Bill Ackman turned a $27 million bet into $2.6 billion in a genius investment. Here are 12 of the best trades of all time. (2024)

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Shalini Nagarajan

Updated

2020-12-26T10:19:16Z

Shalini Nagarajan

Bill Ackman turned a $27 million bet into $2.6 billion in a genius investment. Here are 12 of the best trades of all time. (1)

Manuel Balce Ceneta/AP
  • The hedge fund billionaire Bill Ackman is among few who minted a multibillion-dollar profit during the throes of the coronavirus pandemic.
  • The famed investor turned a relatively modest $27 million bet into a whopping $2.6 billion windfall as the outbreak continued to drag on stocks and threatened deep economic recession.
  • From George Soros' breaking of the Bank of England in 1992, to Michael Burry's now world-famous Big Short during the financial crisis, Markets Insider decided to round up some of the best trades of all time.
  • Visit Business Insider's homepage for more stories.

Bill Ackman turned a $27 million bet into $2.6 billion in a genius investment. Here are 12 of the best trades of all time. (2)

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Bill Ackman turned a $27 million bet into $2.6 billion in a genius investment. Here are 12 of the best trades of all time. (3)

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Bill Ackman turned a $27 million bet into $2.6 billion in a genius investment. Here are 12 of the best trades of all time. (4)

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Pershing Square Capital's CEO Bill Ackman made headlines after making $2.6 billion for his hedge fund off a wise, yet controversial bet that the coronavirus would crash the stock market.

With stock markets going into free-fall during the economic downturn, Ackman was one among a handful who landed massive profits by using credit protection on investment-grade and high-yield bond indexes.

Ackman's was the latest in a long line of renowned risky but wildly successful bets on the markets.

From George Soros' breaking of the Bank of England in 1992, to Michael Burry's now world-famous Big Short during the financial crisis, Markets Insider decided to round up some of the best trades of all time.

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Check them out below.

Read more: 'We have a depression on our hands': The CIO of a bearish $150 million fund says the market will grind to new lows after the current bounce is over — and warns 'a lot more pain' is still to come

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Bill Ackman turned $27 million into $2.6 billion during the coronavirus pandemic

Bill Ackman turned a $27 million bet into $2.6 billion in a genius investment. Here are 12 of the best trades of all time. (5)

Reuters / Richard Brian

Ackman, the billionaire hedge-fund manager, had an intuition that the coronavirus-driven market meltdown would have a greater impact than investors expected.

That led him tomint a multibillion-dollar profit in March 2020, turning a $27 million position into a $2.6 billion windfallthrough defensive hedge bets as the coronavirus outbreak threatened a deep economic recession.

Ackman's bet that the debt bubble would burst was based on a hunch that investors would cast aside riskier securities in bond indexes as the coronavirus spread across the world.

The trade was so good that one columnist said it "may be the single best trade of all time."

Read more: Buy these 13 tech stocks that are abnormally disconnected from Wall Street's expectations for profit growth and poised to rocket higher, Credit Suisse says

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Michael Burry's 'Big Short'

Bill Ackman turned a $27 million bet into $2.6 billion in a genius investment. Here are 12 of the best trades of all time. (6)

Bloomberg TV

Possibly the most iconic trading victory of all time, Michael Burry's fund Scion Capital built up huge short positions against the US sub-prime mortgage market starting in 2004.

When the market collapsed during the financial crisis in 2007 and 2008, Burry netted a $100 million profit for himself, and $725 million for other investors.

His successes became the subject of Michael Lewis' seminal book about the crisis "The Big Short," and then a film of the same name.

Source: Vanity Fair

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David Tepper's $7 billion win during the depths of the financial crisis

Bill Ackman turned a $27 million bet into $2.6 billion in a genius investment. Here are 12 of the best trades of all time. (7)

Reuters/ Brendan McDermid

In 2009, American billionaire David Tepper bought large quantities of distressed bank assets.

The huge investments he made in Bank of America and other burdened companies netted his hedge fund an enormous $7 billion.

