Dermontti Dawson

Dermontti Dawson had a better career than almost anyone in football. The Steelers center spent 13 seasons leading the line for the Steelers. He made 7 Pro Bowls, the NFL’s 1990 All-Decade Team, and was inducted into the Pro Football Hall of Fame in 2012.

Dawson made over $25 million in his Hall of Fame career. However, some less than fruitful business deals Dawson found himself bankrupt. These days he’s recovered and is now a sales executive for a promotional marketing company.