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Dream, Dare, Do: Your Guide to Starting the Freelance Life

Dream of freelancing but feel daunted? Discover how to take the first step, shift your mindset, and build a career that reflects your vision and values. Start today!
November 22, 2024 by
Dream, Dare, Do: Your Guide to Starting the Freelance Life
Laura De Troia
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Have you ever dreamed of becoming a freelancer? Of creating something that truly reflects who you are, your values, your vision of the world? Or maybe you’ve just wanted to find a job that brings you happiness in its simplicity and freedom—a work life that feels yours.

I know, the idea can feel daunting, even a little terrifying. Taking that first step is the hardest part—it’s where the real fear lies. It means stepping outside the comfort zone you’ve lived in, flipping your perception of yourself, your abilities, and even your limitations.

The Mindset Shift: From Stability to Possibility

I’m speaking to those who, like me, feel the weight of their generational programming, their personality, or simply their self-perception holding them back. I get it—I’ve been there too.

I graduated with honors and entered the job market during the economic crisis of 2008. I “lucked out” with a poorly paid 9-to-5 job that was, at the time, considered an achievement. And for years, I stayed in that world. It was safe. It was stable. It was what I thought I was supposed to do.

But slowly, my mindset has begun to shift. I won’t claim that I’m ready to become a freelancer tomorrow, but I can feel the change inside me. It’s not an easy transformation—it’s a constant push to invest in myself, to leave behind the security blanket that has cradled me all these years.

For me, the path forward isn’t about taking a giant leap but about taking gradual, intentional steps. I might not end up fully diving into freelancing, but I’m starting to think differently, to explore, and to believe that it’s worth investing in myself—even if it’s scary.

The “What If” That Sparks the Journey

Many of us toy with the idea of doing something on our own. Maybe we have a concept in mind or just a hobby we’re passionate about. That’s where it starts. You don’t have to jump headfirst into a new life. Just start by nurturing that idea—caring for it, even if it’s been tucked away in a corner of your mind, hidden behind self-doubt and worries about what others might think.

For others, the spark might come as an opportunity born out of necessity—a chance that presents itself when there’s nothing left to lose. And here’s the thing: trying and failing is always better than not trying at all. Failure isn’t the end; it’s a lesson.

The Middle Path: A Bridge to Freedom

For those of us hesitant to leave the stability of a paycheck, there’s a middle ground. Start something on the side—something that complements your current job. It’s a way to feel daring while keeping the financial safety net intact.

You might discover, along the way, that this side project is exactly what you needed. Or maybe not—but the journey itself is invaluable. From the outside, it might seem like a conservative choice, but I see it as a step toward self-realization.

Being an Entrepreneur: Courage Wrapped in Grit

Entrepreneurship isn’t just about building something—it’s about believing in yourself. It’s having the courage to take an idea, your potential, and bring it into the world. It’s not a small thing. It demands your presence 24/7, especially in the early days when you’re shaping your vision into reality.

But here’s a truth you won’t hear often: you’ll never feel completely ready. Waiting for perfection before starting? Forget it. The beginning will always feel messy, unprepared. And that’s okay. Starting requires guts, a bit of instinct, and the kind of boldness that only comes from believing in yourself.

Your Pace, Your Path

Whether you move like a tortoise or a gazelle, the destination isn’t what defines you—it’s the journey. One isn’t better than the other. What matters is that you take the steps, however small, toward something that feels true to you.

Freelancing, entrepreneurship, or simply exploring a new way of working—it’s all about finding your rhythm and trusting that the investment in yourself will pay off.

So, start where you are. Dream big or small, but above all, start. Because the only thing standing between you and that vision of a life that feels fully yours is the decision to take the first step.

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