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Here’s How Scaling a Business Really Works | Entrepreneur

by Brand Post
May 9, 2025
in Business
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Here’s How Scaling a Business Really Works | Entrepreneur
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Opinions expressed by Entrepreneur contributors are their own.

I used to think scaling was just about growing — more customers, more revenue, more markets. But over time, I realized something that no one tells you early on: You can’t scale a company unless you’re willing to scale yourself.

In every company I’ve helped build — whether we were chasing our first million or pushing past a billion — I have encountered the same hidden truth: Growth doesn’t come in one clean line. It comes in thresholds. And at each one, the old rules break.

That’s when it gets counterintuitive: The same instincts, habits and systems that fueled early momentum can quietly start creating drag. What once worked well can now start to work against you.

This is the paradox most entrepreneurs miss. We assume scaling is about acceleration. In reality, it’s about reinvention. At every growth threshold, a company outgrows its own skin — and the founder has to grow just as fast.

Related: The 4 Biggest Mistakes Companies Make When Scaling Their Business

From idea to execution: $0 to $1M

In the earliest phase, ideas are fluid and fragile. Nothing is locked down — not your product, not your market and definitely not your brand. What is real at this stage is your team. Who is in the trenches with you? Who is building alongside you when there is no revenue, no guarantee and no roadmap?

When I founded BrightPlan, I was intentional about assembling a core team that brought strengths I didn’t possess myself. I leaned heavily on SaaS veterans and product minds who could work fast and think clearly under pressure. In a zero-to-one stage, the team is the strategy.

Forget perfection. Be ready to fail fast and adapt rapidly. What you need at this point is momentum. And if your early team can’t pivot, stretch and challenge each other constructively, it won’t matter how promising the product is — you’ll stall before takeoff.

From product-market fit to strategic focus: $1M to $10M

If the first threshold is about survival, the second is about alignment. You’ve got traction. Customers are buying. Investors start to show interest. And that’s exactly when the next set of dangers creeps in.

This is where capital enters the equation — and where I’ve seen more missteps than almost any other phase. Founders, eager to keep the momentum going, take the first term sheet without pausing to understand its implications. Then one day, they wake up with a partner whose goals, expectations or control terms create more friction than fuel.

We avoided that trap by being deliberate. We prioritized investor fit over speed, looking for partners who brought not only capital but context — people who could pressure test our thinking, open doors and stay in the game when it got hard. Not just capital providers, but true partners.

At this stage, everything tightens: your positioning, your hiring, your decision-making. What worked up to the $1M growth point can now start to introduce drag. To keep growing, you don’t just need focus — you need the discipline to let go of good ideas and even people in service of great ones.

Related: How to Navigate to the Next Phase of Your Business — 3 Tips as You Scale

From hustler to operator: $10M to $100M

This is the turning point. The company isn’t a startup anymore, but it’s also not yet an enterprise. You’re growing, but growth alone is no longer the victory. The question becomes: Can you scale how you work, not just what you deliver?

This was the phase where I had to evolve the most as a leader. I was no longer the default decision-maker in every room, and that was by design. We brought in seasoned operators to own product, operations and finance. People who had built through scale and had the playbooks — and the hard-earned experience — to prove it.

Stepping back doesn’t mean stepping away. It means building an organization that can function without you in the center. Most companies stall here not because they run out of vision, but because they try to scale chaos. You can’t power through with hustle anymore. At this stage, structure becomes your new advantage.

And then there’s the human side. You realize that some of the people who were perfect for the $1M sprint may not be right for the $50M structure. Letting go of someone who’s been with you since day one, someone who helped build the plane while it was flying — that’s not just a tough call. That’s a gut-wrenching moment. But leadership means being honest about whether loyalty is becoming a liability, for them and for the company.

From scaling up to rebuilding for scale: $100M+

Crossing into nine figures forces another identity shift. You’re no longer a fast-growing startup. You’re a complex organization with global visibility and operational gravity. And what got you to this point will absolutely break if you try to run it the same way.

At BrightPlan, we anticipated this. We automated and outsourced anything that wasn’t core to our differentiation — compliance, finance, legal workflows — so we could stay lean and responsive as complexity increased. That adaptability wasn’t luck. It was engineered.

But this phase isn’t just technical — it’s personal. You start confronting the invisible weight of legacy. That reporting structure you created three years ago? It’s now a bottleneck. That product flow you handcrafted with pride? It’s become a liability. You built for where you were, but now you’re somewhere else.

This is where reinvention stops being optional. And just like before, you’re called to let go — of systems, assumptions, even parts of your own role. Scaling this phase is less about adding and more about clarifying what no longer belongs.

Leading through the thresholds

Every phase of growth is a shift in identity — for the company and for the founder. Early on, you’re the driver and visionary of everything. Then, you’re the strategic decider. Then, the systems builder. And eventually, the cultural architect who must future-proof the business without dulling its edge.

What links all of these roles? The willingness to evolve before the business forces you to. To perpetually disrupt or stand to be disrupted. That’s the real way to unlock success.

Technology, especially AI, only sharpens this need. It accelerates timelines, changes how we work and redefines scale itself. But it doesn’t erase the transitions. You still need adaptable architecture. You still need a team that can scale with integrity. And you still need the courage to make hard calls at every turn.

Related: Scale Your Leadership Skills as You Scale Your Company

Growth is a series of thresholds, not a straight line

The biggest myth in entrepreneurship is that scaling is a linear process. It’s not. It’s a staircase of reinvention. And the companies that make it to the top aren’t the ones who go fastest. They’re the ones that know when it’s time to stop, rebuild and then leap.

I’ve come to believe that the most scalable companies are the ones whose leaders evolve just ahead of the business, not behind it. If you can see the next threshold coming — and start becoming the leader that phase will require — you’ve already won half the battle.

Because in the end, scale doesn’t reward the bold.

It rewards the agile.



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Tags: BusinessBusiness processentrepreneurGrow Your BusinessGrowing a BusinessGrowth StrategiesHeresLeadershipScalabilityScaleScalingScaling upWorks

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