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  • Writer's pictureJeanne and James Bellew

Overcoming Fear: Making the Leap into Freelancing

Are you considering freelancing as a way to transition to your next chapter? Do you want to freelance as a part-time gig to earn extra money? Maybe you need closer to a full-time income, but getting another job in today’s market looks too daunting. Or maybe you only need to make enough to stave off social security a little longer while you travel. There are so many reasons people freelance.

But maybe you’re feeling scared, unsure, and anxious. Does freelancing look overwhelming because you don’t know how to do it?

Fear is an everyday companion when we stand on the precipice of change. It’s especially palpable when that change involves leaving the stability of what we know to venture into the thrilling yet uncertain world of freelancing.

But what if we told you that your fear is a signpost, not a stop sign, and maybe the signpost says “merge ahead,” and it's your cue to leap, not retreat? This post is for you, the brave soul between 45 and 65, yearning for flexibility, passion, and freedom in your work life. So let's talk about overcoming that fear and making the giant leap into freelancing.

Understanding Fear

To move through fear, we must first understand it. Anxiety often stems from the unknown and the unpredictability of the outcome. In addition, humans crave security, which sometimes keeps us rooted in our comfort zones and prevents us from pursuing our dreams.

When contemplating the shift to freelancing, it's natural to fear the loss of comfort, the uncertainty of finding clients, or the daunting task of managing a business independently.

But here's the reality: Fear isn't the enemy. It's a natural emotional response that signals risk, yes, but also opportunity. So embrace it as a motivator that pushes you out of your comfort zone and toward personal growth.

The Freelance Revolution

The traditional 9-to-5 work model and the “retire at 65” narrative have significantly shifted as our world evolves digitally. According to, It is projected that in 2027, 86.5 million people will be freelancing in the United States, making up 50.9 percent of the total U.S. workforce.

A vast ocean of opportunities awaits in the freelancing world, making it a viable and increasingly popular choice for all ages.

Freelancing offers you the freedom to work from anywhere, to choose projects that spark your passion, and to shape your career path as you see fit. You’re not confined to a desk, a city, or a fixed role. It's a chance to redefine what work means and create a balance that complements your lifestyle, not compromises.

Making the Leap

When considering freelancing, there are some steps you can take to transition smoothly:

1. Skill Inventory: Take an inventory of your skills. You've already built a successful career. What transferrable skills can you carry into freelancing? Hint: There are many. Recognize your value and understand that the skills and experience you've garnered are necessary for the freelance market.

2. Plan Your Transition: Don’t just leap without looking. Develop a strategic plan. How will you find your first clients? How much do you need to earn to cover your expenses? Prepare a financial safety net for the initial period. A well-thought-out plan provides a sense of security and a roadmap for your journey.

3. Start Small: You don’t need to quit your job tomorrow. Instead, start freelancing as a side gig, testing the waters before diving in. It can help mitigate risk and build confidence.

4. Mindset Shift: Accept that fear and uncertainty are part of the journey. View them as growth opportunities rather than barriers. Remember, every successful freelancer was once where you are now - standing on the precipice, brimming with fear and ambition.

The Leap is Worth It

Leaping into freelancing might feel like a high-stakes gamble, but it becomes a calculated risk with the proper preparation. It’s about gaining control over your life and designing a life that brings fulfillment, freedom, and flexibility.

On the other side of fear is opportunity. The opportunity is the chance to live the life you want, whether it’s any of the following:

· Ending the 9 to 5 40+ hour workweek

· No longer commuting long distances

· Spending more time with your family

· Earning extra money for savings, paying down debt, retirement planning, etc.

· Using your skills, talents, and passions in a way you want

· Staying relevant in the world

· Traveling to see family or the world

· And more…

Your life is in your hands. It’s there for the taking, and you can have it however you want. Freelancing is a lifestyle that can bring you what you need financially and emotionally.

A Final Thought: Your Freelancing Future Starts Now

It's natural to feel fear when standing on the brink of such a significant life change. But remember that on the other side of that fear is a world of possibility. It's a world where you choose your projects, set your schedule, and shape your destiny.

The freelance economy is not just a trend; it's a full-fledged revolution. And it offers a golden opportunity to redefine your work-life balance and gives you choices and a future you are excited about. You've already taken the first step by contemplating the leap. Now it's time to jump.

If you’re looking for help, guidance, and support to leap into freelancing, click here to learn more about our courses designed to navigate you through the transition joyfully and successfully.

Pura Vida! 🌺

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Jun 06, 2023
Rated 5 out of 5 stars.

Excellent read!

Jeanne Bellew
Jeanne Bellew
Jun 07, 2023
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Hi! So glad that you found our blog excellent — hoping that means it was helpful! We'll be posting more, so keep coming back. We're here if you need anything. J and J

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