In today’s trading world, there are roughly a few such masters:

George Soros of the Quantum Fund and his chief strategist Druckenmiller, Ray Dalio, Paul Tudor Jones, Griffin of Castle Investment, and Simmons of the Renaissance Fund.
When it comes to how they performed during the internet bubble in 2000, what’s most worth mentioning are Soros and his chief strategist Druckenmiller.
Druckenmiller saw the massive bubble in tech stocks very early and was heavily positioned to short in 1999. But the market slipped into irrational exuberance, and the Nasdaq surged relentlessly, causing the Quantum Fund to experience a sharp pullback.
By March 2000, Druckenmiller’s psychological defenses finally collapsed. He couldn’t bear watching the young traders around him rake in money every day by buying Yahoo. So in the final weeks before the market peaked, he closed his shorts and, in a complete reversal, poured tens of billions of dollars into a full-long position in tech stocks.
Less than a month after buying in, the bubble burst. In 2000, the Quantum Fund suffered nearly a 22% loss; Druckenmiller was drained both physically and mentally, and he resigned in disgrace. The Quantum Fund became the classic case of a rational person driven insane by the market.
Paul Tudor Jones is also worth discussing. In 2000, he used wave theory combined with historical fractals to accurately predict and short the tech-stock bubble. He even publicly bragged that the burst of the 2000 internet bubble was “the easiest bear market I’ve ever seen in my whole life.”
Coincidentally, I’m also using wave theory combined with historical fractals to predict the AI bubble right now. Not to be modest—if we’re lucky, 2-3 years from now, we may also go down in history for the AI bubble.
Simmons and Dalio are both very well known—no need to say more.