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Was Mortgaging My Life Worth it?
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When Our Ambition is Our Enemy
Are Startups in a "Silent Recession"?
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The Utter STUPIDITY of "Risking it All"
Committees Are Where Progress Goes to Die
More Money (Really Means) More Problems
Why Most Founders Don't Get Rich
Investors will be Obsolete
Why is a Founder so Hard to Replace?
We Can't Grow by Saying "No"
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Will Investors Bail Me Out?
The Value of Actually Getting Paid
Why do Founders Suck at Asking for Help?
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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
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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
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Best Pitch Decks Ever: The Most Successful Fundraising Pitches You Need to Know
When to Raise Funds
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Should I Regret Not Raising Capital?
Unemployment Cases — Why I LOOOOOVE To Win Them So Much.
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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
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Drop Your Free Tier
Your Advisors Are Probably Wrong
Growth Isn't Always Good
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Can Entrepreneurship Be Taught?
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Staying Small While Going Big
Investors are NOT on Our Side of the Table
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Actually, We Have Plenty of Time
Quitting vs Letting Go
How Startups Actually Get Bought
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Are Founders Driven by Fear or Greed?
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Startup Financial Assumptions
Why Every Kid Should be a Startup Founder
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If a Startup Sinks, Founders Go Down With it
Founder Success: We Need a Strict Definition of Personal Success
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Founder Exits are Hard Work and Good Fortune, Not "Good Luck"
Finalizing Startup Projections
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Our Startup Culture of Entitlement
The Bullshit Case for Raising Capital
How do We Manage Our Founder Flaws?
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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
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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

We're All Afraid of Paper Demons

Wil Schroter

We're All Afraid of Paper Demons

We spend most of our time living in terror of things that never come to pass.

I call these "Paper Demons" because they are shallow, flimsy evils that we make up in our heads but somehow pretend they are entirely true. It's the many awful fates we consider of our startups and our careers if things go wrong or the knockdown, drag-out arguments we're going to have with investors if we crater this thing.

Our Paper Demons come in many flavors but they all share one trait — they are imaginary outcomes that we treat as if they are absolute. The problem with this thinking is that it consumes an insane amount of real energy and focus, which, ironically, is exactly what we need to conserve in order to avoid those fates.

My Investors Will Revolt!

Ah yes, if we get this wrong, all the people that we thought would be our biggest supporters, who believed in us so strongly, will band together with pitchforks and chase us out of town!

Except that's not at all how it actually happens. What we often forget is that the people who invested in us because they believed in us actually still tend to kinda like us. And let's just get crazy — some may be people who genuinely love and care for us.

Our evil investor fantasy (nightmare?) is a paper demon. Investors make tons of investments and they don't derive some special pleasure out of seeing us ground down to the core. If the time comes that we ever have to tell them "It's Over," we're actually in for a very short, very heartfelt conversation that is nothing like we imagined.

My Career Will Be Ruined!

Unless our worst case outcome involves getting the Elizabeth Holmes of Theranos "Do Not Pass Go, Go Directly to Jail" verdict, we're going to be just fine. Believe it or not, while it seems like the biggest black mark in the world in the moment it's happening, the sour outcome of our startup will be barely a memory within a few weeks or months after it shuts down (if it did).

No, our careers are not ruined. In the first year we feel ashamed because we failed, but as the years pass that turns into a battle story that we tell, and in most cases, some of the most valuable lessons we'll ever have learned. (I have plenty, and none of them were fun at the time.)

But here's a funny thing — our careers are never ruined because we're constantly building the next thing. What we see at this very moment as "the end of it all" winds up just being an interesting chapter in a much longer and hopefully more entertaining story.

My Competition Will Crush Me!

Of course, we can't get a full inventory of our demons until we lay out the big, evil competitor in our lives. While we fumble around to make ends meet they execute flawlessly and confidently with near assurance they will win in the marketplace.

But then something else happens — it turns out, and hold your breath on this, that sometimes more than one company is successful in a market. It's not like Henry Ford rolled out the Model T and every other would-be Elon Musk just decided to fold their tents.

We don't lose to competition - that's a Paper Demon. We lose to poor execution, bad products, and terrible customer acquisition. We lose to ourselves. Thinking our competition is truly our enemy is an excuse for our own performance and one that's a flimsy excuse at best.

These Paper Demons are created by us, which means they can be destroyed by us. What we need to do is recognize these are invented fantasies, not hard and fast outcomes. We need that nervous energy to do great things, not worry about awful ones. So let's do that.

In Case You Missed It

The Emotional Cost of Being a Founder. When we talk about building startups, we talk about lots of costs: Staffing costs, the cost of capital, cost per acquisition, and opportunity cost. But we never talk about the biggest cost – the emotional cost.

Is Doing Non-Startup Stuff Good For My Startup? (podcast) What if we knew that time away from our startup was the key to actually making it grow faster?

Why No One Tells Founders, It's Over, Move On (podcast) Wil Schroter & Elliot Schneier break down the failure of their company AffordIt, what actually happens when you run out of VC money, and when you should drop the ego & focus on doing what’s best for your mental health instead.

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