13. Sam Hurd
Most of the cases on this list are relatively harmless. However, Hurd’s is one of the most dramatic because he was ready to start a full-blown drug trafficking operation. The former NFL wide receiver received a 15-year prison sentence because he wanted to deal large amounts of cocaine and marijuana. But that’s not why he’s on this list. Hurd divulged his whole plan to an FBI informant.

He came up with the idea during the NFL lockout in 2011 because he obviously wanted to remain constructive. In sum, he wanted to move about 10 kilos of cocaine and a thousand pounds of marijuana around the streets of Chicago every week. Meanwhile, his NFL career ended just like that as he faced up to life in prison. Hurd will enjoy prison hospitality until 2028 because of his choices.