For most of my life, I’ve had a pretty simple mental model of entrepreneurship.
There’s Point A (where we are) and Point B (where we’re going.)
Someone identifies the points. Someone gets the resources. Someone builds the bridge.
I’ve always thought of myself as the builder.
I’ve wanted to be the person who takes something conceptual and makes it real.
So naturally, I’ve always assumed I’d end up in the Operations camp with the rest of the builders, and the person with the idea would be the CEO.
After reading The Founder’s Dilemma, I’m not so sure.
Founder ≠ CEO
In the book, Wasserman spends a lot of this chapter looking at the roles founders take on and how those roles can overlap.
Founder. Idea person. CEO.
They’re often the same person.
But they’re not the same role.
And I realized I’d been treating them like they were.
If someone came up with the idea, it seemed obvious that they should be the one leading the company. They saw Point B, after all, they know where we’re going.
But seeing Point B and getting everyone there are different things.
So What Does a CEO Actually Do?
This was probably the part I hadn’t thought much about before.
What does the CEO actually do?
I would have said vision. Investors. Big decisions. Inspiring people.
But Wasserman’s examples made the decision-making part stand out to me.
Someone has to create clarity.
Someone has to decide what gets prioritized.
Someone has to make the call when people disagree.
Maybe I’ve confused creating the vision with leading the organization.
The person who sees the opportunity isn’t automatically the person who is best at organizing the company around it.
The Right Role
This also made me think differently about the question of who should be CEO.
Maybe the founder should be CEO.
Orrr….
maybe they’re better suited to something else.
The question isn’t really who deserves the title. It’s where that person can create the most value.
That feels especially relevant to me because I’ve always thought of myself as a builder. If I’m better at taking an idea and turning it into something functional, maybe that’s actually a leadership strength. It just might not look like the version of leadership I had pictured.
The Cost of Indecision
The other thing I kept coming back to was how many of the founder conflicts in this chapter weren’t necessarily about having bad ideas.
They were about not being able to decide.
Equal authority sounds fair.
Consensus sounds collaborative.
But what happens when two people disagree and neither one gets the final call?
The company gets stuck.
A startup can survive bad ideas. It struggles to survive indecision.
A bad idea can be changed.
You can change the product. Change the strategy. Try something else.
But if nobody can make the decision, nothing happens.
And that’s probably the biggest thing I’m taking from this chapter: the right roles aren’t just about dividing up the work.
They’re about making sure the organization knows who is responsible for what—and who gets to make the call when it matters.

Leave a comment