Kyle Orton
Some people think Orton is one of the unluckiest quarterbacks in NFL history. First, he showed promising signs during his time in Chicago and thought he would be their long-term starter. Then Jay Cutler became available and the Bears traded him to Denver. Meanwhile, one Tim Tebow meant that he didn’t get his full chance with the Broncos.

But his partying didn’t help matters either. There are many pictures on the Internet of Orton slurping Jack Daniels from the bottle. He loves dive bars and sleazy settings but probably should have spent more time improving his game. Instead, he had a disappointing NFL career and never reached his ceiling (via CBS News).