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

The Myth of Job Security

KH
Karoli Hindriks
The Myth of Job Security

At school we were taught that the key to success is a graduate degree and a steady job at an established company. Yet over the past decade we have seen many major companies collapse, and during the recession that began in 2008 many millions lost their jobs just in the United States. Many had graduate degrees. People began to realize that their lives and security depend solely on themselves, and that job security is often a hollow promise. This raised the question: if a job can be lost at any time because of external factors, why not work instead on something you actually care about?

Working in a corporate cubicle on something that does not really correlate with your values did not seem so appealing anymore. Employers have often misinterpreted this as Millennial “laziness” or “bad work ethics”, instead of acknowledging the rise of an entrepreneurial generation. Today, people want to make a difference. And since the myth of a secure corporate job was busted with the Great Recession, the forces holding back that desire were busted, too.

Goodbye to the Nine-to-Five

Cracking the secure corporate job myth also raised the question: what is a job anyway? For over a century the concept of a job had been defined by an address and time spent in a certain building. This made sense at the time, as a factory assembly line required rigid work conditions. But today, clocking in and clocking out is not how things get done.

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The Freelancers Union estimates that by 2020, more than half the US workforce will be freelancers — that’s almost 50 percent higher than today. This means that a majority of the workforce will be choosing higher career paths as solopreneurs, where the bread on the table is earned in direct correlation with value created.

That does not mean full-time positions will disappear. But the overall team set-up is changing, and chaining employees to their desk for a fixed number of hours just because “that’s how it’s always been done” is increasingly a destructive act. As the author Jacob Morgan said in his book, “When it comes to the future of work, ‘late adopters’ are the same as ‘out of business’.”

The World is Your Oyster

Mark Twain famously said: “Make your mark in New York and you are a made man.” Indeed, the path of a successful person has been directly connected to their choice of location. Life was what happened in London, NYC, or a few other metropolises. The initial discomforts — high cost of living, long commutes, bad weather, etc. — were inevitabilities that one accepted in order to follow the dotted line towards success.

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But then work evolved into a series of tasks that can be completed almost anywhere on the planet. The workplace became less dependent on time and location. Would you really choose to spend as many as 3–4 hours on a grueling commute each day if the work can simply be done from home?

As the workplace becomes less dependent on geography, a new era of living and travel is beginning. Why pay 4,000 dollars for a two-room apartment when you could do the same work on a tropical island, pay 300 dollars in rent, and go surfing in the afternoons? Why not move to a society where healthcare is free and the state gives young parents almost two years of fully paid maternity or paternity leave? Suddenly it is the faraway countries that have a chance to emerge–the hidden gems, the societies making it easy for talent to step in and establish their lives.

Now, looking back fifteen years to the beginning of my somewhat lonely journey in my little corner of the Earth, it is interesting to see how things have changed. The American Dream is shifting into a Global Dream. Ernst & Young’s “Megatrends 2015” research concluded, “The gulf between “mature” and “rapid-growth” countries continues to shrink. A new tier of emerging nations, driven by their own nascent middle classes, will draw global attention.”

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Today countries like Singapore and Estonia are becoming the new nerve centers of the world. Why? These are countries where the simplicity of blending in, being a citizen and cost of living are in greater balance. These countries have adopted the startup mindset and listen to their “potential customers”, meaning that getting a work permit takes less time than ordering a lunch, and declaring your taxes is as quick and painless as a sneeze.

That is why I founded Jobbatical — a platform that leads people and their career journeys to the undiscovered locations, where the ease of living and ambitious local teams can help global talent develop their potential in a different culture. Doing that also helps local entrepreneurs get access to knowhow and expertise that was previously restricted to a few metropolis. The company I run is specifically designed to facilitate the further growth of the new work environment, benefitting both employees and entrepreneurs around the world.

Today my schoolmates from America ask me: “Could you organize a jobbatical for me in Estonia?” The hidden tracks and special journeys are replacing the good old 9-to-5. As the poet Robert Frost would say, I took the road less traveled by. Glad to see more people on that road now.


Also shared on Jobattical.

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