Source: Wall Street Journal

Read more: BANK OF AMERICA: Investors should buy these 12 cheap stocks to bet on the coming US recovery — but they should steer clear of these 8 competitors

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'Evil Knievil' Simon ca*wkwell's ingenious shorts against Northern Rock

Bill Ackman turned a $27 million bet into $2.6 billion in a genius investment. Here are 12 of the best trades of all time. (8)

Leon Neal/AFP via Getty

In 2007, British spread-better Simon ca*wkwell predicted the demise of the bank Northern Rock and made a neat profit of over £1 million ($1.2 million) by short-selling its shares.

Source: Financial Times

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Kyle Bass' $4 billion win on the US housing market collapse

Bill Ackman turned a $27 million bet into $2.6 billion in a genius investment. Here are 12 of the best trades of all time. (9)

REUTERS/Brendan McDermid

In 2007, famed investor Kyle Bass and his hedge fund made a $4 billion profit by buying credit default swaps after the housing market crashed due to the ongoing US recession.

Source: D Magazine

Read more: A real-estate investor who generates $342,000 of annual cash flow shares his unique spin on a popular investment strategy that's helped land him 114 units

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Andrew Hall's $100 million profit on $100 oil futures

Bill Ackman turned a $27 million bet into $2.6 billion in a genius investment. Here are 12 of the best trades of all time. (10)

In 2003, oil trader Andrew Hall bought cheap long-dated oil futures that would pay off if the price reached $100 at some point over the next 5 years.

By 2008, oil reached $100 and Hall acquired $100 million for his employer Phibro, and a mammoth paycheck for himself.

Source: Time

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Neil Woodford's unconventional bets in tobacco stocks

Bill Ackman turned a $27 million bet into $2.6 billion in a genius investment. Here are 12 of the best trades of all time. (11)

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In 2000, British fund manager Neil Woodford invested generously in tobacco stocks which were being shunned before the dotcom bubble burst.

By 2014, his flagship equity fund received annual returns of more than 20% from British American Tobacco (BAT).

Source: Financial Times

Read more:

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George Soros: 'The Man who Broke the Bank of England'

Bill Ackman turned a $27 million bet into $2.6 billion in a genius investment. Here are 12 of the best trades of all time. (12)

Reuters/Jorge Silva

In 1992, billionaire philanthropist George Soros and his hedge fund made a profit of over $1 billion by bringing the Bank of England to its knees after betting that the price of the Pound Sterling would drop.

Source: Forbes

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Louis Bacon's 86% return through betting on oil prices

Bill Ackman turned a $27 million bet into $2.6 billion in a genius investment. Here are 12 of the best trades of all time. (13)

AP

In 1990, American investor Louis Bacon chose to invest in oil after correctly predicting that the Iraq War would impact the commodity's prices.

He ended up with an 86% return on that bet.

Source: Money Week

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Stanley Druckenmiller's double bets on the Deutsche mark

Bill Ackman turned a $27 million bet into $2.6 billion in a genius investment. Here are 12 of the best trades of all time. (14)

REUTERS/Brendan McDermid

Between 1988 and 2000, American investor Stanley Drunckenmiller made millions by making two long bets in the German currency, Deutsche Marks, while working as a trader under George Soros' hedge fund Quantum.

Source: Trading Education

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Andrew Krieger at odds with the Kiwi dollar

Bill Ackman turned a $27 million bet into $2.6 billion in a genius investment. Here are 12 of the best trades of all time. (15)

REUTERS/Jeff Christensen

In 1987, currency trader Andrew Krieger took up a short position worth hundreds of millions of dollars against the New Zealand dollar. His sell positions exceeded the entire money supply of New Zealand and ultimately led to him netting $300 million for his employer Bankers Trust.

Source: Traders DNA

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Paul Tudor Jones' $100 million profit on Black Monday

Bill Ackman turned a $27 million bet into $2.6 billion in a genius investment. Here are 12 of the best trades of all time. (16)

REUTERS/Eduardo Munoz

In 1987, famed hedge fund manager Paul Tudor Jones predicted the 'Black Monday' crash. By shorting the stock market, he ended up with 200% returns for investors besides a $100 million paycheck for himself, an almost unheard of sum at the time.

Source: New York Times

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Bill Ackman turned a $27 million bet into $2.6 billion in a genius investment. Here are 12 of the best trades of all time. (2024)

FAQs

What is Bill Ackman's greatest trade of all time? ›

The greatest bet of Ackman's career, and arguably one of the best hedge fund trades of all time, was Pershing Square's turnaround of troubled mall operator General Growth Properties from the brink of bankruptcy, netted the hedge fund a whopping $1.6 billion return on a $60 million investment.

