We were lucky to catch up with Ree Denson recently and have shared our conversation below.

Alright, Ree thanks for taking the time to share your stories and insights with us today. Can you talk to us about a risk you’ve taken – walk us through the story?

The biggest risk I ever took was trusting that my life didn’t have to look the way it always had and that I could build a business in a way that actually worked with my reality, not against it.

In the summer of 2023, I was in a car accident that resulted in a severe concussion. Overnight, everything became harder: thinking, remembering, creating, even being in bright light. I was a single mom trying to rebuild my brain while also rebuilding my life, and I couldn’t rely on the kind of productivity or consistency that most business advice is built around.

So I took the risk of doing everything differently.

Instead of forcing myself into a traditional content schedule or standardized strategy, I followed the tiny sparks of energy I did have. I simplified. I created in small, honest bursts. I let intuition lead instead of pressure. And slowly, this unconventional approach became the foundation of my business, Crazy Decisions—a lifestyle-liberation brand rooted in creative flow, self-trust, and doing what actually feels aligned.

The risk wasn’t starting a business.
The risk was choosing to believe that my way—the intuitive, nonlinear, occasionally chaotic way—was enough.

And it turned out to be more than enough. I grew my email list from 3 people to over 1,000 in five months. I launched a four-day bundle with only three weeks of preparation. I created digital products, wrote dozens of books, and built a community, not by doing more, but by doing what felt true.

Taking this risk taught me that the most powerful work we create comes from the parts of ourselves we’re taught to hide: the messy, tender, recovering, reinventing selves who are still figuring it out. That’s the heart of my business now, helping people trust their own way, even when it looks nothing like the rules.

Awesome – so before we get into the rest of our questions, can you briefly introduce yourself to our readers.

I’m Ree Denson (she/they), a writer, creative entrepreneur, and the founder of Crazy Decisions, a lifestyle-liberation brand rooted in intuition, creative freedom, and doing life and business in ways that actually fit who you are.

My path into this work wasn’t traditional. It was born from unraveling and rebuilding.

I’ve always been a writer and creator, but after a severe concussion in 2023, everything shifted. I was navigating migraines, memory issues, sensory overwhelm, and single motherhood. I couldn’t force myself into the kind of productivity or consistency that most business advice demands. My brain simply wouldn’t allow it.

So instead of pushing harder, I opened myself to doing everything differently.

I followed the tiny sparks that appeared on the days I had energy. I wrote in small, honest bursts. I let myself experiment. I gave myself permission to slow down, to listen inward, to create from the truth of the moment rather than from pressure or perfection. And people resonated—not with a polished plan, but with raw humanity and permission to choose a different way.

Over time, that became the heartbeat of Crazy Decisions:
a space where people are encouraged to trust themselves, break the rules that never fit them, and build lives shaped by flow, not force.

My work blends creativity, mindset, story, and soul. I write, I teach, I create frameworks and philosophies, and I share the real behind-the-scenes of reinventing a life after everything fell apart. I attract multi-passionate people, recovering perfectionists, sensitive creatives, visionaries and anyone who feels like the traditional path never quite worked for them.

What sets me apart is my approach:
I don’t believe in hustling your way to happiness or contorting yourself into business models that drain you. I believe in intuition, alignment, and the rebellious act of trusting your own way, especially when it doesn’t look like anyone else’s.

I’m proud of what I’ve created, but even more proud of how I created it: slowly, intuitively, truthfully, while healing, mothering, and learning to honor my energy instead of fight with it.

If there’s one thing I want people to know about me and my work, it’s this:
You are allowed to rewrite the rules.
You are allowed to follow what feels alive.
You are allowed to choose yourself, even when it looks like a crazy decision.

That is the essence of everything I build.

We often hear about learning lessons – but just as important is unlearning lessons. Have you ever had to unlearn a lesson?

One of the hardest lessons I had to unlearn was the belief that success only “counts” if it comes from pushing myself to the edge. I grew up—and later entered the online business world—absorbing the idea that consistency, hustle, and constant visibility were the price of admission. If you weren’t producing endlessly, you weren’t serious.

But after my concussion in 2023, my brain made it impossible to live that way. My energy came in unpredictable waves. Lights hurt. Sounds hurt. Some days it took everything in me just to get my daughter to school and make lunch. I couldn’t perform at the level I thought was required to be taken seriously.

At first, I felt like I was failing.
But slowly, I realized I was being invited to unlearn an entire belief system.

I had to unlearn the idea that productivity equals worth.
I had to unlearn the idea that showing up daily makes you more deserving.
I had to unlearn the idea that my path needed to look linear, polished, or “strategic.”
And most of all, I had to unlearn the idea that there is a “right way” to build a business.

When I let those beliefs go or loosened my grip on them long enough to breathe, something remarkable happened. I discovered a different rhythm, one based on intuition, honesty, and creative flow. I created more in short, authentic bursts than I ever produced under pressure. I wrote fiction books. I shared stories. I built community. I trusted tiny sparks instead of forcing full flames.

Unlearning hustle culture didn’t make me less successful;
it made me more myself.
And that has become the foundation of my work: showing others that they’re allowed to build a life and business that honors their energy, not one that demands they ignore it.

Can you share a story from your journey that illustrates your resilience?

When I think about resilience, I don’t picture a dramatic comeback or a single heroic moment. I picture something quieter, something slower. The kind of resilience that happens in the small, unglamorous moments where you choose yourself again and again, even when no one is watching.

After my car accident, I spent months navigating migraines, sensory overload, and brain fog while caring for my daughter and trying to figure out who I was becoming. My creativity felt distant. My memory was unreliable. Some days I couldn’t handle bright lights or even basic noise. The life I used to live didn’t fit anymore, and I didn’t yet know how to build the new one.

But every so often on a day when the pain eased or the fog lifted just a little, I would write a paragraph. Sometimes just a sentence. Sometimes a note in my phone. Other times it was a messy, emotional journal entry that didn’t feel like anything special.

But those tiny pieces became the building blocks of my creative life again.

Over time, those fragments turned into stories, reflections, lessons, and eventually a body of work. I didn’t push myself back into writing; I followed the faintest flicker of the spark until it grew bright again.

My resilience wasn’t loud.
It wasn’t fast.
It wasn’t neat.

It was choosing to show up in the smallest possible way and trusting that it still counted. It was learning to honor my new brain, not fight with it. It was letting healing and creativity coexist instead of waiting for one to be complete before starting the other.

Today, when people tell me I’m prolific or strong, I smile because I know the truth: my resilience wasn’t a single moment of courage. It was a thousand tiny ones. And it’s the quiet ones that changed my life.

Contact Info:

• Website: https://crazydecisions.com/
• Other: Substack – The Crazy Decisions Diary

  https://thecrazydecisionsdiary.substack.com/