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[The Power of Tails: Why Success is Driven by the Extreme]-[Tails, You Win]

The Morgan Housel Podcast · B1 · 2025-02-07

Business
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📋 Summary

The Power of Tails: Why Success is Driven by the Extreme

In the landscape of business, investing, and creative arts, success is rarely a linear progression of consistent wins. Instead, it is governed by the principle of "long tails," where a tiny percentage of efforts drive the vast majority of results. This phenomenon, which the author once considered for the title of his book—"You can be wrong half the time and still make a fortune"—is the fundamental engine behind everything that becomes famous, profitable, or influential.

The Disney Paradigm

Walt Disney’s career serves as a quintessential example. By the mid-1930s, Disney had produced over 400 short cartoons, most of which were beloved but failed to generate sustained profit, leaving his studio near bankruptcy. The turning point was Snow White and the Seven Dwarfs. The 83 minutes of Snow White earned an order of magnitude more than any of his previous work, single-handedly repaying debts and establishing the studio’s Burbank headquarters. Out of hundreds of hours of production, that single hour was the only thing that truly mattered for his business survival.

Tails in Investing and Corporate Performance

This distribution is not an anomaly; it is the rule.

  • Venture Capital: The industry is inherently tail-driven. Data from Correlation Ventures shows that 65% of startup investments lose money, while a mere 0.5%—roughly 100 out of 21,000 companies—generate 50-fold returns. These few winners subsidize the entire industry.
  • Public Markets: Even in the "boring, basic" S&P 500, returns are highly concentrated. Research from JPMorgan Asset Management (1980–2014) revealed that 40% of public companies lost at least 70% of their value, while the market's overall success was driven by a tiny 7% of exceptional firms like Microsoft and Amazon. As Charlie Munger famously noted regarding Berkshire Hathaway, if you remove a handful of top investment decisions, the firm’s long-term track record would be "pretty average."

Embracing Failure as a System

If success is driven by extreme tail events, then failure is not just possible—it is a prerequisite. The most successful entities are those designed to experiment frequently while accepting that most attempts will fail.

  • Amazon’s Philosophy: Jeff Bezos famously defended the "horrendous flop" of the Fire Phone by noting that Amazon is working on much bigger failures. He views the company as a system for running experiments where one or two "bananas" successes cover the cost of a million failures.
  • The Comedian’s Method: Chris Rock’s flawless Netflix specials are the result of testing material in tiny, obscure clubs where his jokes often "suck." He understands that no comedian is smart enough to preemptively know which jokes will work; they must undergo a grueling process of trial and error to find the one-in-ten jokes that hit perfectly.

The Democratization of Success

In the modern digital era, the "winner-take-all" nature of success has intensified. With platforms like YouTube, the barrier to entry has vanished, allowing anyone to broadcast content. While this democratizes opportunity, it also widens the gap between the tail-end winners and the rest. Because information and attention are now global and instant, the reward for the few who break through is greater than ever before.

Conclusion: Redefining Failure

Understanding that tails drive everything changes one’s perspective on career and life. If you are an entrepreneur or an investor, you should be comfortable with things failing—it is simply the cost of doing business. Whether it is your career path or your investment strategy, it may take several attempts to find your "winning groove." Big success is rare by definition, and acknowledging that most things won't work is the first step toward finding the few things that eventually will.

🎯Key Sentences

1
I see this so often in business.
2
Let me tell you a little story to show you what I mean.
3
Business success on the other, was a completely different story.
4
And so by the mid 1930s, Walt Disney had produced more than 400 cartoons.
5
Then something big happened.
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📝Key Phrases

1
falling apart
2
suck up
3
drive everything
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put someone on the map
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order of magnitude
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📖 Transcript

I once heard this great story from a comedian who said his career started falling apart when he realized that he was spending so much time managing and producing his act, that he had less time doing what made his act great to begin with, which was analyzing everyday life and making jokes about it.
I see this so often in business.
The more successful you become the more your time is pulled away from the thing that made you successful to begin with.
One of those things that can suck up valuable time is expense management.
And that is why I and 25 ,000 other businesses use RAMP.
Ramp is a corporate card that includes the best expense tracking and reporting software that I have ever seen.

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