1. Dallas Cowboys Trade Herschel Walker To Minnesota Vikings:
What else could top this list than the bad trade to end all bad trades? In a move that will forever live on in NFL infamy, Dallas traded running back Herschel Walker and four draft picks to the Vikings for a haul of five players and an incredible eight picks. These picks set the foundation for the Cowboys’ Super Bowl dynasty of the ‘90s. They drafted all-time great running back Emmitt Smith with one of the picks in addition to Pro Bowl safety Darren Woodson.
Using those picks along with a ton of other talents, the Cowboys won three Super Bowls that decade. The Vikings did not. Walker never even topped 1,000 yards for Minnesota – his highest single-season total was only 850. He only played for the team for two seasons, hardly worth a trade the Vikings mortgaged their entire immediate future for. Because it set the Cowboys dynasty in motion and the Vikings back for so long, this is the worst trade in NFL history.