Entrepreneurship

Shifting Gears 5/5 – My Most Rewarding and Challenging Entrepreneurship Lesson

This is the fifth and last installment of a 5-part series titled: From Résumé to Revenue: Turning Skills into a Business That Works.

As an employee-turned-solopreneur learning to sell her own value, this journey has been nothing but easy! It constantly challenges my perspective and forces me to grow comfortable with uncertainty…I feel like I have to evolve lighting fast and I want to take you along for the ride ~ my experience might be useful to you!

You can find this article in French here.


I have a tattoo that reads “you live and you learn” that I got over 15 years ago… And oh boy, have I learned a lot since I made the leap to entrepreneurship!

The one thing I wish I had known before making the leap

If I could go back in time and tell myself one thing on the day I quit my job…
❌It wouldn’t be “make a business plan.”
➡️It would be: “Don’t try to replicate the security of salaried employment. Accept that entrepreneurship is uncomfortable. And move forward anyway.”

During my first 12 months on my own, I tried to recreate the structures of a company to reassure myself: setting solid quarterly goals, building a complicated dashboard, looking for mentors whose approval I sought, etc.

⚠️ The problem? Although these structures are important, they are not factors for success in entrepreneurship.

Waiting for them to fall into place before daring to talk about my idea was killing my solo business in the bud.

My breakthrough came the day I accepted three truths:

💡 No one will tell you that you’re ready. You decide that you’re ready, then you take action to make your mindset a reality. → You don’t fake it until you make it; you act like the person you want to become. 🎯

💡 Your business won’t be like a conventional job. And that’s why you created it. → I won’t lie to you: some months I break out in a cold sweat when I look at my cashflow😅 But I voluntarily left the security of a biweekly paycheck for a vision that is worth its weight in gold to me. 🤩

💡 The excellence I had in the corporate world? It still exists. I thought I had to forget everything about my professional past in order to reinvent myself. → Start all over again: new status, new attitude, new vocabulary. What a lie!

Your employment years are your hidden advantage

For months, I tried to forget my 10+ years as an employee in order to “think like an entrepreneur.”

  • The toxic belief 😵‍💫 was “I have to unlearn everything I learned as en employee in order to succeed on my own.”
  • But the liberating truth 💨 actually was “The skills and reflexes I acquired as employee can become my trademark.”

In fact, I needed to consider what I had learned in the corporate world as resources.

  • I know how to meet deadlines? → I know how to create predictable systems for my clients who are tired of chaos. 🔎
  • I know how to navigate corporate politics? → I understand the power dynamics my clients experience (strategic empathy). 🧲
  • I know how to make PowerPoint presentations that convince VPs? → I know how to package my thoughts to sell without being salesy. 🎙️
  • I’ve experienced corporate burnout? → I understand exactly how my clients feel and what they’re running away from. 🙅🏽‍♀️

In a sense, turning into an entrepreneur after working as an employee isn’t starting from scratch. It’s starting from yourself.

Entrepreneurship doesn’t reject my past: it challenges me to repackage it.

I heard Emma Grede say recently: “all the things you think of as maybe negative are probably your superpowers” ✅ — I could not agree more!

In the end, my years as an employee didn’t distort me. They equipped me with skills. Now I know how to execute. I know how to structure. I know how to deliver. 🚀

What I was missing wasn’t competence. → It was permission to trust myself without waiting for someone to tell me I could.

And now, I measured my excellence differently.
Not in promotions. But in converted and returning clients. In solved problems.
In gained freedom. 🍃

A few prompts to take action

  • What skill or experience from your professional career did you consider “not entrepreneurial enough”… that could actually be your most valuable competitive advantage?
  • If you applied just one thing from this series this week, just one, what would it be? And what’s stopping you from doing it now?
  • If you knew you couldn’t fail, that every test is just data, not a judgment of your worth, what would you try this week?

What I’ve learned from my first 18 months

Especially from 2025, is to DARE [+ verb of your choice].

What’s the worst that can happen if I mess up? If I get rejected?

  • A fear that comes true → well, one less fear, and adjusted beliefs!
  • A bruised ego → humility is not a serious illness!
  • Lost money/opportunities → success slips away if you cling to it!

For me, DARING means trading the limiting fear of living to avoid losing for the boldness of living like someone who wants to win.

And for me, that’s my most beautiful and difficult lesson in entrepreneurship. 🔥

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