Articles
How to be a Terrible Startup Advisor
Which Version of Me for Dinner Tonight?
The Death of the Technical Co-Founder
We Do What Others Won't
Surprise, You're a Startup Again!
Where Were You When I Was Broke?
What if I'm the Best (but don't know it)?
The Right Time to Start is "Right Now"
Creating A Go To Market Strategy
A Simple Trick for Less Awkward, More Effective One-on-One Meetings
Types of Crowdfunding: Donation, Rewards, and Equity-Based
How To Create A Business Model Canvas
How Startup Funding Stages Work
Everything You Need to Know About Product-Market Fit
Sole Proprietorships: What You Need to Know
Revenue Model
Private Investors for Startups: Everything You Need to Know
Why Founders Can't Retire
The Most Expensive Equity Doesn't go to Investors
How to be Great at Worrying
Top 10 SaaS PPC Agencies (2026)
Equity Is the Most Expensive Currency Your Startup Has. Stop Treating It Like Bar Peanuts.
Can Startups Be a Team of One?
Why are We Really Building a Startup?
We Rarely "Control" Our Startups
The Problem With Never Being Done
What Should My Expectations Be?
What Actually Happens if I Run Out of Gas?
The Value of Side Quests
The Key to Success Is Mastering Failure
We Can't Predict the Future Anymore
We Wanted Efficiency. We Got Isolation.
Startups are the Future of Employment
The Founder "Hard Reset"
Where Does Our Optimism Come From?
When Popularity Destroys Productivity
Will Getting Bigger Make Us Better?
"Just Be Yourself" is Terrible Startup Advice
Embrace How Messed Up You Are
The Great Remote Workplace Reset
Can I Hire Someone to Run My Startup for Me?
How Founders Get "Fired by Promotion"
Burnout is a Treatable Injury
Stop Pretending You Don't Have Enough Time
Are We Aligned with Everyone Around Us?
Will the Payout be Worth the Sacrifice?
How Founders Blow Their Fortunes
When Should We STOP Asking for "More"?
Can Entrepreneurship Help Alleviate Poverty?
Should Employees Really be Our Friends?
Can Founders be Replaced by AI?
The Best Startup Fractional CMOs and Growth Leaders
The Best Growth Marketing Agencies: How to Choose Them and Who They Are
What if We Run Out of Goals?
Reinvention is Our Only Constant
We're So Connected — And Totally Lonely
The 10 Best Growth Agencies for Startups
My Roadmap to Becoming a Confident Leader
Is College a Waste of Time for Founders?
Are We Preventing Our Startup From Evolving?
Building a Startup That Loves You Back
When Our Friends Resent Our Success
When Our Startup Outgrows Us
When Being in the 1% Feels like Failure
We Need Outside Interests that Consume Us
If You're Not Terrified, You're Doing it Wrong
Why do Founders Suck at Asking for Help?
The Ideal Client Profile Is Your Startup’s North Star (Stop Ignoring It)
Are We Growing or Just Getting Fat?
Let's Get Back to Our Why
Does Startup Success Validate Us Personally?
How We Secretly Lose Control of Our Startups
Should Kids Follow in Our Founder Footsteps?
The Evolution of Entry Level Workers
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
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
This is BOOTSTRAPPED — 3 Strategies to Build Your Startup Without Funding
Never Share Your Net Worth

What Founders Learn From Growing up Broke

WS
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.

Find this article helpful?

This is just a small sample! Register to unlock our in-depth courses, hundreds of video courses, and a library of playbooks and articles to grow your startup fast. Let us show you!

OR
GoogleLinkedInFacebookX/Twitter

Submission confirms agreement to our Terms of Service and Privacy Policy.