A Comfortable Life, But a Question That Wouldn’t Go Away
In 1994, Jeff Bezos had what many people would call a perfect life. He was 30 years old, a successful senior vice president at a Wall Street investment firm, and earning a great salary. But something kept bothering him. He had read that internet use was growing fast—over 2,000% in just one year. That number stuck in his mind. What if he built something online? What if he didn’t?
The Idea That Wouldn’t Let Go
Bezos began thinking about opening an online bookstore. At the time, most people still bought books in stores, and few believed in online shopping. But Jeff saw something others didn’t: the internet wasn’t just a trend—it was the future. The more he researched, the more he believed in the idea. He couldn’t stop thinking about it, even though it sounded risky. He had a steady job. He had comfort. But his gut told him this was the moment to act.
The Hardest Walk of His Life
Jeff went to his boss and told him about the idea. His boss listened carefully and then said, “It’s a good idea… but not a good idea to leave your job.” Jeff felt torn. He had worked hard to build his career. But he also didn’t want to look back in 20 years and wonder “what if?” So he made a decision that scared him: he quit his job, packed his bags, and drove across the country to Seattle to start building a company from scratch.
Starting Amazon in a Garage
Jeff set up his first office in a small garage with a desk made out of a door and two sawhorses. There were no fancy investors or big teams—just Jeff, a few helpers, and a dream. They called the company Amazon. It started by selling books online, one order at a time. Jeff would sometimes pack the boxes himself and drive them to the post office. In the beginning, it didn’t look like the start of a global empire. It looked like a small risk with no guarantee.
Everyone Thought He Was Crazy
Friends and family were confused. Why would someone leave a high-paying job to sell books on the internet? The media didn’t take Amazon seriously. And for years, the company didn’t make a profit. Jeff worked long hours and faced constant pressure. But he didn’t quit. He believed that customer trust, speed, and long-term thinking would win in the end.
The Payoff No One Saw Coming
Over time, Amazon expanded. First into music and movies, then into everything from clothes to groceries. The company changed how the world shops. Jeff Bezos went from being “that guy selling books online” to one of the most influential business leaders in the world. But none of it would have happened if he hadn’t listened to his instinct—and acted on it.
One Bold Step That Changed Everything
Bezos often says he made that big decision using what he calls the “regret minimization framework.” He asked himself, “When I’m 80, will I regret not trying this?” The answer was yes. That simple question helped him take the leap. The decision to follow a hunch and leave a safe life behind became the moment that changed his entire future.





