JaMarcus Russell
JaMarcus Russell played for the LSU Tigers during college and had an amazing career. Awarded the 2007 Sugar Bowl MVP, he was the Oakland Raiders’ first overall draft pick back in 2007. His career as a quarterback in college lead him to sign a contract with the team worth $61 million, but he was not that dependable and never actually made any plays in the NFL, which led the team to let him go after only two years. Since then, he has not played for any team, been arrested for codeine possession, and lost a lot of money. JaMarcus Russell has been considered the biggest draft bust in history.
Dermontti Dawson
Dermontti Dawson had a successful football career playing for the Pittsburgh Steelers, serving as their center for more than a decade. He was even inducted into the Hall of Fame in 2012, though his life outside of pro football was really difficult. His failed real estate business caused his multiple financial issues and after he spent a couple of years as a developer, Dawson filed for Chapter 7 bankruptcy back in 2010. He had $69 million in debts and liabilities, but just $1.5 million in assets.