Sitemaps
How We Secretly Lose Control of Our Startups
Does Startup Success Validate Us Personally?
Should Kids Follow in Our Founder Footsteps?
The Evolution of Entry Level Workers
Assume Everyone Will Leave in Year One
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"?
Do Founders Deserve Their Profit?
The Utter STUPIDITY of "Risking it All"
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"
More Money (Really Means) More Problems
Committees Are Where Progress Goes to Die
Wait a Minute before Giving Away Equity
Why do Founders Suck at Asking for Help?
The Value of Actually Getting Paid
Will Investors Bail Me Out?
Is the Problem the Player or the Coach?
Do People Really Want Me to Succeed?
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
Never Share Your Net Worth
This is BOOTSTRAPPED — 3 Strategies to Build Your Startup Without Funding
The Ridiculous Spectrum of Investor Feedback
$10K Per Month isn't Just Revenue — It's Life Support
Why do VCs Keep Giving Failed Founders Money?
If It Makes Money, It Makes Sense
The Hidden Treasure of Failed Startups
My Competitor Got Funded — Am I Screwed?
Why Having Zero Experience is a Huge Asset
How About a Startup that Just Makes Money?
How to Recruit a Rockstar Advisor
Risk it All vs Steady Paycheck
A Steady Hand in the Middle of the Storm
How to Pick the Wrong Co-Founder
Staying Small While Going Big
Why I'm Either Working or Feeling Guilty
Are Founders Driven by Fear or Greed?
What if I'm Building the Wrong Product?
How Startups Actually Get Bought
Quitting vs Letting Go
Actually, We Have Plenty of Time
Why Can't Founders Replace Themselves?
Who am I Really Competing Against?
Investors are NOT on Our Side of the Table
Plan for Bad Times, Budget in Good Times
Demo Article
When a $40m Exit is More Than a $200m Exit
Don't Fear the Reaper: AI Edition
Don't Let Investors Become Your Customer
We Can't Stay Out Of The Game For Too Long
What if Our Dreams Are an Illusion?
What if this isn't a "Big Business"?
Founders, Not All Problems Are Apocalyptic
Stop Listening to Investors
Can You Build a Startup in Less than 40 Hours per Week?
Unlocking the Power of a Startup Community
Strategies to Effectively Raise Capital for Your Startup Business
Are Bootstrapped Startups Less Valuable?
Why Founders Don't Ask for Help
Where to Find Startup Mentors to Take Your Business to the Next Level in 2023
What Is a Venture Capitalist and How Do They Work?
What Is an Entrepreneur? A 2023 Guide to Starting Your Own Business
A Guide to Different Stages of Funding for Startups
Time is Our Greatest Asset
The Toll of Everyone Around a Founder
Big Starts Breed False Victories
Once a Founder, Always a Founder
The Invention of the 20-Something-Year-Old Founder
When is Founder Ego Too Much?
Founder Impostor Syndrome Never Goes Away
Always Take Money off the Table
Should I Feel Guilty for Failing?
The Case Against Full Transparency
Why Do We Still Have Full-Time Employees?
This is Probably Your Last Success
How Many Deaths Can a Startup Survive?
How Should I Share My Wealth with Family?
Why Do VC Funded Startups Love "Fake Growth?"
Living the Founder Legend Isn't so Fun
Youth Entrepreneurship: Can Middle Schoolers be Founders?
How to get Customers for Startups
Founder Sacrifice — At What Point Have I Gone Too Far?
The Power of a Growth Mindset: How to Achieve Success in Your Startup
Startup Board Negotiations: How do I tell the board I need a new deal?
20 Best Kinds of Startups for 2023
Series A Funding Rounds
6 Similarities between Startup Founders and Pro Athletes
Choosing The Right Type Of Website For Your Business
Startup Failure is just One Chapter in Founder Life
What If my plan for retirement is "never retire"?
Is Quiet Quitting a Problem at Startup Companies?
If a Startup Sinks, Founders Go Down With it
Startup Growth Challenges: The Downfall of Becoming Internally Focused
Analyzing Startup Accounting Results

What Founders Learn From Growing up Broke

Wil Schroter

What Founders Learn From Growing up Broke

Growing up broke was one of the most valuable assets to shape me as a startup Founder. At the time it didn't feel too valuable (it sucked) but I'd come to learn later that it burned specific traits into my behavior that served me insanely well in building startups from scratch.

Many of us have had the same challenges, coming from disadvantaged upbringings that felt like a setback at the time but also became crucibles of learning and adaptation that actually made us far more capable when our skills were put to the test later on.

We're Forced to Become Experts

When we're broke, we can't afford to pay anyone to do anything. Plumbing breaks? We become a plumber. Car won't start? We become a mechanic. We just don't have a choice, so it forces us to learn and act outside of our comfort zone all the time.

In a startup, this kind of gumption is invaluable. Instead of trying to find an expert at Instagram marketing, we have to become an Instagram expert. We become pitch deck experts, product development experts, even web developers. Being broke means being forced to do things yourself, with no other choice, which becomes a powerful ally over time.

A lot of people don't know this, but at Startups.com I'm the CEO, CFO, our copywriter, social media author, product strategist, M&A lead, legal lead.. the list goes on. I learned all of those things from not having the money at some point to pay someone else to do it for me. Now I get to tackle almost every area of our business with first-hand experience.

We Can't Afford to Say “No”

It's really hard to say "no" to work when you have no other way to feed yourself. "No" is a luxury we get when we've got another means of paying our bills. But building a startup, especially a bootstrapped one, means we have to say "Yes" to any work we can get, and any bit of effort it takes to do it.

Client needs you to work insane hours for this project? Yes. The marketing person quit so we have to take all their work on in addition to our current workload? Yes. The office kitchen is filthy and the trash needs to be taken out? Yes.

Startups thrive on Founders (and staff) who are willing to just say "yes" to everything and go. No hesitation. That behavior is something that those of us who have grown up with nothing instinctively have, and it's a huge asset to us at a time when it's almost all work we'd prefer to say "no" to.

We Treat Every Dollar Like it's Our Last

When you're super broke, you rarely have an idea where your next dollar is going to come from. "Not Broke Folk" are used to steady paychecks and reliable income streams. Incidentally, startups often look more like broke people's income - good today, gone tomorrow — so we tend to treat every dollar we get like it's our last, and plan accordingly.

Startups often face the same challenge. We have a hot streak one month where a ton of money comes in, so we assume that's our new income stream, and we spend accordingly. But for those of us who know what it's like for that faucet to be turned off (often), we cherish those dollars coming in and do everything we can to make them last until we know for sure that the next dollar has landed. That tends to serve us well whether we're bootstrapped or funded, as in both cases making every dollar last is a critical life support function.

How many of you identify with this? I'd love to hear what shaped you — tweet me @wilschroter and let's talk about it.

In Case You Missed It

How We Built an 8-Figure Business by Saying “No” We always hear about brazen Founders making big bets on the future — the big "Yes!" But what about saying "No"? Sometimes saying "no" is the best thing we can do for us as Founders, as well as for our startup.

How do We Tell Our Staff We’re About to Run Out of Money? The key to communicating with our staff about money is to do it early and to get everyone on the same page.

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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