Andre Rison
The year was 1995 and the Cleveland Browns had their star wide out in their sights: Andre Rison. The team would shell out a startling $17 million to Andre Rison and receive precious little in return. Rison would be out of the league in a few years and he would immediately run into problems with the law. Rison’s biggest problem came in the form of unpaid child support. Needless to say the money is gone. If Rison had career insurance like car insurance, he might not be completely busted.
Dick Lane
We’re going slightly back in history here but keep up. Back in the 50s, Lane was a defensive end for the LA Rams and while he wasn’t that experienced out on the field, he was an army vet. Sadly, Land had problems with drinking and investing poorly, but he still ended up in the Hall of Fame.