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If Sailor had sold his shares, he would have made it to the list of the best deals of all time.

$22.9 billion so far.

To clarify, here are some of the biggest deals in history:

• John Paulson's bet against subprime mortgages (2007): Paulson's hedge fund made an estimated profit of around $4 billion by short-selling subprime mortgages during the financial crisis.

• George Soros's short sale of the British pound (1992): Soros made an estimated profit of around $1 billion by betting against the British pound, an event known as "Black Wednesday."

• Jesse Livermore's short selling during the 1929 stock market crash: Livermore made an estimated profit of around $100 million (equivalent to over $1.4 billion today) by short-selling the market before the 1929 crash.

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