George Soros

Soros doesn't use a fixed strategy. He uses a theory.

He calls it reflexivity — the idea that market participants don't just react to fundamentals, they influence them. House prices going up makes people confident.

Confident people borrow more. Borrowing pushes prices higher.

Until it doesn't. Markets create self-reinforcing loops that diverge from reality for a long time before snapping back.

In practice, this meant making very large macro bets — currencies, interest rates, commodities, whole stock markets — when he believed a loop had gone too far. He didn't diversify to reduce risk.

He concentrated into high-conviction positions and used leverage. He famously said: "It's not whether you're right or wrong, but how much money you make when you're right and how much you lose when you're wrong."

Carl Icahn

Icahn buys undervalued companies with bad management. His thesis is consistently the same: there is enormous value being destroyed by entrenched executives who are more interested in keeping their jobs than returning value to shareholders.

He buys enough stock to force a confrontation. Sometimes management cleans itself up just from the threat of his involvement.

Sometimes he installs new people. Sometimes he forces a full sale of the company.

His version of value investing is more aggressive than Graham''s or Buffett''s. He doesn''t wait for the market to recognise value.

He forces the recognition. He is comfortable with conflict in a way most investors are not.

He sees confrontation with management as part of the job — not an unfortunate side effect of it.

George Soros

He believes in fallibility — specifically, that every market participant is operating on imperfect information, including himself. His approach: form a hypothesis, bet on it, watch for signals that the hypothesis is wrong, and change course decisively when those signals arrive.

He is explicitly anti-certainty. He thinks the most dangerous investor is the one who mistakes confidence for competence.

His philosophy of the open society — the political version — applies equally to markets: no position is so right that it can't be challenged.

Carl Icahn

He genuinely believes management teams destroy shareholder value through complacency, self-dealing, and entrenchment. He sees himself as a corrective force — not a vulture, but a mechanism by which markets hold management accountable.

Whether that''s how it looks from inside the companies he targets is a different question. His rules: buy when nobody else wants it, apply pressure to unlock the value, sell when the value is recognised.

Don''t get sentimental about positions. Don''t let management tell you the company is more complex than it looks.

George Soros

He had an unusual relationship with physical discomfort as a risk signal. He's talked about trusting his back pain — when a position was going wrong, he'd feel it before he saw it in the numbers.

That's either profound intuition or a good story. Either way, he wasn't a systematic rule-follower.

He made enormous bets and reversed course on short notice when the thesis broke. His risk management wasn't "don't lose money." It was "don't lose so much that you can't play again."

Carl Icahn

He concentrates. He uses leverage.

He''s comfortable with positions that make other investors deeply uncomfortable. He''s also comfortable being wrong in public — he''s had positions go spectacularly badly and he doesn''t hide from them.

His Hertz position went bankrupt during COVID. His Herbalife long was a very public, very watched position on the opposite side of Bill Ackman''s short.

He doesn''t bluff. When he says he''s going to fight, he fights.

George Soros

He lives in New York and his estate in the Hamptons. He donated over $32 billion — more than 80% of his peak wealth — to the Open Society Foundations.

He's been married three times; his third wife Tamiko Bolton is 42 years younger than him. He plays tennis.

He's in his mid-90s and still occasionally publishes essays on markets and geopolitics. He handed chairmanship of the Open Society Foundations to his son Alexander in 2023.

Carl Icahn

He lives in Sunny Isles Beach, Florida. He works ferociously hard and has done so into his late 80s.

He''s a hands-on manager — not someone who delegates. He famously said: "If you want a friend on Wall Street, get a dog." He has a Maltese named Tiger.

He''s been a prolific poker player and was once considered one of the best amateur players in New York. He remarried in 2012; his current wife is Gail Golden.

He''s given some money to charity but not at the scale of Buffett or Gates — he''s made no secret of prioritising returns over philanthropy.

George Soros

September 16, 1992. Black Wednesday.

Soros had been building a short position against the British pound for months. Britain was in the Exchange Rate Mechanism — a system that required it to keep the pound within a fixed band against other European currencies.

He believed the pound was overvalued and Britain couldn't sustain the interest rates needed to defend it. He was right.

The Bank of England spent billions trying to hold the peg. It failed.

Britain withdrew from the ERM. Soros made approximately $1 billion that day.

Total profits in the surrounding weeks were closer to $2 billion. He became known as the man who broke the Bank of England.

