Trung Phan (@TrungTPhan) -- lead writer for The Hustle -- interviewed hedge fund legend Stanley Druckenmiller on May 11. Widely regarded as one of the greatest investors ever, Druckenmiller famously made $1 billion in a single trade shorting the British Pound in 1992. 

Sam (@theSamParr) has a brief intro chat with Trung before transitioning into the 40-minute Druckenmiller Q&A, which covers: 1) the parallels between now and the Dot-com bubble; 2) the appeal of Bitcoin; 3) the first Big Tech firm likely to reach a $5T valuation; 4) what makes a great investor; and 5) Druckenmiller’s investment in fintech startup Toggle AI (which set up the interview). 

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Show notes:

* (8:25) Lessons from the Dot-com Bubble 

* (17:40) What’s the first Big Tech company likely to reach a $5T valuation? 

* (19:25) What’s the biggest risk to the equity markets? 

* (21:55) What are the long-term effects of the Wall Street Bets saga? 

* (24:20) How he uses Toggle AI in his investing process

* (26:50) What makes a great investor? 

* (35:20) What is the appeal of Bitcoin? 

* (42:20) His thoughts on Dogecoin 

* (44:20) Advice for 20-year olds