With unbridled optimism running rampant among the fanbases of all 30 MLB teams, it’s relatively easy to spin most offseason moves in a positive light.

For contenders, it’s not difficult to view a few key veteran additions as the missing pieces to bridge the gap to World Series appearances.

For rebuilding clubs, prospect additions immediately become the next big thing for the organization as the fanbase keeps an eye on the future and brighter days ahead.

However, sometimes a deal just looks like a mistake.

Whether giving up too much in a trade, overpaying for a free agent or cutting ties with someone a team should have retainedthere are always at least a few offseason transactions that look regrettable almost immediately.

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