Get out the kleenex, this will not be a pretty thread for most of you. It's rather basic though: Of all your favorite teams, which one move was the absolute worst? This can either be in hindsight, or as it happened. After looking down the long list of horrible moves made by my respective favorite teams, I have only one that can be listed as the "worst.
The New York Mets were getting close to competing in the 90's, and seemed to only be one or two moves away from making a run. So, who do they trade for? Mo fucking Vaughn. He was a slugger in Boston, but he was never all that good at it. So we move him into a pitcher's park, hand him a glove, and watch our team quickly run down the tubes. There was nothing they could have done to quickly correct that move, and it set the team back a few seasons.
The New York Mets were getting close to competing in the 90's, and seemed to only be one or two moves away from making a run. So, who do they trade for? Mo fucking Vaughn. He was a slugger in Boston, but he was never all that good at it. So we move him into a pitcher's park, hand him a glove, and watch our team quickly run down the tubes. There was nothing they could have done to quickly correct that move, and it set the team back a few seasons.