Archive · 19 Dec 2025
Gary Winnick's Fall from Billions to Bust
Gary Winnick was once one of the richest men in Los Angeles, thanks to his company Global Crossing.
He lived a very luxurious life, buying expensive homes and art.
However, his company went bankrupt in 2002, and he had to pay a lot of money to settle lawsuits.
Even after that, he kept spending and investing in new companies.
He took out big loans using his homes and art as collateral.
When he died in 2023, it was revealed that he was deeply in debt.
His widow is now fighting to keep their homes and assets, but the lenders want to take them to pay off the debts.
It shows how even very rich people can have financial problems if they spend too much and borrow too much money.
Gary Winnick was once ranked as the richest man in Los Angeles with a peak net worth of $6.2 billion.
He founded Global Crossing, which promised to lay undersea fiber-optic cable but filed for bankruptcy in 2002.
Winnick lived a lavish lifestyle, owning multiple luxury properties and an extensive art collection.
He took out significant loans using his assets as collateral, including a $100 million loan from CIM Group.
After his death in 2023, it was revealed that he was deeply in debt, and his widow is now fighting to keep their assets.
- Who
- Gary Winnick, former billionaire and founder of Global Crossing
- What
- Gary Winnick's financial downfall and the legal battles over his assets
- When
- From the late 1990s to 2023
- Where
- Los Angeles, California
- Why
- Due to leveraged investments, legal fees, and a lavish lifestyle
- Gary Winnick's Peak Net Worth
- $6.2 billion
- Most Expensive Home Purchase
- Casa Encantada for $94 million
- Global Crossing Bankruptcy
- January 2002
- Settlement with Shareholders
- $55 million
- CIM Loan Amount
- $100 million
- Casa Encantada Listing Price
- $250 million
- CIM Debt at Time of Default
- $155 million
- Gary Winnick's Death
- November 3, 2023