June 10, 2025

Why the best CEOs stop being CEOs

Sar Ruddenklau

There's a moment in every successful startup's journey when the founder faces an uncomfortable truth: the skills that got you here won't get you there.

Most founders resist this realization. They cling to the operational control that made them feel indispensable during the early days. They attend every meeting, approve every decision, and slowly transform from the company's greatest asset into its biggest bottleneck.

But the smartest founders make a different choice. They evolve from being the CEO of everything to becoming the Chief Evangelist of the one thing that matters most: their vision.

This isn't about stepping down or stepping back. It's about stepping into the role that only you can play.

In the early days of building a company, wearing every hat isn't just necessary—it's the only way to survive. You're the CEO, CTO, head of sales, customer service representative, and chief coffee maker all rolled into one caffeinated package.

This phase teaches you intimate knowledge of every aspect of your business. You understand the product because you built it. You know the customers because you talked to them. You grasp the market because you fought for every inch of it.

But success creates its own problems. As the company grows, the number of decisions multiplies exponentially while your capacity remains fixed. You become the constraint that limits everything else—the narrow bottleneck through which every important decision must flow.

The irony is stark: the very hands-on approach that made your startup successful becomes the thing that prevents it from scaling. You're so busy managing the present that you lose sight of the future. You're so focused on execution that you stop innovating. You're so involved in the day-to-day that you miss the strategic shifts that could make or break your company.

This is where most founders get stuck. They confuse being essential with being everywhere. They mistake control for leadership. They think that letting go means giving up, when actually it means growing up.

The role of Chief Evangelist isn't about abandoning responsibility—it's about embracing the responsibilities that uniquely matter.

No one else in your company has the founder's credibility when speaking about vision. No one else can tell the origin story with the same passion and authenticity. No one else fights with the same intensity to build community around the mission.

Consider Brian Chesky at Airbnb. He could spend his days optimizing operational metrics and attending budget meetings. Instead, he's become the heartbeat of the brand—the person who embodies Airbnb's vision of belonging and transforms it into compelling stories that inspire employees, attract customers, and convince investors.

Melanie Perkins at Canva demonstrates this evolution perfectly. She's not in the weeds of product development or day-to-day operations. She's on stage at conferences, leading fundraising efforts, and articulating Canva's vision for democratizing design. Her role as Chief Evangelist has been instrumental in building Canva into a global platform valued at billions of dollars.

Gary Vaynerchuk built his empire not by being the best operator, but by being the most effective evangelist for his ideas. He doesn't manage spreadsheets—he creates movements. He doesn't optimize processes—he optimizes attention and influence.

These founders understand a crucial truth: in the attention economy, the ability to capture and direct attention is often more valuable than the ability to manage operations.

The transition from operator to evangelist requires a fundamental shift in how you think about value creation. As an operator, you create value by doing things better, faster, or cheaper than competitors. You optimize existing processes, reduce costs, and improve efficiency. Your focus is internal—making your company run more smoothly.

As an evangelist, you create value by changing how people think about problems and solutions. You build movements around ideas, create categories where none existed before, and establish your company as the obvious choice for customers who embrace your vision. Your focus is external—making your market bigger.

This shift requires letting go of control in some areas to gain influence in others. You stop managing every department to start leading the entire ecosystem around your company. You trade tactical decision-making for strategic positioning. You exchange operational oversight for cultural and market leadership.

The payoff is exponential. When you successfully evangelize your vision, marketing becomes easier because customers already want what you're building. Fundraising becomes smoother because investors already believe in your market thesis. Hiring improves because talented people want to join companies with clear, compelling missions.

The biggest fear most founders have about transitioning to Chief Evangelist is losing control. But this fear is based on a false premise: that you must choose between being involved and being effective.

The real challenge isn't giving up control—it's building systems and developing people who can handle responsibilities better than you can. This means hiring executives who are genuinely better at their functions than you would be. It means creating processes that work without your constant input. It means building a culture that embodies your values even when you're not in the room.

This isn't about becoming a figurehead. It's about becoming a force multiplier. When you successfully build and empower a strong leadership team, your influence extends far beyond what you could accomplish individually.

The founders who struggle with this transition are often the ones who confuse activity with impact. They think being busy means being valuable. They measure their worth by how many decisions they make rather than by the quality of outcomes they enable.

The most successful founder-evangelists understand that their highest leverage comes from the things only they can do: articulating vision, inspiring stakeholders, and making the strategic bets that determine the company's direction.

As Chief Evangelist, your primary audience shifts from internal stakeholders to external ones. You're not just leading your team—you're leading your entire market toward a new way of thinking.

This means getting comfortable on stages, podcasts, and panels. It means building a personal brand that amplifies your company's message. It means becoming the public face of not just your product, but your philosophy about how the world should work.

The most effective founder-evangelists don't just promote their companies—they promote ideas that make their companies inevitable. They create intellectual frameworks that position their solutions as obvious conclusions. They build movements that their companies can then serve.

This external focus pays dividends in unexpected ways. When you become known for big ideas rather than just good execution, you attract different kinds of opportunities. Strategic partnerships become possible. Speaking engagements create new customer channels. Media coverage becomes easier to secure because journalists want to talk to thought leaders, not just successful operators.

The transition from founder-CEO to founder-evangelist isn't optional for companies that want to scale significantly. It's an inevitable evolution that successful companies either manage intentionally or suffer through accidentally.

The question isn't whether this transition will happen—it's whether you'll lead it or be dragged through it. The founders who embrace the Chief Evangelist role proactively tend to navigate the transition smoothly while building stronger, more scalable organizations.

Those who resist often find themselves forced into the change by circumstances—investor pressure, operational breakdowns, or competitive threats that require them to focus externally whether they want to or not.

Ask yourself: Are you the best person to manage every department in your company? Or are you the best person to explain to the world why your company matters?

The answer determines whether you're optimizing for control or impact, whether you're building a job for yourself or a legacy for everyone.

The role of Chief Evangelist isn't about giving up leadership—it's about embracing the kind of leadership that only founders can provide. It's about recognizing that your unique value isn't in knowing every detail of every operation, but in holding and communicating the vision that makes all those operations meaningful.

Stop managing everything. Start leading the conversation. The future of your company depends on making that choice before the market makes it for you.