Your Business Will Always Feel Broken—And That’s a Good Thing

May 7, 2025

If you’re an entrepreneur who sometimes feels like your business is falling apart, welcome to the club. The truth is, your business should feel a little broken. That uncomfortable friction you feel every time a system fails, a customer complains, or a process becomes outdated? That’s not failure—it’s evolution.

The Myth of “Making It”

We’ve been fed the narrative that success looks like perfection. That once you hit a certain revenue goal, hire the right team, or develop the perfect product, your business will just… work. Smoothly. Effortlessly.

But anyone who has been in the trenches of entrepreneurship knows that isn’t true. In fact, the moment your business starts to feel “perfect” is the moment you should start to worry. Because comfort often breeds complacency. And complacency is the silent killer of progress.

Think about it—when was the last time something truly innovative came from someone who was comfortable?

Broken ≠ Bad

A “broken” business is one that’s alive. It’s learning, growing, evolving. The problems you’re experiencing today are a direct result of yesterday’s progress. You brought in more clients—now your onboarding system is strained. You scaled your team—now communication is harder. You launched a new service—now your support staff is overwhelmed.

Congratulations. You’re growing.

This is the paradox of progress: each stage of growth introduces new and different problems. And that’s a good thing.

Responsive vs. Reactive

The real question isn’t whether your business feels broken—it’s how you respond when it does.

Reactiveness is panic-driven. It’s the scrambling, the finger-pointing, the impulse to duct tape the issue just long enough to get through the week.

Responsiveness, on the other hand, is measured. It’s about observing what’s not working, asking the right questions, and implementing thoughtful, long-term fixes. Being responsive means staying calm in the chaos and choosing growth over comfort.

It’s not about putting out fires—it’s about learning how to fireproof.

A Constant Work-in-Progress

Entrepreneurship is not about reaching a destination. It’s a constant recalibration. The successful business owners aren’t the ones who built a “perfect” company—they’re the ones who built resilience into its DNA.

They’re the ones who understand that a broken system is simply a signpost pointing toward the next necessary evolution.

As mentioned in our story about immutable laws, one of our foundational beliefs is “Positivity or Death.” You can find a negative in every situation—or you can treat it as an opportunity to evolve. That mindset is what separates the stagnant from the successful.

When It’s Too Quiet

If you’re not feeling a bit overwhelmed, a bit disjointed, a bit “off”… take a closer look. You might be stagnant. You might be coasting. And coasting eventually turns into decay.

Businesses that don’t evolve die. Slowly, quietly, and without anyone noticing—until it’s too late.

So when you feel like you’re constantly fixing, rebuilding, and reinventing—know this: you’re doing it right.

Embrace the Brokenness

Your job isn’t to make your business unbreakable. Your job is to make it adaptable.

Celebrate the cracks. That’s where the light gets in.

And remember, you’re not alone. The entrepreneurial journey is one long, beautiful chaos. Surround yourself with other builders, dreamers, and doers who get it. Join communities like Upsociate, where we openly talk about the mess, the mistakes, and the magic of business-building.

Your business will always feel broken. That’s the cost—and the gift—of growth.

Related Articles
Newsletter
Don't miss a beat!

By signing up, you agree to our Privacy Policy