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Assume Everyone Will Leave in Year One
Stop Listening to Investors
Was Mortgaging My Life Worth it?
What's My Startup Worth in an Acquisition?
When Our Ambition is Our Enemy
Are Startups in a "Silent Recession"?
The 5 Types of Startup Funding
What Is Startup Funding?
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Michelle Glauser on Diversity and Inclusion
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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Is the Problem the Player or the Coach?
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
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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 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?
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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?
What If my plan for retirement is "never retire"?
Startup Failure is just One Chapter in Founder Life
6 Similarities between Startup Founders and Pro Athletes
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

Am I Lying or Just Being Optimistic?

Wil Schroter

Am I Lying or Just Being Optimistic?

The difference between lying and optimism is often told in the outcome.

As Founders, we spend an inordinate amount of time telling stories about how the future of our startups MIGHT turn out. Often, those stories balance the line between being optimistic gestures of hope and a sordid tale of deceit.

When we tell our customers we'll be able to deliver a product we don't have the personnel to deliver (yet), are we lying? When we stand anxiously in front of investors boasting that we'll become a billion-dollar unicorn, are we misleading them? And when we recruit someone to leave their high-paying job to work for an idea we've barely proven, are we betraying their trust?

This is the moral dilemma we face as Founders every day while we convince the world our bold predictions may come true while at the same time trying to prop up the veritable shit show that our startup really is.

All Optimism is a Beautiful Distraction

We'd love to believe that our unbounded startup optimism isn't just optimism, it's a positive hope toward a better tomorrow. At first glance, that sounds like a noble way to think of our lives and intentions. And for the most part, Founders do indeed have noble intentions with our optimism.

But let's call our startup optimism what it truly is — wishful thinking for the purpose of aggregating the resources we need to make that thinking a reality. What we're really doing is distracting ourselves with the future long enough to overlook the present.

When we tell an investor that our startup might be the next "Facebook for Pokemon," what we're really doing is distracting them from the present (parting with their capital) in order to shake our focus long enough to hopefully turn that dream into a reality. Optimism, by default, is the most important resource we have because it holds the illusion of the future long enough to ignore the present (which again, usually sucks!)

Lying Requires Knowing

The reason our optimism isn't straight-up lying is because in order to lie, we have to know and withhold the truth. This is a slippery slope that every Founder has to manage.

Let's say we are out of cash and we tell our entire staff that they should continue working even though we know we can't make the next payroll — that's lying. We knew the money wasn't there, and we deliberately didn't tell them about it. Conversely, if we had expected a fresh round of capital to land, only to learn at the last moment it fell through, that was just busted optimism. It wasn't lying because we didn't know for certain the money wasn't there. (Fun fact — they won't care either way if they don't get paid!)

There's also a factor of whether both parties know the inherent risk of a statement. When we tell investors our company could be worth a billion dollars, they don't actually 100% believe us. They know that there is potential, but they don't go home, sit down at dinner with their family and say "Welp, family, we now own 10% of a billion dollars! Pack your stuff we're buying a new house!" We know that going into those discussions, both parties are smart enough to evaluate their own risks — we're just painting one potential outcome.

Balancing the Hope and the Lie

What keeps honest Founders on the right side of the equation is how we present our hopes and optimism. We baseline our predictions based on what we know (presenting the facts as we see them) and then color them with the optimistic hopes that we have on top of that.

In doing so, we tell our staff "We've got 3 months of runway left at present, but our goal (hope) is to raise another round of capital before that runs out." We're not lying because we present the fact, but we're also using our optimism to rally our resources toward a common goal.

None of us are Nostradamus. We're not expected to accurately predict the future. What we're expected to do is present our version of the future, as we intend it, with the full disclosure of what we do know while doing it. Honesty and optimism don't have to be a competing moral quandary — it can be the foundation for every aspect of how we present our startups if we use them together in harmony!

In Case You Missed It

How Do I Design My Startup Around My Life? There’s very little preventing us from designing our startups around our life goals. It starts with us being very clear about what we want to achieve and then taking clear, small steps toward those outcomes.

How Do I Leave My Startup Stress at Work? (podcast) As a Founder, running a Startup is inherently stressful, right? Wrong! Listen in to learn how to relax!

We Need a Strict Definition of Personal Success Every moment we spend pursuing an undefined goal is a complete waste of time — especially personal goals.

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