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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?
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

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.

Rami Akily

Wow, I could 100% relate to this!!
Looking back, the grind of bootstrapping was the biggest contributor to my skills and personal development as a founder.

Reply4 years ago

1 Replies

Patsy Blas

I got this as a mail from two days ago and I just decided to read it today. What a valuable article. You're so right and I'm glad to say I'm experiencing it myself right now. Not having a job since march (our family bussiness, hostels) closed, and running my travel consultancy just by myself, I am now not only a travel advisor/tour guide but also a content creator and kind of community manager (I manage instagram and facebook), and plus, public relations person too.

It sucks at first but you learn by yourself. It feels good, because some fruits are coming little by little, just like an ant's work.

Thanks for this.
May you have a very great weekend!

1 Replies

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