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The Fire That Burned Away The Illusion
I just interviewed an entrepreneur who had a billion-dollar exit.
You know the type—someone who "made it" by every conventional measure. The mansion in the Palisades. The luxury cars. The watches. The toys. All the status symbols that society tells us define success.
Then a fire ripped through Los Angeles earlier this year and burned his house to the ground.
Everything gone.
In a strange way, he told me, it was one of the best things that ever happened to him.
Because when you lose everything, you're forced to confront what actually matters.
The Wake-Up Call Most Entrepreneurs Never Get
Most entrepreneurs never get this wake-up call until it's too late.
You're grinding day after day, year after year. Building the business. Chasing the next milestone. The next round of funding. The next acquisition.
"Just a little more," you tell yourself.
"Once I hit this goal, then I'll slow down."
"Once I have this much in the bank, then I'll spend more time with my family."
But that day never comes.
There's always another mountain to climb. Another competitor to beat. Another zero to add to your net worth.
The entrepreneur I interviewed had reached the pinnacle—a billion-dollar exit. He had "won" the game by most standards.
Yet it took losing everything in a fire to make him realize what game he was actually playing.
And more importantly, why he was playing it.
The Sacred Lie
"I'm doing it for my family."
This is the sacred lie many entrepreneurs tell themselves.
We work 80-hour weeks, miss birthdays, skip vacations, and sacrifice our health—all in the name of providing for our loved ones.
But here's what my billionaire friend discovered after his house burned down:
When he asked his family why they thought he worked so hard, they didn't say "for us."
They said: "We already have all we need. We just want more of you."
That hit him like a ton of bricks.
All this time, he thought he was making sacrifices for them. But in reality, he was serving something else entirely.
His ego.
The desire to prove himself. To be seen as successful. To win the game that society had programmed him to play.
His family didn't need the third vacation home or the fifth sports car. They needed him—present, engaged, and available.
The fire didn't just take his possessions. It burned away the illusion he had been living under.
What Actually Matters
When everything was reduced to ashes, my friend had a moment of clarity that most of us never get without tragedy.
Here's what he realized truly mattered:
Relationships – Not the superficial networking kind, but the deep, meaningful connections with family and true friends who would be there whether he was worth a billion dollars or nothing.
Health – The fire could have killed him. It made him realize how fragile life is and how he'd been neglecting his physical and mental well-being in pursuit of wealth.
Purpose – Not the mission statement on his company website, but the real reason he gets up each morning. What actually lights him up inside.
Time – The one resource you can never get more of, no matter how wealthy you become. Once it's gone, it's gone forever.
And what didn't matter?
All the stuff. The status symbols. The accolades. The external validation.
None of it could be carried out of a burning building.
None of it brought him the fulfillment he thought it would.
Why We Really Work
If you're just starting your entrepreneurial journey, you have an advantage.
You can ask yourself the hard questions now, before you're a decade in and wondering where the time went.
Why are you really doing this?
Be brutally honest with yourself. It's okay if the answer includes money, status, or recognition. But don't lie to yourself about it being "for the family" if the truth is more complex.
Common reasons entrepreneurs push themselves to extremes:
Proving something – To parents, former bosses, classmates who doubted you, or yourself.
Escaping something – Poverty, boredom, feeling ordinary, or dealing with difficult emotions.
Chasing a feeling – The adrenaline rush of the deal, the validation of success, or the thrill of beating the competition.
Following a script – The culturally-programmed definition of success that you absorbed without questioning.
None of these motives are inherently wrong. But they become dangerous when they're unconscious—when you're not aware of what's really driving you.
Because if you don't know your true why, you'll never know when enough is enough.
You'll keep moving the goalposts, sacrificing more and more of what actually matters for something that may never satisfy you.
Hard Work vs. Obsession
Let me be clear: I'm not saying don't work hard.
Hard work is often necessary, especially in the early stages of building something meaningful. Some seasons of entrepreneurship demand more time and energy than others.
But there's a critical distinction between working hard and working obsessively.
Working hard is a choice. Working obsessively is a compulsion.
Working hard serves a purpose. Working obsessively becomes the purpose.
Working hard is sustainable. Working obsessively will eventually break you, your relationships, or both.
The entrepreneur who lost everything in the fire had been working obsessively for decades. The external rewards were tremendous—the billion-dollar exit proved that.
But the cost was hidden until the fire exposed it.
The missed memories. The strained relationships. The health issues. The disconnection from himself and what truly brought him joy.
He had been so busy building his empire that he forgot to live in it.
Setting Better Defaults
If you're early in your entrepreneurial journey, you have a precious opportunity to set a different course.