Carl Icahn

Apple. In 2013 he disclosed a $1.5 billion stake in Apple and published an open letter to Tim Cook urging a larger share buyback.

Apple eventually announced a significantly expanded buyback program. The stock rose.

Icahn made approximately $2 billion on the position. He didn''t have to engineer a hostile takeover — just making his involvement public was enough to move one of the largest companies in the world.

George Soros

2000. Soros had been warning about the dot-com bubble for years.

He was right about it being a bubble. But he kept buying tech stocks because he thought the momentum would continue a little longer.

It didn't. The Quantum Fund lost $3 billion in a matter of months.

He later said: "I was too early and then I panicked." That's a remarkable thing for someone of his stature to say. The lesson: being right about the direction of a trade doesn't mean you're right about the timing.

Carl Icahn

TWA. He took over Trans World Airlines in 1985 using a leveraged buyout, extracted cash from the company to pay back the acquisition debt, and sold the valuable London routes to American Airlines for $445 million.

By the time he was done, TWA was a financially gutted airline. It went bankrupt in 1992, again in 1995, and was absorbed by American Airlines in 2001.

Icahn personally made hundreds of millions. The airline''s employees and creditors did not.

He''s defended his actions as legal. Legal and good for everyone are not always the same thing.

George Soros

George Soros was born György Schwartz in Budapest in 1930. His family survived the Nazi occupation by obtaining forged papers and hiding.

He saw up close what happens when governments go bad. He fled Hungary after the war, worked as a railway porter and waiter in London, and studied philosophy at the London School of Economics — where he became a student of Karl Popper, whose big idea was that open societies are better than closed ones.

That stuck.

He moved to New York in 1956 and spent the next decade working at brokerages and learning the markets. In 1973 he co-founded the Quantum Fund with Jim Rogers.

From 1970 to 2000, the fund averaged roughly 30% annual returns. That's the second-best sustained hedge fund record in history, behind only Jim Simons.

He stepped back from active management gradually through the 2000s and has spent most of his time on philanthropy ever since.

Carl Icahn

Carl Icahn grew up in Far Rockaway, Queens. His father was a failed opera singer who became a synagogue cantor.

Icahn studied philosophy at Princeton — graduated 1957 — then enrolled in NYU School of Medicine before dropping out after two years to join the army. He became a stockbroker at Dreyfus & Co.

in 1961, saved $400,000, and bought a seat on the New York Stock Exchange in 1968.

He spent the early years running option arbitrage — finding and exploiting small mispricings. He was very good at it.

In the late 1970s he pivoted to a bigger game: buying large stakes in undervalued companies and forcing management changes. His first major target was Tappan Company in 1979.

By the mid-1980s he was feared by corporate boards across America. Oliver Stone''s Gordon Gekko in Wall Street is directly based on the era Icahn created.

George Soros

Soros Fund Management is the vehicle. The Quantum Fund, which ran under it, returned roughly 30% annually for three decades.

The 1992 trade — shorting £10 billion of British sterling — was the most famous single day in hedge fund history, but the 30-year sustained record is the real story.

He stepped down from managing outside money in 2011 and converted to a family office. He's donated over $32 billion to the Open Society Foundations, which funds democracy and civil society programs in over 120 countries.

That's more money than he kept for himself.

Carl Icahn

Icahn Enterprises is his publicly traded holding company. He''s been chairman since 1987.

Some of his most famous investments: TWA, which he took over in 1985, stripped its most valuable routes to pay back the debt used to acquire it, and left financially hollowed out — it went bankrupt twice after his tenure. Texaco, where he forced a settlement that paid shareholders.

Apple, where he took a $1.5 billion position in 2013 and published an open letter to Tim Cook demanding a larger share buyback. Apple eventually expanded the buyback.

The stock rose. Icahn made roughly $2 billion on the position without engineering a hostile takeover — the threat of his involvement was enough to move a $500 billion company.

He''s also had notable losses. Hertz went bankrupt during COVID while he held a large position.

He lost hundreds of millions.

George Soros

London School of Economics, BSc and MSc in Philosophy, 1952. Student of Karl Popper.

He's credited Popper's concept of the open society as the foundation of both his philanthropic work and his investment theory.

Carl Icahn

Princeton University, BA in Philosophy, 1957. NYU School of Medicine, dropped out after two years.

He''s credited Princeton''s philosophy training with teaching him to question conventional wisdom — which shows up directly in how he argues with corporate boards.