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
My Competitor Got Funded — Am I Screwed?

How much is Founder Freedom Worth?

WS
Wil Schroter
How much is Founder Freedom Worth?

Often when the chips are down and we're not getting paid, racking up debt, and wondering whether our startup has a future at all, it's easy to forget how valuable that freedom is.

So, let's talk about it.

What kind of freedom are we talking about here?

We're talking about the freedom to do whatever the hell we want.

If we want the whole company to work from home in our pajamas — that's what we do. If we want to take the product in a 180-degree different direction, we do. If we want to hire, fire, or promote anyone for any reason, we do.

We created this freedom so that no one could ever tell us what to do. It's amazing, and easy to forget about until we don't have it.

That said, freedom is damn expensive.

How many ways are we paying for this freedom?

It's ridiculous.

Forget about the endless debt we're creating for ourselves. We're paying for it in anxiety. We're paying for it in stressed relationships. We're paying for it in every missed event and moment we won't get back.

Founders don't have a monopoly on stress at the workplace, but we do have an extra level of risk that most people don't find in a W2 job.

That risk — and the anxiety that comes with it — is really our cost of freedom in a nutshell.

How do we know it's worth it?

Like any freedom, we only know the value when we don't have it.
Yes, it's expensive. But the value of being able to be in full command of our destiny, and those that have entrusted us to captain this journey, is absolutely worth it.

Every time we're not sure, we look back to the moments when someone else determined our future and say "Oh yeah, that's why I'm doing this!"

In Case You Missed It

Things We Don’t Want to Do (podcast). As Founders, we spend a lot of time thinking about what we want to accomplish, but have you ever sat down and really given thought to using the freedom that comes with being a Founder to say, "Here are some things I NEVER want to do again?"

I’m Burnt Out. What Do I Do? When we hit a point of burn out it's important and ignore the problem, it only gets much worse. So let's take a look at what Founders do to deal with it head on.

How I Harness My Insane Startup Anxiety. A startup is a torrent of anxiety. We’re likely doing things we’ve never done before with products that have never existed before. So let’s start admitting we’re all freaked out and need to figure this shit out.

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