Ricky Williams
The Ricky Williams trade remains one of the most confusing moments in NFL history. New Orleans hired a Super Bowl winner in their new head coach Mike Ditka as they tried to bring their franchise to the next level. However, this decision ultimately set the team back many years.
Ditka decided to trade every draft pick the team had in exchange for Williams, a running back. It’s unthinkable today because nobody even selects running backs in the first round. In the end, Williams had an average career but didn’t justify the Saints’ massive sacrifice for him (via Bleacher Report).