16. Travis Henry
The one-time Pro Bowl running back was better at running on the gridiron than he was at running from the law. Henry’s career went downhill after his second season with the Buffalo Bills. Injuries decimated his ability on the playing field, but he still picked up big contracts wherever he went. But when it came to money, Henry was no Rob Gronkowski. In fact, he built up massive debts.
Henry has 11 known children by 10 women. Unfortunately, this also means that he has a lot of child welfare to pay. In sum, he has an annual bill of about $200,000. Needless to say, this fiscally irresponsible star fell behind. But then he turned to drug trafficking to garner enough cash to pay his debts. This didn’t work out, and he ended up behind bars after he lost it all.