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Was Mortgaging My Life Worth it?
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Why Most Founders Don't Get Rich
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We Can't Grow by Saying "No"
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SMALL is the New Big — Embracing Efficiency in the Age of AI
The 9 Best Growth Agencies for Startups
Never Share Your Net Worth
This is BOOTSTRAPPED — 3 Strategies to Build Your Startup Without Funding
The Ridiculous Spectrum of Investor Feedback
$10K Per Month isn't Just Revenue — It's Life Support
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If It Makes Money, It Makes Sense
The Hidden Treasure of Failed Startups
My Competitor Got Funded — Am I Screwed?
Why Having Zero Experience is a Huge Asset
How About a Startup that Just Makes Money?
How to Recruit a Rockstar Advisor
Risk it All vs Steady Paycheck
A Steady Hand in the Middle of the Storm
How to Pick the Wrong Co-Founder
Staying Small While Going Big
Why I'm Either Working or Feeling Guilty
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How Startups Actually Get Bought
Quitting vs Letting Go
Actually, We Have Plenty of Time
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Who am I Really Competing Against?
Investors are NOT on Our Side of the Table
Plan for Bad Times, Budget in Good Times
Demo Article
When a $40m Exit is More Than a $200m Exit
Don't Fear the Reaper: AI Edition
Don't Let Investors Become Your Customer
We Can't Stay Out Of The Game For Too Long
What if Our Dreams Are an Illusion?
What if this isn't a "Big Business"?
Founders, Not All Problems Are Apocalyptic
Stop Listening to Investors
Can You Build a Startup in Less than 40 Hours per Week?
Unlocking the Power of a Startup Community
Strategies to Effectively Raise Capital for Your Startup Business
Are Bootstrapped Startups Less Valuable?
Why Founders Don't Ask for Help
Where to Find Startup Mentors to Take Your Business to the Next Level in 2023
What Is a Venture Capitalist and How Do They Work?
What Is an Entrepreneur? A 2023 Guide to Starting Your Own Business
A Guide to Different Stages of Funding for Startups
Time is Our Greatest Asset
The Toll of Everyone Around a Founder
Big Starts Breed False Victories
Once a Founder, Always a Founder
The Invention of the 20-Something-Year-Old Founder
When is Founder Ego Too Much?
Founder Impostor Syndrome Never Goes Away
Always Take Money off the Table
Should I Feel Guilty for Failing?
The Case Against Full Transparency
Why Do We Still Have Full-Time Employees?
This is Probably Your Last Success
How Many Deaths Can a Startup Survive?
How Should I Share My Wealth with Family?
Why Do VC Funded Startups Love "Fake Growth?"
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Youth Entrepreneurship: Can Middle Schoolers be Founders?
How to get Customers for Startups
Founder Sacrifice — At What Point Have I Gone Too Far?
The Power of a Growth Mindset: How to Achieve Success in Your Startup
Startup Board Negotiations: How do I tell the board I need a new deal?
20 Best Kinds of Startups for 2023
Series A Funding Rounds
6 Similarities between Startup Founders and Pro Athletes
Choosing The Right Type Of Website For Your Business
Startup Failure is just One Chapter in Founder Life
What If my plan for retirement is "never retire"?
Is Quiet Quitting a Problem at Startup Companies?
If a Startup Sinks, Founders Go Down With it
Startup Growth Challenges: The Downfall of Becoming Internally Focused
Analyzing Startup Accounting Results

Getting Your Idea Going: When To Jump Ship

Wil Schroter

Getting Your Idea Going:  When To Jump Ship

There you are: Standing at the edge of the metaphorical startup cliff. You want to cannonball into the abyss that is Founder-hood… But, you’re scared as hell that you might be jumping in too soon.

What do you do?

Are you asking yourself the right questions? How do you evaluate whether this very moment is the one to take the plunge? Are you sure?

Every startup Founder goes through this inner battle, yet few know what to look for.

While everyone’s situation is unique in their own way, there are three critical indicators that can help you determine if the timing is right— before making the leap.

Take the leap

Critical Indicator #1: Customers are buying — constantly

The moment you start seeing real revenue from a consistent stream of customers, it’s time to consider a bigger commitment.

The operative parts of that suggestion are:

  • “Real Revenue” — Which suggests it is meaningful enough to pay some real bills.
  • “Consistent Stream” — Which means people are constantly buying.

In the early days, it’s hard to tell the difference between a blip and a trend in your sales numbers. You may have had some good press, or a really fortunate week on sales —but, next month, you might slump hard.

The most prudent move is to try to see if you can replicate at least two months in a row — ideally more.

Forcing yourself to replicate that trend is the very essence of what it will take to keep your startup moving forward—so it’s exactly the right focus.

Critical Indicator #2: You’re losing money by not being committed

At some point, it may become obvious that you’re actually losing money by not being available all the time.

You may have signed customer contracts that you’re required to fulfill, or need to develop a product feature that will increase sales.

The list goes on.

The difference, however, is whether or not you can actually be sure that your lack of commitment leads to a clear lack of income. This gets a bit fuzzy when you start making assumptions like:

“If I worked on this more, it might yield more income.”

That may in fact be true, but it’s not the same as literally leaving money on the table.

If you’re leaving a meaningful amount of money on the table — it’s probably time to jump ship.

Take the leap

Critical Indicator #3: Not because “There’s so much to do”

It’s easy to get lured into going “all in” because there’s just so much to do. If you could only devote more time to working on your social media campaign / writing more code / making more customer calls / etc.

Then — Things would be moving so much faster!

All of that is true (and it will always be true) but, you can’t use that as the single indicator that it’s a good idea to go “all in”.

What you’re reacting to is a constant within startup culture. There will always be a mountain of work in front of you no matter how many resources you add. You’re just reacting to the first of many resource issues.

Yes, you would definitely move the business forward faster if you were more committed. But, before you make that commitment, be sure that the other indicators are clearly blinking “green”. Because this one, frankly, will be forever red.

REVENUE = COMMITMENT

The best possible outcome would be for you to focus on driving real revenue before making a real commitment.

But, sometimes, that’s just not possible.

Millions of Founders before you have made the leap without knowing if there was a paycheck in it. I guarantee none of them were excited about the prospect of not being paid.

The decision is yours, but if you can hold strong and focus on building a real income-producing business before making the leap, then you’ll have one less thing to worry about when you make your transition.


Don’t miss out! Check out the previous editions here:

Getting Your Idea Going: There Is No Perfect Idea
Getting Your Idea Going: Popular Excuses For Not Starting

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