Staring at the Exit Door: Is It Time to Jump?

It is January 2026.

The world has changed drastically over the last few years, yet some things remain comfortably the same.

I am sitting here, looking at my current situation. On paper, I am living the "Belgian Dream." I have a senior position as an Information Analyst. I have a solid, comfortable net salary that hits my bank account on the same day every month like clockwork. I have the holiday pay, the "13th month" end-of-year bonus, the hospital insurance, and the pension plan.
And, of course, I have the car. A massive Audi Q8 e-tron sits in my driveway. It is a technological marvel, a silent beast of luxury that screams “You made it.”

This is the Golden Cage. It is warm, it is safe, and the bars are made of velvet. So, why am I losing sleep thinking about unlocking the door and walking out into the wild?

The "Now or Never" Realization

There comes a point in every senior professional's career where you hit a ceiling. Not necessarily a skill ceiling, but an autonomy ceiling. You realize that no matter how hard you work, how many Data Migrations you oversee, or how perfectly you implement SAFe protocols, your reward is fixed.

I have over 20 years of experience. I bridge the gap between complex Business requirements and IT solutions. In the current market—specifically here in the Benelux region—this skill set is not just "useful"; it is critical.
We are in 2026. The economic climate has shifted. Companies are becoming leaner. The era of the "lifelong employee" is fading, replaced by a project-based economy. Big players like APG, ASML, and the major banks are hungry for specialists who can come in, fix the problem, and deliver value immediately.

I looked in the mirror yesterday and realized: If I don't do this now, I never will. I am not getting younger. I am at the peak of my operational power. Waiting another five years won't make the jump safer; it will just make the cage more comfortable and harder to leave.

The Fear of the Void

Let’s be honest about the mental process. The spreadsheets are easy. I’ve done the math (or rather, my AI thought partner helped me do it). I know that financially, freelancing makes sense. The tax optimizations, the ability to build equity in my own company (BV), the potential to earn significantly more over a 10-year span—the logic is sound.

But logic doesn't stop your hands from sweating when you think about resigning.
The biggest hurdle isn't the tax code; it's the Identity Shift.
Right now, I am an employee. If I get sick, I get paid. If I have a slow week, I get paid.
As a freelancer, I become a business. If I don't work, the meter stops running.

I found myself spiraling into "What If" scenarios:
• What if I don't find a client for three months?
• What if I miss the security of the Audi Q8?
• What if I fail and have to crawl back?

Deconstructing the Risk

However, when I truly analyzed these fears, they started to crumble.
We often confuse "uncertainty" with "risk."
Uncertainty is not knowing which client I will work for in April.

Risk is the possibility of permanent ruin.
With two decades of experience in high-demand IT sectors, is there really a risk of ruin? If the freelance experiment fails after a year, the worst-case scenario is that I simply apply for another job. I wouldn't be destitute; I would just be an employee again, perhaps driving a slightly smaller car.

The real risk is actually the opposite. The real risk is reaching the age of 65, looking back at a safe career, and wondering: "What would have happened if I had bet on myself?"
Regret is far more expensive than a few months of uncertainty.

Lifestyle Design vs. Salary

The shift in my thinking wasn't just about money. It was about Lifestyle Design.
In the corporate structure, you are paid to be present. In the freelance world, you are paid for output and value.

I realized that by becoming my own boss, I gain control over the variables of my life.
• Do I want to drive a Polestar 4 or a Porsche? That’s my business decision, not a fleet manager's policy.
• Do I want to work 4 days a week to lower my stress and improve my handicap on the golf course? That is my choice.

In 2026, wealth isn't just the number in your bank account; it's the ability to control your time. It’s about working 36 hours a week with intense focus, rather than 40 hours a week with 10 hours of corporate filler.

The Economic Tailwinds

It is also worth noting the macro-economic state of 2026. We are seeing a divergence. The middle class is being squeezed by inflation, but the "expert class" is thriving. The gap between a fixed salary and the market rate for freelancers seems to be widening.

By staying an employee, I am essentially "shorting" my own stock. I am selling my time at a wholesale discount so my employer can sell it at retail. Becoming a freelancer is simply deciding to sell at retail price directly to the market.

The Verdict

I haven't handed in my resignation letter just yet. But the mental switch has been flipped. I am no longer looking for reasons why I should do it. I am now looking for the how and the when.

The preparation phase has begun. It’s not about jumping off a cliff blindly; it’s about building a parachute while I’m still standing on the edge. It involves updating the CV, quietly talking to recruiters, and understanding my market value.

To anyone else sitting in a comfortable chair, driving a nice company car, but feeling that itch of "what if": You are not alone. The Golden Cage is beautiful, but the door is unlocked. You just have to be brave enough to push it open.
It’s now or never.

Are you a freelancer who made the jump recently? Or are you, like me, standing on the edge? Let me know in the comments how you handled the fear of the unknown.

Cheers,
Peter