10 Athletes Who Lost Their Fortune and Made It Back Again

These athletes went from riches to ruin—but found a way to rebuild their wealth.

  • Chris Graciano
  • 3 min read
10 Athletes Who Lost Their Fortune and Made It Back Again
Arthur Mouratidis on Wikimedia Commons

Earning millions in professional sports doesn’t always guarantee lifelong financial security. Some athletes squandered their fortunes through bad investments, reckless spending, or legal troubles, only to claw their way back to financial stability. Here are 10 sports stars who lost it all and found a way to bounce back.

1. Mike Tyson – From Bankruptcy to Business Mogul

Eduardo Merille on Wikimedia Commons Eduardo Merille on Wikimedia Commons

At his peak, Tyson’s net worth was over $300 million, but bad management, lavish spending, and legal issues led him to file for bankruptcy in 2003. He lost mansions, cars, and even pet tigers.

2. Allen Iverson – Blowing Millions to Smart Planning

Keith Allison on Wikimedia Commons Keith Allison on Wikimedia Commons

Iverson earned over $200 million in his NBA career but spent it recklessly on luxury cars, jewelry, and an entourage. His financial troubles were so severe that he once couldn’t afford a cheeseburger.

3. Floyd Mayweather – Spending Sprees and Smart Investments

rcelis on Wikimedia Commons rcelis on Wikimedia Commons

Despite making nearly a billion dollars in his boxing career, Mayweather’s extravagant lifestyle—buying fleets of luxury cars, private jets, and gambling—put him in financial jeopardy. He rebounded by returning to the ring for highly lucrative exhibition fights and building a successful promotional company. 

4. Dennis Rodman – From Broke to Global Ambassador

GabboT on Wikimedia Commons GabboT on Wikimedia Commons

Rodman’s wild spending, legal troubles, and child support debts left him nearly broke after retirement. He made a comeback through media appearances, book deals, and even an unexpected diplomatic role with North Korea.

5. Michael Vick – Prison to NFL Comeback

Austin512 on Wikimedia Commons Austin512 on Wikimedia Commons

Vick lost over $100 million after being convicted for his involvement in a dogfighting ring, filing for bankruptcy while serving time. Most thought his career was over, but he returned to the NFL with the Philadelphia Eagles, securing a $100 million contract.

6. Latrell Sprewell – From Rejecting Millions to Rebuilding

Markus Spiske on Unsplash Markus Spiske on Unsplash

Sprewell infamously turned down a $21 million contract, claiming it wasn’t enough to feed his family. He later went broke due to poor financial decisions, losing homes and yachts. Eventually, he found stability through business ventures and NBA-related appearances.

7. Antoine Walker – Losing $110M and Fighting Back

Keith Allison on Wikimedia Commons Keith Allison on Wikimedia Commons

Walker earned a fortune in the NBA but lost it all due to gambling, bad investments, and an extravagant lifestyle. After filing for bankruptcy, he worked hard to rebuild his life, finding success in real estate and financial education programs.

8. Marion Jones – From Olympic Glory to Financial Ruin

Thomas Faivre-Duboz on Wikimedia Commons Thomas Faivre-Duboz on Wikimedia Commons

The former Olympic sprinter lost everything—her medals, endorsements, and wealth—after a doping scandal landed her in prison. She later rebuilt her life by playing professional basketball and writing a book, gradually regaining financial stability.

9. Evander Holyfield – Foreclosure to Financial Recovery

Shelka04 on Wikimedia Commons Shelka04 on Wikimedia Commons

Holyfield made over $250 million in his boxing career but lost nearly all of it due to bad investments and extravagant spending, including maintaining a 109-room mansion. He eventually bounced back through public appearances, business ventures, and mentoring young fighters.

10. Oscar De La Hoya – Addiction Battles and Business Success

DEWALT POWER TOOLS FIGHT NIGHT CLUB 2010 on Wikimedia Commons DEWALT POWER TOOLS FIGHT NIGHT CLUB 2010 on Wikimedia Commons

De La Hoya struggled with substance abuse, losing millions in the process. However, he turned things around by focusing on his boxing promotion company, Golden Boy Promotions, which became one of the most successful in the industry.

Written by: Chris Graciano

Chris has always had a vivid imagination, turning childhood daydreams into short stories and later, scripts for films. His passion for storytelling eventually led him to content writing, where he’s spent over four years blending creativity with a practical approach. Outside of work, Chris enjoys rewatching favorites like How I Met Your Mother and The Office, and you’ll often find him in the kitchen cooking or perfecting his coffee brew.

Recommended for You