Here's how to work hard without falling into the obsession trap:
Define success holistically
Write down what success looks like in all areas of your life—not just business. Include family, health, friendships, personal growth, and experiences.
Revisit this definition regularly. Adjust your time allocation accordingly.
Create boundaries, not just goals
Most entrepreneurs are good at setting business goals. Few are skilled at setting boundaries.
Decide in advance what you won't sacrifice—whether that's dinner with family, weekend mornings with your kids, or your physical health.
Some of the most successful entrepreneurs I know have strict rules: No work after 6 PM. No emails on weekends. No missing important family events for business.
These boundaries aren't limitations. They're what make sustainable success possible.
Schedule what matters, not just what pays
If something is truly important, it deserves a place in your calendar.
Don't just schedule business meetings and deadlines. Schedule time with loved ones, exercise, reflection, and rest with the same commitment.
What gets scheduled gets done. What doesn't often gets neglected until it's too late.
The Bigger Danger
The greatest risk for entrepreneurs isn't failure.
It's succeeding at the wrong thing.
Building a wildly successful business while neglecting what truly brings fulfillment is a special kind of tragedy—one that often isn't recognized until it's too late.
Take Jeff Bezos as an example. In numerous interviews, he's talked about his "regret minimization framework" – making decisions based on what he would regret least when looking back at age 80. This framework led him to start Amazon, but it also guided his life choices.
Bezos has repeatedly emphasized that while he works hard, he prioritizes sleep (8 hours a night) and breakfast every morning with his family. Even as he built one of the world's largest companies, he structured his life around what he knew would matter in the end.
The entrepreneur who lost his house had achieved extraordinary business success. But the fire forced him to confront a difficult truth: he had been chasing external validation at the expense of what actually mattered.
Don't wait for your house to burn down to realize what's important.
The Life Audit Tool
One practical tool I recommend to entrepreneurs is what I call a "Life Audit."
It's simple: Take out a piece of paper and draw a circle. Divide the circle into six equal pieces like a pie. Label each section:
Health & Vitality
Family & Relationships
Business & Career
Personal Growth
Experiences & Adventure
Purpose & Contribution
For each section, rate your satisfaction from 1-10. Be honest. No one else will see this.
Now look at your wheel. Is it balanced? Or is one area getting all your attention while others are neglected?
This exercise takes 5 minutes but can completely change how you allocate your most precious resource: your attention.
The point isn't perfect balance – that's impossible. Some seasons will require more focus on business. Others might demand more attention to health or family.
The point is awareness.
Most entrepreneurs pour everything into the Business & Career slice, believing that success there will automatically improve the other areas. It won't.
Finding Your Own Truth
There's no universal formula for balancing ambition with well-being. Each entrepreneur must find their own equilibrium.
Some questions to regularly ask yourself:
If everything I own disappeared tomorrow, what would I truly miss?
If my health suddenly deteriorated, what would I regret not having done?
If my closest relationships ended today, would I feel I gave them the attention they deserved?
Am I working from a place of purpose or compulsion?
What am I trying to prove, and to whom?
These aren't comfortable questions. They're meant to challenge you. To make you squirm a little. To force you to confront your true motivations.
Because awareness is the first step toward change.
Give Yourself Permission
Here's what the entrepreneur told me after reflecting on losing everything in the fire:
"I realized I'd been waiting for someone to give me permission to slow down. To be content. To prioritize what actually matters. But that permission was never going to come from outside—not from my investors, not from my colleagues, not even from my own success."
"I had to give myself that permission."
So if you're reading this at the beginning of your entrepreneurial journey, consider this your permission slip.
Permission to work hard without working obsessively.
Permission to define success on your own terms.
Permission to build a business that serves your life, not a life that serves your business.
You don't need to lose everything in a fire to gain this wisdom.
You just need the courage to be honest with yourself about what truly matters—and the discipline to align your actions with that truth.
Success Isn't What You Think
The house that burned down in the Palisades will be rebuilt.
The entrepreneur will move back in, but with a completely different relationship to his possessions, his work, and his time.
"I look at everything differently now," he told me. "Each object I bring into my life, each hour I spend working, each decision I make—I ask myself: Does this actually matter? Is this worthy of my limited time on this planet?"
That's the question I'll leave you with.
As you build your business, remember to build a life alongside it.
Because success without fulfillment isn't really success at all.
And sometimes, it takes losing everything to realize that the most important things can never be taken away.
They can only be neglected until it's too late.
Don't wait for your own fire.
Start living like it matters today.
Because it does.
— Scott