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Which MLB teams have wasted the most money since their last successful trip to the playoffs?

The teams at the top of the MLB landscape have changed quite a bit in recent seasons, but that means so have some of the teams at the bottom.

Recently, several of MLB's longest suffering franchises have ended long playoff droughts. The trend started somewhere around the time when the Reds got into the post season in 2010. Two years later the Orioles made it to the October dance as a Wild Card winner. Then the Pirates ended a string of 20 consecutive losing seasons in 2013 by kicking off a run of three straight trips (and counting) to the Wild Card play in game.