How much did Bill Ackman lose on Herbalife? ›

Ackman, who lost a yearslong $1 billion bet against Herbalife HLF, -1.75% , left a long post on X, formerly Twitter, about Herbalife on Thursday, renewing some of his previous accusations that the company was a “pyramid” scheme and saying it was a good day for his “psychological short” on the company.

What is Bill Ackman's investment strategy? ›

of the stock market.” Ackman's all about ignoring short-term stock market fluctuations, instead preferring to focus on the long run – in the end, he thinks every company gets valued fairly. As for how to stay strong: “do your own research” and you might be able to ignore the haters.

Does Bill Ackman still own Chipotle? ›

It owns almost 825,000 shares of Chipotle Mexican Grill stock, and this position accounts for nearly 13% of its total portfolio. It also represents almost 3% of shares outstanding. However, it was previously the fund's largest position; Ackman sold off about 130,000 shares in the 2024 fourth quarter.

Who is the greatest trader ever? ›

Top 10 Greatest Traders of All Time
  1. George Soros. George Soros, aka "the man who broke the Bank of England," was born a Jew in Hungary in 1930, survived the Holocaust, and fled the country then. ...
  2. Jesse Livermore. ...
  3. William Delbert Gann. ...
  4. Paul Tudor Jones. ...
  5. Jim Rogers. ...
  6. Richard Dennis. ...
  7. John Paulson. ...
  8. Steven Cohen.
May 22, 2024

Who is the world most successful stock trader? ›

Warren Buffett is often cited as the most successful investor of all time through his holding company, Berkshire Hathaway.

What does Bill Ackman think of Bitcoin? ›

According to CoinDesk, Ackman has historically avoided cryptocurrencies, barring some small investments in crypto projects or crypto venture funds.

What is the Finnfund investment strategy? ›

The strategy states that Finnfund's mission is to build a sustainable future and generate lasting impact by investing in businesses that solve global development challenges. Our vision is that people and planet are at the core of every investment decision.

Why is Bill Ackman so famous? ›

Ackman is an investor known for ruthless tactics that made him a billionaire — even if his most memorable gamble was a disastrous $1 billion bet against Herbalife. But in recent years, he moved his day job away from the kind of loud corporate activism that made executives fear him.

Is McDonald's owner of Chipotle? ›

The company continued to prioritize its “Food With Integrity” philosophy, emphasizing the use of responsibly-sourced ingredients and naturally-raised meats. In 2006, McDonald divested its stake in Chipotle, allowing the company to operate fully as an independent entity.

Who owns most of Chipotle stock? ›

Approximately 79.48% of the company's stock is owned by Institutional Investors, 20.06% is owned by Insiders and 0.45% is owned by Public Companies and Individual Investors.

Who is Chipotle largest investor? ›

was founded by Steve Ells in 1993. As of 2024, Brian Niccol is the company's Chairman of the Board of Directors and Chief Executive Officer. The top shareholders of Chipotle include Montgomery Moran, Steve Ells, Vanguard Group, and BlackRock.

What was the best trade in history? ›

George Soros and Stanley Druckenmiller famously broke the Bank of England by shorting the pound in 1992. The day is known as Black Wednesday and the trade not only netted the pair a fortune (around $1 billion) but wrote them into folklore.

What is the biggest trading profit ever? ›

Probably the greatest single trade in history occurred in the early 1990s when George Soros shorted the British Pound, making over $1 billion on the trade. Most of the greatest trades in history are highly leveraged, currency exploitation trades.

What is Bill Ackman known for? ›

William Albert Ackman (born May 11, 1966) is an American billionaire hedge fund manager, who is the founder and chief executive officer of Pershing Square Capital Management, a hedge fund management company. His investment approach has made him an activist investor.

Who is the best trade in the world? ›

1. George Soros. George Soros, often referred to as the «Man Who Broke the Bank of England», is an iconic figure in the world of forex trading. His net worth, estimated at around $8 billion, reflects not only his financial success but also his enduring influence on global markets.

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