The Trader Who Wanted The Market To Crash | Nassim Nicholas Taleb, Trading Legends Ep-3

19 October 1987. Black Monday. Dow Jones 22.6% crash in one day. Thousands of traders lost their careers, their savings, their homes. One 27-year-old Lebanese trader made $35 million. In a single day. From options that his own colleagues called "lottery tickets." His name was Nassim Nicholas Taleb. And this video tells the full story of how he did it — not once, but three times across three decades. Nassim was an options buyer. He bought the cheapest, most worthless-looking far out-of-the-money options across currencies, bonds, and commodities. The kind that expire at zero 95% of the time. He lost money every single day. For months. His colleagues laughed. His investors pulled out. The world called him a one-hit wonder. But Nassim knew something the world didn't - that extreme events aren't as rare as models say they are. And when those events hit, his "lottery tickets" turned into fortunes. Here's what we cover in this video: Beirut, 1975: How a 15-year-old boy watching his city destroyed by civil war learned the most important lesson in trading — that nobody can predict what's coming, not experts, not models, not governments. First Boston, 1986: How Nassim started buying cheap OTM options while his colleague Dave made consistent profits — and why Dave called Nassim's strategy "paisa jalana". The real strategy behind the "lottery tickets" — why Nassim wasn't gambling. His 90/10 capital split, multi-market diversification, and how he exploited the gap between what models priced and what reality delivered. Black Monday, 1987: The full story of the day Nassim made $35 million while the trading floor collapsed around him — and why he walked home and felt no happiness. The dry years, 2001-2004: Four years of daily losses after Empirica Capital launched, investors leaving one by one, the fund shutting down, and why the world wrote Nassim off as finished The Black Swan book: How Nassim predicted the fragility of the financial system one full year before the 2008 crash — and why nobody listened. Lehman Brothers collapse, 2008: How Universa Investments returned 65-115% in a single month while the world burned — and what Nassim told his former colleague Dave on the phone that night COVID crash, March 2020: Universa's 3,612% return in one month — and where Nassim was when it happened (studying ancient Aramaic grammar, not watching a Bloomberg terminal). The concept of Antifragile: Why Nassim didn't want to be "strong" against crashes - he wanted to profit FROM them. The glass metaphor that explains his entire philosophy. Why 93% of options buyers lose while Nassim made millions doing the same thing they do — the difference between buying options as lottery tickets and buying them as a calculated, diversified, position-sized strategy. If you buy options - weekly expiry calls and puts, hoping for a big move — you're doing a version of what Nassim did. The difference is in the details. This video shows you exactly where those details are and why they matter. Have you been scammed? File Complaint here - https://aseemjuneja.in/ Buy Fraud Free Book - https://www.amazon.in/FRAUD-FREE-Outs... Install Stock Pathshala for LIVE classes and Webinars now: https://www.stockpathshala.com/pricing Google Play: https://play.google.com/store/apps/de... 0:00 - 01:47 - Introduction 01:48 - 03:09 - The Lottery Ticket Options Strategy 3:09 - 05:21 - Civil War Changed His Mindset 05:21 - 08:30 - His Wall Street Trading Journey 08:30 - 11:12 - Black Monday & $35 Million Profit 11:12 - 11:54 - Stock Pathshala 11:54 - 13:58 - Years of Losses & Investor Doubts 13:58 - 16:35 - Black Swan Theory & 2008 Crash 16:35 - 19:00 - Covid Crash & Anti-Fragile Thinking 19:00 - 20:30 - Final Lesson From His Story