Sitemaps
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?
Do Founders Deserve Their Profit?
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"
Do People Really Want Me to Succeed?
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?
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?
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

In Our Darkest Hour Where Do We Find Hope?

Wil Schroter

In Our Darkest Hour Where Do We Find Hope?

Startups run on money but survive by optimism.

The greatest currency in our startup is our wildly insane, totally manufactured optimism that things might actually work out, even in the face of everything taking a giant crap on us. That of course sounds inspiring, but when we're actually living in that position when everywhere we turn things are falling apart, it's hard to pretend we can just put on a happy face and make everything a resounding positive.

This isn't a pep talk though — it's a game plan. The difference between letting our startups implode and bringing them from the brink of destruction is how we plan through this mess. As a 9-time startup Founder myself, I can tell you it sucks every. single. time. There's nothing cool about it. But, after you've been through this battle enough times you start to notice a pattern in how to deal with the lows.


What's Done is Done

The first step is to write off everything that already happened. Co-Founder quit? It's done. Investor pulled out? It happened, move on. We spend so many valuable cycles trying to rehash what just happened or where we went wrong. We have to look at every moment of worrying as valuable capital we're just throwing away. We need those cycles, we need that focus.

That's not to say we can't learn from what just happened, but right now isn't the time for deep retrospection. I have a funny little method I use to keep myself focused. I have a simple notepad that lists the thing that went wrong. Every time I start rehashing it, I move to the notepad and force myself to write one new thing that I learned. 90% of the time I have nothing to add, which forces me to realize this is a huge waste of time, but the simple act of making me realize it's a waste of time is powerful.

We're not the only people that need to move past this, either. It's our job to let everyone else in the organization know that whatever happened is done and over with — move on. Sometimes optimism doesn't come from rainbow and unicorn thoughts as much as it does removing what was dragging us down in the first place. It's a deliberate effort, and that's part of the plan.

Focus on "Just One Thing"

Not only do we need to wipe our distractions clean, but we also need to narrow our focus to really small goals. For example, let's say that our lead investor just bailed on us. Instead of setting a goal to say "I need to find a new lead investor" our goal is far smaller. We set our goal to just do our research to figure out who we are going to contact next. That's it. We haven't sent an email, we haven't pitched anyone. It's just that goal and nothing else.

The reason we get so laser-focused is so that we can start to see demonstrable progress again, which is the foundation of our optimism. The broader and more amorphous our goals are, the less chance we have for completing them, and by way of that, the more our optimism fades.

Conversely, watch what happens to ourselves and the team when we end every day with completed tasks and forward progress — we get our groove back. We win not by the volume of things we do but by the completion of them.

Celebrate Every Single Win

Part of where we throw ourselves off is being overly focused on what went wrong. Again, that happened - we're moving on. What we need in order to start our optimism machine back up is recognition of the wins. Every customer that signs up, every positive investor response, every like on social.

The reason we shift our focus is because victory will come not from crying about past failures but doubling down on present wins. This is how great Founders bring demotivated teams back. They remind them that they can and will win again. They give high fives until their hands are bruised because they know that if the team isn't motivated, they can't win this alone.

Our optimism should never be left in the hands of fate. We need to actively cultivate and spread that optimism through consistent rigor and discipline. Every startup hits epic lows, no matter who they are, and everyone always thinks it's unique to them. It's not. This is part of the startup lifecycle, and like any other process, we need to manage it like a pro.

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.

3 Benefits of Emotional Intelligence for Today’s Business Leaders. Leaders who can recognize their own emotions in relation to how they affect their behavior are better able to control their own impulses and handle change.

Why Do I Feel So Alone? (podcast) No one ever tells you in the “Starting a Company” brochure that the journey will not only include crippling anxiety, drowning in personal debt, and endless challenges — but also a healthy dose of personal loneliness.

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