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Solo Founder Syndrome (Even If You're Not Alone)
The Angle Issue #264
Solo Founder Syndrome (Even If You're Not Alone)
Gil Dibner
Solo Founder Syndrome is one of the most common — and most painful — traps a founder can fall into. And it’s one of the hardest to recognize.
Let me be clear: there’s nothing wrong with being a solo founder. I was one. But Solo Founder Syndrome is something else entirely — and something far more damaging. It happens when a founder takes on so much that they block their team — and their company — from building the capacity it needs to grow.
Looks can be deceiving. The company is growing, and things are getting done. There’s a team, and there might even be co-founders. But somehow, everything still flows through the Founder/CEO. Every key decision, every bottleneck, every fire — all land on the same desk. The signs are easy to misread at first because they often look like extreme dedication, excellence, or even leadership. But they’re not.
The strongest are the most susceptible. Ironically, the most capable founders are the most susceptible. You have to be extraordinarily competent to carry an entire company on your back — to solve every problem, own every function, and fill every gap. But that very capability becomes a trap. The more you prove you can do it all, the harder it becomes to let go — and the more dependent the organization becomes on you. The most capable founders are often the last to see the signs.
Signs of Solo Founder Syndrome. Here are some signs that something could be amiss:
Overbooked. There’s never any time. No one can function effectively with a fully booked calendar.
One-man show. Board meetings are solo performances — one person from the company does all the talking and others, even co-founders, just listen passively.
Cross-functional bottleneck. Everything from fundraising to product to customer success depends on the CEO being in the weeds.
Omnipresence. The CEO is in every meeting, on every Slack thread, cc’d on every email. The organization slows down because everything waits on one person to decide.
Performative delegation. Delegation becomes performative rather than real — tasks are handed off, but not decisions. If a CEO doesn't trust the people who report to them to make binding decisions, it's a sign the system won't scale.
Lack of investment in capacity. The company is busy executing — but not investing in the systems, people, and structures that would allow it to execute faster, better, or at scale.
Two types of burnout. Solo Founder Syndrome leads inevitably to burnout. And not just the personal kind.
Personal burnout happens when the CEO runs themselves into the ground — exhausted, isolated, reactive.
Organizational burnout is what really kills companies. It happens when the CEO is the system — and the system breaks. Eventually, velocity stalls, because the machine was never designed to run without its founder at the center. The company breaks at its single point of failure.
What to do. The tragedy is that this is often preventable — but only if caught early. It starts with recognition. It’s hard to distinguish between the heroic dedication that builds companies and the destructive patterns that eventually break them. But that distinction really matters - especially as an organization attempts to scale.
And the fix doesn’t start with the org chart — it starts with the founder. No change will stick unless the person at the center reimagines their role. That usually means hard conversations, serious self-reflection, and often, coaching. With support from the team, the transition is possible — and worth it.
Undoing the damage of Solo Founder Syndrome is hard. But it’s often the key to unlocking the next chapter of a company’s growth.
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