MLB: Most Disappointing 100-Win Teams of All Time

NEW YORK, NY - OCTOBER 9: Aaron Judge #99 and Gleyber Torres #25 of the New York Yankees are seen in the dugout prior to the start of Game 4 of the ALDS against the Boston Red Sox at Yankee Stadium on Tuesday, October 9, 2018, in the Bronx borough of New York City. (Photo by Alex Trautwig/MLB Photos via Getty Images)
NEW YORK, NY - OCTOBER 9: Aaron Judge #99 and Gleyber Torres #25 of the New York Yankees are seen in the dugout prior to the start of Game 4 of the ALDS against the Boston Red Sox at Yankee Stadium on Tuesday, October 9, 2018, in the Bronx borough of New York City. (Photo by Alex Trautwig/MLB Photos via Getty Images) /
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(Photo by Alex Trautwig/MLB Photos via Getty Images)
(Photo by Alex Trautwig/MLB Photos via Getty Images) /

The New York Yankees entered the 2018 season with the expectation of winning their 28th world title. Despite winning 100 games in the regular season, they put together one of the most disappointing ALDS performances ever. But was it really that bad?

I know what you’re thinking: “is this guy crazy? How could winning 100-games be disappointing?”

I’m not crazy… I promise.

It’s just that, once the New York Yankees lost to the Boston Red Sox in the 2018 ALDS, I thought to myself, “does this Yankees team even belong on the same field as the Red Sox?”

Turns out, the answer was: no!

The Boston Red Sox went on to win the 2018 World Series without so much as breaking a sweat. They played every aspect of the game on a high level and showed to the world why they were the best MLB team in 2018.

Still, I fumed.

Why did the Yankees lose so handily to the Red Sox in the ALDS? It wasn’t even close. Were the Yankees among one of the most disappointing 100-win teams in MLB history?

I did some research. I spent hours creating a spreadsheet of all the 100-win teams in baseball history, and found:

  1. There have only been 105 teams to win 100 or more games in a single season.
  2. Only 38 (36%) of those teams go on to win the World Series.
  3. The 2018 Yankees were not one of the most disappointing 100-win teams in MLB history.

Now, I just feel like I wasted moments of my life creating a spreadsheet just to make myself feel better… or worse. Depends on how you look at it.

So, in the interest of not letting this database go to waste, I have compiled a list of the top 10 most disappointing 100-win teams in MLB history.

Here are the rules:

  1. The lower a teams Rdiff, the “worse” they are.
  2. If tied, how far that team went in the postseason will determine the order.
  3. Cannot have won the World Series

Ready?