Every season, many general managers make trades hoping to make their respective franchises better. That is a noble goal, but trades don't always work out. In fact, some trades seem so lopsided in retrospect that you wonder what on earth that general manager must have been thinking.
To be fair, hindsight is 20-20. It is a lot easier for me to look back and criticize than it is for that general manager to predict how talented a prospect will actually become or how quickly a veteran will fade.
Therefore, since we have the ability of hindsight, we are going to be looking at the long-term impact of the trade. In other words, trading a future superstar for a borderline veteran who was only useful for one season is a bad thing in my book.
Twenty-five trades in the past 25 years stand out above the rest as particularly questionable by my terms. If I have forgotten some major trade, feel free to leave a comment.