Hey Reader,
There was a moment in my career I’ll never forget.
I was lying in a hammock at my friend's cabin on the 4th of July, the email to the CEO that would surely get me fired typed but unsent, hands hovering above the keyboard like I might catch fire if I pressed send.
I had built a successful corporate career—executive titles, big budgets, big responsibilities. But something in me had started to shift. Quietly at first. Then louder.
I didn’t completely hate my job. But I didn’t enjoy it anymore either.
I just didn’t feel like this role I was playing was really... me anymore.
It wasn’t one clean moment of change. It was a series of whispers. A growing ache. A truth I could no longer ignore:
I wasn’t quite who I used to be—but I wasn’t yet who I was becoming.
Here’s my messy truth:
I waited 15 minutes, and then I hit send on the email. Because there was no denying my truth anymore—I was miserable in my corporate job. The only clear solution for me was to let it all quickly burn so I couldn't change my mind.
What came next was a long stretch of foggy in-between. And a lot of rebuilding.
Becoming an entrepreneur was a massive transition of identity.
I had to unlearn my corporate persona—and build a new one rooted in my own values, voice, and self-trust. It didn’t happen overnight. But each step brought me back to myself.
The Messy → Magical Shift
Here’s what I now know after walking this path myself and now years of coaching entrepreneurs, creatives, and business leaders in motion chasing their own transitions. I’ve witnessed this moment again and again. The thing is:
Transitions don’t happen in one clean moment. They unfold in phases.
Understanding where you are in your transition helps you navigate it with more clarity and self-compassion. Here’s how I like to frame it:
Stage 1: The Ending Something is falling away. A chapter, a role, a version of you.
It’s tempting to ignore it, but endings want to be honored.
Ask yourself:
- What am I afraid to let go of?
- What needs to be grieved, even if no one else sees it as a loss?
- How can I mark this shift in a way that helps me move forward?
Stage 2: The Messy Middle You’re in the in-between. The old identity doesn’t fit. The new one isn’t fully here yet.
It’s vulnerable. Awkward. And it’s also sacred.
Ask yourself:
- Who can support me without needing to “fix” me?
- What wisdom am I carrying from the last chapter, even if I’m still unsure what’s next?
- If I looked back 10 years from now, what might this moment be preparing me for?
Stage 3: The New Beginning The energy starts to shift. You feel glimpses of possibility. You’re trying things on.
But beginning again can feel clumsy—and that’s okay.
Ask yourself:
- Can I let myself be new at this, without needing to be perfect?
- What old belief is holding me back from showing up fully?
- How can I celebrate myself for trying—even before it all makes sense?
✨ 3 Ways to Navigate a Transition
1. Honor the Ending Create a ritual to say goodbye to the identity or chapter you’re leaving behind. Journal it, light a candle, or take a walk and thank it for getting you this far.
2. Embrace the In-Between The void is where your next version is taking shape. Try things on without pressure. Experiment. Let the fear of failure go and let curiosity lead instead.
3. Build Belief Brick by Brick Take one small action toward what’s calling you. Not for the outcome, but for the identity you’re growing into. Each action is a breadcrumb back to yourself.
You don’t have to have it all figured out to be on your way. Transitions are sacred—they ask you to trust the path before the map appears.
A Spark of Inspiration:
"And the day came when the risk to remain tight in a bud was more painful than the risk it took to blossom." — Anaïs Nin
Let this be the day you begin to follow your intuition and bloom.
💬 Your Turn: Which stage of transition are you in right now? And what’s one tiny step you can take to honor where you are?
Reply and tell me—I’d love to hear from you. And if you're seeking a guide to help you on your own transition to entrepreneurship, I'd be honored to guide you.
To more clarity, confidence, and ease—one messy step at a time.
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Grateful for you.
Thank you for being here!
I want you to know I'm proud of you for continuing to learn, and I believe you have what it takes to make your dream a reality.
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