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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

How Long Will It Take To Have a Successful Startup?

Wil Schroter

How Long Will It Take To Have a Successful Startup?

Launching a startup can happen really quickly. Making it a real business — Now, that takes a lot of time. But how much time does it take to make a successful startup?

I get asked this question a lot. The short answer is it takes at least 4 years just to get pointed toward a real business, and I’d argue it takes 7-10 years to make your startup truly the success that you had in mind when that idea came to you.

Having been part of the journey of thousands of startup founders and having started lots of companies myself, I’ve noticed a very consistent pattern in how those formative years come together which I’d like to share with you.

If you’re reading this and nodding your head along the way it’s not because I’m monitoring your computer (that’s what the NSA is for).  It’s because we essentially all go through the same damn path yet we rarely hear others talk about it so specifically.

Successful Startup

Year One – Everything is a Win

The moment you start your company you’ve got dozens of easy, obvious victories to celebrate.

  1. You incorporated – Yay!
  2. You launched the website – Woohoo!
  3. You got some press about your launch – Holy Guacamole!

The first year is full of emotion, but generally speaking, it’s often loaded with tons of tiny, obvious victories that feel like real progress.  What it typically doesn’t include is lots of revenue to keep you paid.

Assume that nothing in Year One tells you anything definitive.  It just tells you that you’re off to great start.  It’s like getting straight A’s in your freshman year of high school.

It doesn’t mean you’re getting into Harvard, it just means you had a good first year.

Year Two – Um, Where’s the Money?

A few things happen in Year Two that make the Year One Party turn into a bit of a hangover.

First, whatever savings you had put aside to get launched are exhausted. That one credit card you never thought you’d use is now maxed. That one month that felt like things were going to turn around – well, it was just that one month.

You’re realizing that launching a business isn’t the same as validating one.  Getting early customers to sign up doesn’t mean you’ve got long term customers—or paying ones at that.  It just means someone happened to walk into your store and buy something.

Year Two is where you begin worrying about whether or not you made the right decision.

You start going into real debt. You start seriously questioning yourself. This is the part people are talking about when they say “starting a company is hard.”

The only thing you can do in Year Two is turn your anxiety toward achieving micro milestones and chipping away at growth day in and day out. Looking for some sweeping notion that “everything will be great” is a waste of time at this point. This is called the Grind Mode.

Year Three – Game Time Decision (aka “Validation”)

By Year Three, the pixie dust has worn off. The excitement you once felt for starting something has transformed into anxiety about whether or not you have made the right career decision.

You spend a lot of time questioning things.

What’s happening in Year Three is that you’ve had a couple years to validate your idea. How you respond to this validation though is the key, and if you read nothing else in this, please focus on this part.

  1. 1. It’s nearly impossible to have had a runaway success by this point.  If you’re still struggling to break even that’s about where you’re supposed to be.
  2. 2. The part where you build a real business that’s healthy and profitable is probably a couple years away. Or it may be never. But it’s likely still not now, and that’s hard to digest.
  3. 3. This is where you ask yourself if you can go at this pace for another 2-3 years. At this point you know exactly what you’re signing up for. You know the commitment first hand. If it doesn’t feel like it’s something worth pursuing, now is a good time to bail.
  4. 4. No one knows if what you’re doing will be successful going forward, so don’t put too much emphasis on what other people are telling you.

At this point it’s not about running a startup, it’s about preparing to run an ongoing business in growth stage. You have to make the call as to whether or not this is the job you signed up for.

Year Four and Beyond – Where the Magic Happens

If you go through the back stories of most major companies, you’ll find that they typically ran in general obscurity for many many years until one day they started finding out that what they had was worth something.

If you’re unsure about that, read the story of MailChimp. Or Basecamp. These are some of the smartest entrepreneurs you’ll ever meet, and it took them many years just to find their footing. That’s normal.  The entrepreneur who creates a mobile app that is wildly popular overnight?  It’s a miracle story, not a success story. Don’t ever use that as a guide.

The reason most companies don’t find their footing until Year Four and beyond is because it takes that long before every aspect of the business has been refined – customer acquisition, product development, brand message, management team, unit economics – the list goes on.  All of these things take lots of iterations to get right, and that just takes time. That last three years of hell?  That’s what it takes (if not longer) to get those things refined to begin running a real company.

Wow, That Sounds Hard

It is. No sugar coating here.

Building a startup isn’t an exercise in building a company—it’s an emotional marathon that happens to revolve around business milestones.

While you’re surely going to have to have the insight and decision-making to be able to build a great company, it really comes down to the emotional fortitude to see it through. Just remember that it takes a long time. There’s no shortcut and that’s OK.

Amanda Belanger

Thanks I needed this, I'm on year three at the moment 😭.

Replya year ago

Jules Sanchez

I think this is a real understanding about start ups and how businesses get going...

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