#2: Andre Rison
It’s no surprise, then, that many footballers retire facing financial struggles, and Andre “Bad Moon” Rison is a classic example. Rison’s football journey resembles a rollercoaster, marked by team-hopping, immense talent, and occasional unfulfilled promises. After hanging up his NFL cleats in 2004, he ventured north to join the CFL’s Toronto Argonauts in the following year, only to experience a definitive retirement when they released him in 2005.

In a revealing documentary about pro athletes grappling with bankruptcy, Rison openly confessed to splurging a staggering $1 million on jewelry alone. In a stunning downfall, 2007 saw him declaring bankruptcy due to mounting unpaid child support obligations – a stark contrast to his days of multimillion-dollar earnings. However, Rison has since made a modest resurgence, carving out a role as a high school football coach.