
23. DeShaun Watson
Here is one of the most controversial trades in recent history. There’s no denying that Watson is an elite quarterback but his character is questionable. The Cleveland Browns pursued him in the middle of his highly-publicized legal issues. They swapped three first-round as well as three more for the Houston star. This also left Baker Mayfield out in the cold (via Fox News).

Fans resented this because they didn’t want an alleged sexual abuser leading their team. Meanwhile, there were real fears of an NFL suspension. That’s why the Browns guaranteed him just one million dollars in his first year. That’s wild because his five-year blockbuster contract is worth $230 million. It’s one of the craziest situations ever but it is fascinating.