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
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

Money Doesn’t Define a Successful Startup

WS
Wil Schroter
Money Doesn’t Define a Successful Startup

It's really hard to convince people that money isn't the most important metric of a startup's success. Especially if those people happen to be investors, in which case, it actually is the most important metric.

But what we're talking about, as always, is what's important to Founders, and by extension to the people that work within that startup.

The broken part of the startup narrative has become this — "If it's growing fast and making money, it's successful, no matter what other costs are incurred."

I'd like to just go crazy for a moment and offer a new narrative — "If it's making everyone's lives geometrically better, then it's successful, and hopefully that means it's making money."

Focus on Making Lives Better? What?!

I know, I know. What heresy! I must be some bark-eating, left-wing, neo-communist who thinks money is evil. Not at all. I'm capitalist AF. Ayn Rand is my spirit animal.

However, when we use money as the sole focal point, it makes it incredibly easy to compromise all of the other aspects of our lives and goals that we thought money would improve.

What we're missing is a central touchstone that reads — "Here is how our lives would be better, and this startup exists to enhance that. Some aspects may involve money, but if the pursuit of money comes at the greater cost of our health, happiness and sanity, we're actually moving in the wrong direction."

I've met very few startups or Founders who have even begun this conversation, much less committed to this path. But the real question is — why?

Successful to Whom?

It actually helps if we start to dissect who is actually impacted by our success. What if we re-phrased the narrative to read "WHO is our company successful for?"

Is our startup successful for our employees? Probably not. Do they really care whether or not our gross margins are improving or we're lowering CAC? Or do they care that they haven't spent time with their kids in 6 months or taken time to enjoy, well, anything?

Is our startup successful for the Founders? Most often not. Most likely we're racked up in debt or buried in a cap table that we know we'll never see the right side of. Why does it feel like we answer to everyone else when the whole point was to answer to ourselves?

Is our startup successful for our health? Sure, we have unlimited snacks and unlimited vacation, but why is everyone getting so fat and looking so exhausted? Why are we releasing more cortisol than serotonin?

At some point, we really have to start asking ourselves — who is this all for? When we start to really take stock of what's happening, we start to realize that focusing on money is simply covering up how horribly we're abusing ourselves.

What does Money cost us?

An incredible amount of our time and focus is around pursuing money because we fantasize about what it will buy us. (To be fair, for almost anyone who's ever made that money, it's almost always far less improvement than we think, but that's another post.)

But at some point, we also have to ask ourselves — "What does our pursuit of money COST us?
If the cost of "making it" is our health, relationships, and important years we will never get back, what did that money buy us that makes up for that? Is that nicer house worth missing our kid's childhood or our 20s or 30s which by the way we only get once?

Let's Redefine Startup Success

This isn't about taking money off the table entirely — it's about making it a factor, just not the only factor. Obviously we need to be viable as a business, but we're getting to the point where we've been to this "burn through the troops" movie so many times that at some point we have to stop signing up for it.

I'd encourage all of us to simply take a step back and say — "What's actually important to us as the people who work here, and what would this company need to achieve in order to improve our lives?" But don't stop there. More importantly, let's ask — "What are we unwilling to compromise in this pursuit?"

Real success if pursuing our goals without having to compromise our souls.

In Case You Missed It

Let's Define Success By What We Don't Have To Do Anymore Why do we measure startup success by money? Is it the money we're truly talking about or the freedoms that money buys? If it's freedom, then how much of that freedom comes from money, and how much of it comes down to choice?

How Much Should I Be Working? (podcast) Wil and Ryan take a deep dive into the benefits of thinking quality and not quantity when it comes to your weekly punch card.

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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