Michael Burry Tracker
2026.04.01 14:37

27 years ago today, Mark Cuban pulled off a top 10 trade in Wall Street history

Cuban co-founded Broadcast in 1995. It streamed audio over the internet

Yahoo bought it for $5.7B in stock while Broadcast was doing $22M in revenue at a $16M loss

Cuban got 14.6 million Yahoo shares worth $1.4 billion, but he was locked in. Legally couldn't sell a single share

So he called Goldman Sachs and structured what's known as a "zero-cost collar":

• Bought $85 puts (downside protection)

• Sold $205 calls (capped his upside)

• The premiums canceled out. It cost him $0

What happened next:

• Jan 2000: Yahoo hit $237. The hedge looked like a mistake

• March 2000: Dot-com bubble burst

• 2002: Yahoo fell to $13. Broadcast was shut down

Without the hedge, Cuban loses 86% of everything

Instead, he kept over $1,000,000,000

"They called it one of the top 10 trades of all time on Wall Street" — @mcuban

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