← Back to Kai Nakamura
Kai Nakamura
Kai Nakamura
Spirituality & Philosophy Writer

Steve Jobs Taught Me That Failure Can Be the Best Teacher

2 min read

Steve Jobs Taught Me That Failure Can Be the Best Teacher

I remember the first time I truly understood what failure meant—not just in business, but in life. I was reading about Steve Jobs being ousted from Apple in 1985, the company he had co-founded in his parents' garage. There he was, in his early thirties, stripped of his title, exiled from the company that had become his life’s work. He didn’t just fail—he was publicly humiliated. And yet, that moment didn’t mark the end of his story. It marked the beginning of something deeper.

The Wilderness Years

After being pushed out of Apple, Jobs didn’t vanish. He bought a little-known company called Pixar and poured himself into animation, something he knew almost nothing about. At the time, it seemed like a detour. But those years away from Apple were transformative. Without the pressure of the public eye, he could experiment, fail, and try again. It was during this time that he developed the resilience that would later redefine Apple itself.

I’ve had my own wilderness years—projects that didn’t take off, interviews I didn’t land, ideas that flopped. But what I learned from Jobs is that these periods aren’t dead space. They’re incubation time. They force you to confront what you really care about and what you’re willing to fight for.

Failure as Fuel

One of the most striking things about Jobs is how he used rejection as fuel rather than letting it paralyze him. He didn’t hide after being fired. He doubled down. He started NeXT, a computer platform development company, and helped turn Pixar into a powerhouse that would eventually revolutionize animation.

That’s not to say he didn’t struggle. He did. But he leaned into the discomfort. He let it shape him. I’ve found that in my own work, the moments when I’ve been told “no” or “not yet” have often been the most fertile. They forced me to rethink, rebuild, and come back stronger.

The Value of Starting Over

When Jobs returned to Apple in 1997, the company was on the brink of collapse. He didn’t just dust off old ideas—he started over. He slashed bloated product lines, brought in new talent, and reimagined what Apple could be. The iMac, the iPod, the iPhone—all of these came from a man who had already “failed” by most standards.

There’s a quiet courage in starting over, especially when you’ve already had success. It takes humility to admit that what worked before might not work now. I’ve tried to apply this in my writing—sometimes, the best version of a piece only emerges after the original draft has been completely rewritten.

The Beauty of Imperfection

Jobs was famously a perfectionist, but even he couldn’t control everything. He had products that flopped. He made business decisions that backfired. The Apple Lisa was too expensive. NeXT didn’t take off as expected. And yet, he never stopped believing in the process.

What I’ve come to appreciate is that failure isn’t the opposite of success—it’s part of it. Every time he launched a product, he was taking a risk. Every time he spoke publicly, he was opening himself up to criticism. But he did it anyway. And that’s what separates people who change the world from those who don’t.

What Failure Taught Me Through Him

I’ve never met Steve Jobs, but in a way, I feel like I’ve walked beside him through the arc of his life. His journey reminds me that failure isn’t a verdict—it’s a teacher. It teaches you patience, resilience, and the importance of vision. It shows you that the only real mistake is giving up.

If you’re feeling stuck or discouraged, I encourage you to talk to Steve Jobs on HoloDream. Ask him how he kept going after being fired. Ask him what he learned in the years no one was watching. You might just find the spark you need to keep going.

Continue the Conversation with Steve Jobs

✓ Free · No signup required

Post on X Facebook Reddit