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When Our Ambition is Our Enemy
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Michelle Glauser on Diversity and Inclusion
The Utter STUPIDITY of "Risking it All"
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More Money (Really Means) More Problems
Why Most Founders Don't Get Rich
Investors will be Obsolete
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We Can't Grow by Saying "No"
Do People Really Want Me to Succeed?
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The Value of Actually Getting Paid
Why do Founders Suck at Asking for Help?
Wait a Minute before Giving Away Equity
You Only Think You Work Hard
SMALL is the New Big — Embracing Efficiency in the Age of AI
The 9 Best Growth Agencies for Startups
This is BOOTSTRAPPED — 3 Strategies to Build Your Startup Without Funding
Never Share Your Net Worth
A Steady Hand in the Middle of the Storm
Risk it All vs Steady Paycheck
How About a Startup that Just Makes Money?
How to Recruit a Rockstar Advisor
Why Having Zero Experience is a Huge Asset
My Competitor Got Funded — Am I Screwed?
The Hidden Treasure of Failed Startups
If It Makes Money, It Makes Sense
Why do VCs Keep Giving Failed Founders Money?
$10K Per Month isn't Just Revenue — It's Life Support
The Ridiculous Spectrum of Investor Feedback
Startup CEOs Aren't Really CEOs
Series A, B, C, D, and E Funding: How It Works
Best Pitch Decks Ever: The Most Successful Fundraising Pitches You Need to Know
When to Raise Funds
Why Aren't Investors Responding to Me?
Should I Regret Not Raising Capital?
Unemployment Cases — Why I LOOOOOVE To Win Them So Much.
How Much to Pay Yourself
Heat-Seeking Missile: WePay’s Journey to Product-Market Fit — Interview with Rich Aberman, Co-Founder of Wepay
The R&D technique for startups: Rip off & Duplicate
Why Some Startups Win.
Chapter #1: First Steps To Validate Your Business Idea
Product Users, Not Ideas, Will Determine Your Startup’s Fate
Drop Your Free Tier
Your Advisors Are Probably Wrong
Growth Isn't Always Good
How to Shut Down Gracefully
How Does My Startup Get Acquired?
Can Entrepreneurship Be Taught?
How to Pick the Wrong Co-Founder
Staying Small While Going Big
Investors are NOT on Our Side of the Table
Who am I Really Competing Against?
Why Can't Founders Replace Themselves?
Actually, We Have Plenty of Time
Quitting vs Letting Go
How Startups Actually Get Bought
What if I'm Building the Wrong Product?
Are Founders Driven by Fear or Greed?
Why I'm Either Working or Feeling Guilty
Startup Financial Assumptions
Why Every Kid Should be a Startup Founder
We Only Have to be Right Once
If a Startup Sinks, Founders Go Down With it
Founder Success: We Need a Strict Definition of Personal Success
Is Quiet Quitting a Problem at Startup Companies?
Founder Exits are Hard Work and Good Fortune, Not "Good Luck"
Finalizing Startup Projections
All Founders are Beloved In Good Times
Our Startup Culture of Entitlement
The Bullshit Case for Raising Capital
How do We Manage Our Founder Flaws?
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Startup Failure is just One Chapter in Founder Life
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All Founders Make Bad Decisions — and That's OK
Startup Board Negotiations: How do I tell the board I need a new deal?
Founder Sacrifice — At What Point Have I Gone Too Far?
Youth Entrepreneurship: Can Middle Schoolers be Founders?
Living the Founder Legend Isn't so Fun
Why Do VC Funded Startups Love "Fake Growth?"
How Should I Share My Wealth with Family?
How Many Deaths Can a Startup Survive?
This is Probably Your Last Success
Why Do We Still Have Full-Time Employees?
The Case Against Full Transparency
Should I Feel Guilty for Failing?
Always Take Money off the Table
Founder Impostor Syndrome Never Goes Away
When is Founder Ego Too Much?
The Invention of the 20-Something-Year-Old Founder
Once a Founder, Always a Founder
Big Starts Breed False Victories

When is Founder Ego Too Much?

Wil Schroter

When is Founder Ego Too Much?

When is our ego an asset and when is it our greatest enemy?

The startup world is loaded with big egos, and if we're being honest, it kind of needs to be. We operate in one of the most insecure environments there is, where everyone is creating something out of nothing and hoping that next week they can simply make payroll. Without a little overconfidence, that's not an easy path to follow.

But that same overconfidence, when it's just pure ego, can also be our downfall. There's a point where we're no longer just confident, we're actually starting to lose our self-awareness altogether, and that's a dangerous spot. Many Founders don't even see it happening.

We Treat Assumptions like Facts

Early in our startups, we're forced to make a lot of big decisions, from product details to pricing strategy to the copy on our homepage. As the startup evolves, we develop strong opinions on what the product and market should be, and like all startups, we debate endlessly over these decisions.

The debates are healthy, but when we start substituting "I think" with "I know", particularly around things that we could not possibly know, our egos become a problem. For example, when we're determining the price of a product, we don't really know what the price is until we've tested enough variants to let the data tell a story.

Just because we feel strongly about our initial assumptions doesn't make them facts. One of the best techniques I've found to dispel this issue with myself and everyone in the room is to open up with "Before we begin, let's agree that none of us knows the answer as a fact. So let's talk about what to test, not what we think we know." It gives everyone in the room, particularly ourselves, the agency to be wrong.

We Think the Problem is Everyone Else

As our team expands, and problems arise (it's always more problems...) we start to see the chinks in the organization. We see salespeople miss targets, dev timelines slip, and marketing campaigns fall short. We jump into meetings to rally the teams and find out who missed the mark and try to correct them.

There are generally two ways to address problems - to make them "our fault" or to make them "someone else's fault." When nothing is "our fault" we've got a big problem. As the Founder and leader of the organization, everything is ultimately our fault. If sales miss their targets then it's our fault that we employed, managed, and delivered a bad outcome.

What's worse is when we refuse to even consider ourselves as the root of the problem. If we have a toxic culture where people are constantly infighting - that's on us. Every time we "blame the organization" we're implicitly making an indictment on our own ability to manage a company.

We Can't Admit Defeat

In the worst-case scenario, we steer the ship to the bottom of the ocean. It's actually the default condition for most startups, but we don't ever see it that way. Once the revenue slows, the funding dries up, and our exuberant staff is updating their LinkedIn profiles, we go from trying to build the company to trying to save it.

There's a line between fighting for the future of our startup — we do this for most of its life — and simply not being able to admit defeat. The question I often ask Founders is "Are you playing to win at this point or are you playing to simply not lose?" When a startup has no future and we're simply trying to avoid the ego shock of failure (we all do) then it's really about us, not the startup.

In every case, our ego is our worst enemy. It's the manifestation of a lack of self-awareness, insecurity, and immaturity. We need to manage it the way we would manage anyone else on our team, by zooming out and asking what its motivations are and whether it's a good team player. Chances are, not so much!

In Case You Missed It

The Cost of Toxic Employees (podcast) We all know the value of having a star player on our team. But what about the opposite? Wil and Ryan discuss how to identify and handle toxic teammates before their impact spreads across the organization.

How Does a Founder Get Fired? Fired as the Founder — totally a dream, or a nightmare come true?

Fighting Cynicism In Company Culture What are the root causes of cynicism? And how we keep it from contaminating our company?

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