attempted to steal second and was thrown out. Season over. Championship lost.
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