
Ilya Strebulaev and Alex Dang
A playbook for making smarter bets and driving innovation, inspired by the decision-making secrets of venture capitalists.
The book’s opening story reveals that Zoom was originally called 'Saasbee'—a name almost no one remembers.
Section 1
7 Sections
Let’s begin our journey with a gentle truth that underpins the world of great innovation: not every step forward will land where you hope, but sometimes, one leap can change everything. Imagine yourself in a quiet room, surrounded by the soft glow of evening, a notebook in hand. As you reflect, you realize that the world’s most successful investors and creators aren’t those who never fail—they’re the ones who swing for the fences, knowing most swings will miss, but one home run will change the game.
In the world of venture capital, this philosophy is not just a strategy—it’s a way of life. Picture a portfolio of twenty bold startups. Nineteen may falter or fade, but just one—like a rocket breaking through the clouds—can soar so high that it pays for all the others, and then some.
Think for a moment about the products and services you use every day. Many of them—your favorite video call app, the ride-sharing service you rely on, the online marketplace that delivers everything to your door—exist because someone saw potential where others only saw risk. These companies were once dismissed, doubted, or outright rejected by many. But a few investors, undaunted by the prospect of failure, placed their bets anyway. And when those bets paid off, the rewards were extraordinary.
What’s striking is how VCs treat their failures. Instead of hiding them, they display them—sometimes literally, as in a museum dedicated to failed products, or in the form of 'antiportfolios' listing the great companies they missed.
This mindset is radically different from what you’ll find in most companies, where the fear of failure can paralyze creativity and stifle bold action. In those places, people play it safe, aiming for incremental gains and avoiding risks that could jeopardize their careers. But in a world where disruption is the new normal, playing it safe is the riskiest move of all.
So, as we settle into this story, let’s remember:
Let’s move now to the next chapter, where we venture outside the familiar and learn to seek inspiration where others rarely look.
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Discover the counterintuitive mindset that powers the world’s top investors—and how you can apply it to your own life and business.
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