OPTIONAL SEASONAL OR NEW RELEASE ANNOUNCEMENTS WILL GO HERE
The Truth About Winging It

The Truth About Winging It

October 28, 20254 min read

And why it keeps even the smartest solopreneurs stuck in survival mode

Every solopreneur hits a point where they whisper to themselves, I swear I’m going to get organized. Then another day starts, the inbox fills up, a client needs something, and suddenly you are winging it again without even realizing it.

Most people assume winging it is a sign of laziness or lack of discipline.
It is not.
It is a sign that your brain is drowning in responsibility and your business has no real structure to support you. It is the natural outcome of trying to hold an entire company together by memory, willpower, and late nights.

I have coached enough women through this cycle to know that winging it is not a personality flaw. It is a pattern your business trains you into. And until you understand the deeper layers of why this pattern shows up and what it costs, it will keep repeating itself no matter how many planners or productivity hacks you try.

Let me show you what is actually going on beneath the surface.

Winging it feels productive at first

You get a rush from figuring things out on the go.
You swoop in and fix a client issue.
You start a new idea the moment inspiration hits.
You tell yourself you move fast and that you work well under pressure.

It feels like momentum, but it is not real momentum.
It is adrenaline.
And adrenaline burns out faster than you think.

The more you rely on quick reactions, the more you train yourself to survive instead of lead. It may get you through the week, but it never builds anything that lasts.

Takeaway. Winging it is not a skill. It is a stress response.

You are not disorganized. You are overloaded

Your days feel scattered because everything depends on you.
Your brain is holding tasks, decisions, client expectations, marketing ideas, and half built projects all at once. There is no place for them to live except inside your head.

That is why even small tasks feel heavy.
You are working from memory instead of systems.
And when everything feels urgent, nothing gets finished.

Takeaway. Winging it is your brain doing the best it can without support.

Winging it guarantees inconsistent income

Even when business is good, you never feel fully safe.
You wake up wondering what you forgot.
You start projects without direction.
You avoid planning because planning feels like another task.

And you hope things will magically even out next month.

The problem is not your offer.
It is the lack of structure behind how you deliver it.
If your processes change with your mood or your energy level, your revenue will change too.

Takeaway. Consistency cannot grow in a business that changes every time you get overwhelmed.

You cannot strategy your way out of this without structure

This is the part most people misunderstand.
You can read the books.
You can hire coaches.
You can gather information until your bookmarks folder is overflowing.

But nothing changes until you have a real operational foundation.

Your time, your energy, and your confidence start shifting only when you stop running your business from memory and start running it from actual systems.
Clear workflows.
Clear delivery steps.
Clear routines that support the CEO you are becoming.

Takeaway. Strategy works only when structure exists.

The bigger picture

Winging it is not your fault, but it is your responsibility to change it.

Once you see the pattern, you can break it.
Once you understand why you are stuck, you can finally get unstuck.
And once you build even a simple structure for your business, everything starts to flow with less effort.

You get time back.
You get mental space back.
You get your confidence back.
You finally feel like the CEO you keep telling yourself you want to be.

If you are tired of waking up every day thinking, I really need to get my business together, this is your moment to stop trying to hold everything in your head and start building something that supports you.

Your next step is simple.

Take the free Solo CEO Diagnostic and see exactly where winging it is stealing your time and your freedom.
Or join the CEO Switch Workshop and learn the framework that replaces chaos with clarity.

You do not have to wing it anymore.
You just need a system that makes success feel possible again.

Carin Kilby Clark helps women solopreneurs shift from overwhelmed operator to confident CEO with simple systems and freedom focused strategy.

Carin Kilby Clark

Carin Kilby Clark helps women solopreneurs shift from overwhelmed operator to confident CEO with simple systems and freedom focused strategy.

LinkedIn logo icon
Instagram logo icon
Youtube logo icon
Back to Blog

Find the Gaps Keeping You Stuck in Survival Mode

This five minute Solo CEO Diagnostic is a simple self audit that shows you what is actually keeping your business stuck. You will see where your time is really going, which systems are missing, and why everything still depends on you. It gives you the clarity you need to understand what must shift for your business to run more smoothly without you carrying the whole load.

SEE WHAT PEOPLE HAVE SAID ABOUT WORKING WITH ME

★★★★★

Carin is phenomenal. I could not have asked for a better strategist who is so compassionate, so motivating, and so on target with what I want and has the proof, the ideas, and the experience, to make it happen.

TERRICA SKAGGS, WEDDING INDUSTRY PRO & COACH
★★★★★

At the end of our business kickstart sprint, I had a fully developed action plan that made me feel like I really had a handle on what to do and when. Carin is great at creating systems and I'm forever grateful for her help.

QUINN BREWINGTON, MIDLIFE MENTOR
★★★★★

Carin gets to the nitty-gritty of your goals without making it overwhelming and scary. She's so compassionate, so motivating, and so on target with what I want.

marcia sheehan, business consultant

© COPYRIGHT 2025 TIME TO THRIVE LLC | ALL RIGHTS RESERVED | TERMS AND CONDITIONS | CONTACT SUPPORT