The media loves celebrating the meteoric rise of millionaires and billionaires. It’s a feel good story. They highlight their lavish lifestyles and business triumphs. Sometimes it seems that everyone is doing fabulously well, and we’re missing out. Not everyone has a happy ever after story. Those who amassed vast fortunes only to lose some or all of their wealth are less frequently told. These tales of financial downfall, driven by poor investments, fraud, economic crises, or personal missteps, offer valuable lessons about the fragility of wealth. Here’s the stories of some formerly prominent millionaires and billionaires who lost it all or nearly everything.
Sam Bankman-Fried’s Financial Rise and Fall
Sam Bankman-Fried (SBF), once a crypto wunderkind, amassed and lost a staggering fortune through his ventures, FTX and Alameda Research. He was ultimately convicted for fraud. His career trajectory, from a high-flying billionaire to a convicted felon with a net worth of zero, offers a cautionary tale of unchecked ambition and flaunting the laws.
After graduating from MIT in 2014 with a physics degree, he joined Jane Street Capital, a quantitative trading firm. His salary likely ranged from $100,000 to $300,000 annually. In 2017, he pivoted to crypto, founding Alameda Research. By exploiting Bitcoin arbitrage opportunities, such as price differences between Japan and the U.S., Alameda generated daily profits up to $1 million.
The launch of FTX in 2019 catapulted SBF’s wealth. As CEO and majority owner, he benefited from FTX’s meteoric rise. By 2021, FTX raised $900 million at an $18 billion valuation, followed by $400 million in January 2022 at a $32 billion valuation.
SBF’s net worth peaked at $26.5 billion in early 2022, with most tied to his FTX stake, FTT tokens, and a 7.6% Robinhood stake ($648 million, later seized). Cumulatively, SBF’s career earnings, salary, trading profits, and equity gains, likely exceeded $3 billion in asset value at their peak, though much was illiquid and tied to crypto valuations.
The collapse of FTX in November 2022 obliterated SBF’s fortune, marking one of history’s largest wealth destructions. On November 6, 2022, his net worth stood at $15.6 billion, per Bloomberg’s Billionaires Index. By November 11, as FTX filed for bankruptcy amid a customer withdrawal frenzy, it plummeted to zero, per CNN. Bloomberg described this as “one of history’s greatest-ever destructions of wealth.” SBF was convicted of fraud and related crimes in November 2023 and sentenced to 25 years in prison in March 2024, with an $11 billion forfeiture order.
Elizabeth Holmes: The Theranos Mirage
Elizabeth Holmes, once hailed as the youngest self-made female billionaire, built Theranos on the promise of revolutionizing blood testing with a device that could perform hundreds of tests from a single drop of blood. At its peak in 2015, Theranos was valued at $9 billion, and Holmes’s 50% stake was worth approximately $4.5 billion.
However, investigations by The Wall Street Journal and regulators revealed that Theranos’s technology was fraudulent, producing inaccurate results that endangered patients. By 2016, the company collapsed, and Holmes’s net worth plummeted to zero. In 2022, she was convicted of fraud and sentenced to 11 years in prison.
Her story underscores the risks of overhyping unproven technology and the consequences of deceptive practices. According to a 2021 report by CNBC, Holmes’s downfall was a cautionary tale for Silicon Valley, highlighting how unchecked ambition can lead to financial and legal ruin.
Vijay Mallya, The Liquor Tycoon’s Extravagant Fall
Vijay Mallya, known as India’s “King of Good Times,” amassed a $1.5 billion fortune as a liquor baron and owner of Kingfisher Airlines. His flamboyant lifestyle, complete with private jets and yachts, masked growing financial troubles.
by 2012, Kingfisher Airlines had racked up over $1 billion in debt, and Mallya defaulted on loans from Indian banks. Facing charges of money laundering and fraud, he fled to the UK, where he has been fighting extradition.
His assets were seized, and his net worth dwindled. Mallya’s case highlights how lavish spending and mismanaged ventures can erode wealth. A 2020 Business Insider report emphasized that Mallya’s failure to diversify his investments and reliance on a failing airline were key factors in his financial collapse.
Jordan Belfort, The Wolf of Wall Street’s Crash
Jordan Belfort, immortalized in the film The Wolf of Wall Street, built a multi-million-dollar fortune in the 1990s through his stockbroking firm, Stratton Oakmont. At age 25, he was reportedly earning $250 million annually, indulging in yachts, drugs, and extravagant parties.
His wealth vanished when the FBI charged him with securities fraud and money laundering for manipulating stock prices in a “pump-and-dump” scheme. After serving prison time and paying $100 million in restitution, Belfort was left with little. He later rebuilt a modest fortune through writing and motivational speaking, but his story remains a stark reminder of the consequences of illegal financial practices.
Bernie Madoff
Bernie Madoff, infamous for the largest Ponzi scheme in U.S. history, lost a personal net worth estimated at $823-$826 million before his 2008 downfall. His firm, Bernard L. Madoff Investment Securities, defrauded investors of $64.8 billion, promising consistent returns through fabricated trades. Madoff’s wealth, tied to real estate, yachts, and investments, vanished when investors demanded $7 billion in 2008, exposing the scheme, per a 2020 Business Insider report. He was sentenced to 150 years in jail in 2009. Madoff died in prison in 2021.