Kimberly’s Wanderings & Wonderings (March 2026)

Picture this: It’s the first weekend of spring. You open a closet, or maybe it’s that one kitchen drawer everyone has, the one where things go to be forgotten, and you stand there staring at it. Not because you don’t know what’s inside…but because you do.

Or maybe it’s not a physical space at all. Maybe it’s your inbox or your OneDrive, a graveyard of good intentions. Or a filing system you built years ago that made perfect sense at the time. Folders nested inside folders, labels that reflected a job title you no longer have, a way of working that belonged to a version of you that no longer exists. Or maybe, and this one stings a little, there is no filing system at all. Just a slow accumulation of things you meant to sort, someday, when things settled down.

The jacket you wore to your last day at a job that broke your heart. A gift from someone who is no longer in your life. A spreadsheet no one has opened in three years. A project you swore you would finish. A version of yourself you are not sure you still recognize.

Spring cleaning, we call it, but really, what we are doing is something far braver than tidying up.

Recently at SoulCycle, an instructor stopped mid-climb and said something that just hit me. It was an aha moment.

“If you keep carrying the same bricks, you will build the same house.”

Wow…right?

She wasn’t talking about clutter, she was talking about the mental, emotional, and physical weight we keep hauling from one chapter of our lives into the next, and then wondering why nothing feels different.

Here is what I have been sitting with this month:

The first step in crafting a life you want is to get rid of everything you don’t.

That’s harder than it sounds because some of what we carry is not just stuff, it’s proof. Emotionally charged possessions give us continuity, a sense of self. They whisper, “I existed. I had a life. I mattered.” 

And that is not wrong; that is deeply human.

But what if we could honor the life those objects represent, and still choose to put them down?

What if giving yourself permission to release something you once cherished is not a betrayal of who you were, but an act of radical trust in who you are becoming?

This spring, I am not just cleaning out my closet, I am asking myself harder questions:

• What belief am I still carrying that no longer fits?
• What relationship dynamic am I quietly maintaining out of habit rather than joy?
• What story about myself am I ready to set down, carefully, gratefully, and walk away from?

I don’t think spring cleaning is about minimalism. I think it is about intention, about making room, mentally, physically, emotionally, for whatever wants to grow next.

So, this month, I am giving myself permission. And I am offering the same to you.

Permission to wonder what you might be ready to release.

What’s Emerging 

Something new is taking root at Keep Wondering Why and I am genuinely excited to share it with you.

Starting this month, I am launching “Why Wednesdays” on social media.

Every Wednesday, I will post a single question. No answer. No advice. No resolution. Just a question worth sitting with, along with a simple exercise to let you reflect.

Because here is what I have been learning, slowly, as I build this company: we are addicted to answers. We reach for them before we have even fully felt the question. We Google, we ask, we scroll, anything to avoid the discomfort of not knowing yet. And in that rush, I wonder if we are losing something. The creative thinking and birth of new ideas that only happens when we slow down enough to actually sit inside a question?

But the best insights I have had, in business, in relationships, in understanding myself, have come not from rushing toward answers, but from learning to be curious inside the question. From asking better questions before I try to know more.

That is what “Why Wednesdays” are about. A weekly invitation to slow down. To lean in. To wonder.

Follow along on LinkedIn and Instagram, and if a Wednesday question “lands” for you, I would love to hear where it takes you.

What question are you NOT asking yourself right now?

Featured Perspective

March kicked off with amazing energy and inspiration as I had the privilege of attending the Swim Across America Summit in Austin, Texas.

Over 120 volunteers gathered, including swimmers, event directors, donors, advocates, doctors, and dreamers, united by a single mission: to raise money that funds grants for innovative cancer research, clinical trials, early detection breakthroughs, and patient programs.

I walked into that room not quite knowing what to expect. It had been three years since our last summit. I walked out changed.

What struck me was not just the generosity in the room, though there was extraordinary generosity, but also the quality of the questions being asked. What research is being underfunded that deserves our attention? How do we grow awareness about our mission? Where is the gap between what science knows and what patients can access?

It was a room filled with people not just giving of their talent, time and treasure, but giving of their curiosity as well. Giving to honest inquiry about what is working, what isn’t, and what is possible if we are willing to think differently.

It reminded me why I believe so deeply that curiosity is not soft. It is the most powerful force in the room.

If you have ever been touched by cancer, your own story, a family member, a friend, and you are looking for a place to channel that into something meaningful, I encourage you to explore Swim Across America. This is one of Keep Wondering Why’s curated charities on the Wonder Tree. 

Visit our Wonder Tree and SwimAcrossAmerica.org to learn more.

One Small Shift

This month’s practice: The Five Things Walk. 

• Five minutes. 
• One space. 
• No overthinking.

Choose one physical space; a drawer, a shelf, a corner of a closet, the backseat of your car, a folder in your OneDrive, and set a timer for five minutes. Walk in. Remove five things that no longer belong there.

Not five things to organize. Not five things to think about. Five things to actually remove, donate, toss, return, or release.

Here is the part that surprises people: it almost never ends at five. Once you start, something loosens. The body knows. The space starts to breathe again, and so do you.

The physical act of releasing is not separate from the emotional work. It is the emotional work. Sometimes we need to move our hands before we can move our hearts.

Five things. One space. This week. Notice what shifts.

Wonder Together

Spring has a way of making us feel like something is possible again. I want to hold that with you.

This month, I am wondering:

What are you letting go of this spring?

It might be something physical, a drawer you finally emptied, a closet that can breathe again. Or maybe something quieter: a story you have been telling yourself, an obligation you have been dragging forward, a version of yourself you have outgrown but kept close, just in case.

Hit reply and share with me. Even if it’s just one sentence. I read every response, and your reflections truly shape where this community wonders next.

And if there is a cause close to your heart that you are making more room for this season, I would love to hear about that too. The Wonder Tree at Keep Wondering Why is always growing.

With wonder and the courage to clear space,