Have you ever stared at your computer screen, cursor blinking like it’s judging you, while you question whether you made the right choice about that client proposal, product launch, or even your next Instagram caption?
If so, you’re not alone.
And also if so, it’s time to show yourself a little tough love …
You need to stop second-guessing and start trusting yourself more.
Second-guessing yourself can quietly sabotage your progress more than any external challenge ever could. But when you learn to trust your own judgment, you unlock momentum, resilience, and a whole lot more joy in your work.
Trusting your decisions builds WFH business confidence — and it’s one of the most important skills you can strengthen as a work-from-home entrepreneur.
Think of it like learning to drive. At first, every movement feels deliberate and maybe a little terrifying — checking mirrors twice, gripping the wheel too tightly, hesitating before every turn.
You’re hyper-aware of every possible mistake.
But with time and experience, your confidence grows. You start to trust your instincts, make smoother decisions, and even enjoy the ride.
That’s exactly how trusting yourself works in your WFH business, too.
Confidence Is a Muscle You Build, Not a Trait You’re Born With
Remember how it felt the first time you merged onto a busy road? Your heart probably raced, your hands tensed, and you might’ve doubted you could do it.
But you did.
And each time after that, it got easier.
Eventually, you could drive and sing along to the radio or your favorite mixtape without even thinking about every move.
Business confidence builds the same way.
Each decision — whether it’s raising your rates, launching a new offer, or saying no to a misaligned client — is like another drive around the block.
The more you practice trusting your decisions, the smoother and more natural confidence feels.
Why Second-Guessing Feels So Hard to Shake
When you’re behind the wheel for the first time, your brain goes into overdrive trying to keep you safe. The same thing happens in business. And it shows up as second-guessing yourself.
That little voice that whispers, “Are you sure about this?” or “What if it goes wrong?” is your brain’s protective instinct. It’s trying to keep you from crashing.
But in business, that caution can actually keep you parked at the curb.
It’s safe there, but staying parked doesn’t get you where you want to be.
Second-guessing shows up most when you’re stretching your comfort zone. But instead of seeing it as a reason to stop, flip the script and try seeing it as a signal you’re doing something new and brave … something meaningful that will move you forward.
Confidence grows when you learn to feel the fear, check your mirrors, and drive forward anyway.
The Reframe: Decisions as Data, Not Judgments
Think about when you missed an exit or took a wrong turn while driving. You didn’t pull over and declare yourself a terrible driver. You recalculated, found a new route, and kept going. Every decision gave you more data about where to turn next.
That’s exactly how business decisions work, too.
Made an offer that didn’t sell? Now you know what messaging didn’t resonate. (You gained data.)
Sent a proposal that got turned down? You just learned what that client truly values. (You didn’t land the project, but you gained data.)
Each turn, right or wrong, teaches you something valuable. It gives you data. Confidence comes when you stop treating decisions like final exams and start treating them like practice drives.
Confidence comes when you stop treating decisions like final exams and start treating them like practice drives.
The Confidence Compass: Your Navigation Tool
This month’s Mini Power Tool for my Tenacious WFH Insiders and VIPs — The Tenacious WFH Confidence Compass — is like your GPS for decision-making confidence. It helps you center yourself, find your direction, and get back on course when you start to doubt your driving skills.
One section in particular — the Reframing Doubts exercise — is especially powerful when it comes to learning to trust your decisions and building WFH business confidence. Here’s how you can use it right now:
- Write down one doubt that’s been holding you back. Maybe it’s “I’m not ready,” “What if I mess this up?” or “Someone else can do this better.”
- Look that doubt in the eye and reframe it into a truth that strengthens you. For example:
💫 “I’m not ready” → “I’m learning as I go, and that’s how growth happens.”
💫 “What if I mess this up?” → “Even if I make mistakes, I’ll gain clarity and experience.”
💫“Someone else can do this better” → “My perspective and approach are uniquely mine—and that matters.” - Say your new truth out loud. Speak it until it starts to feel natural. Confidence builds through repetition, just like muscle memory.
This simple practice helps you replace hesitation with trust — and it’s just one part of the fuller Confidence Compass experience. If you like how this feels, you’ll love the complete tool, which also helps you reconnect with your wins, lessons, and supportive anchors.
Tap Into Gen X Resourcefulness: We’ve Been Here Before
Remember learning to drive without GPS? Just a paper map, a highlighter, and a whole lot of hope that you’d find the right exit before sunset.
We learned how to navigate uncertainty long before smartphones could recalculate for us. And that same resourcefulness still lives in you now as you build your WFH business.
You don’t actually need to see every twist and turn ahead — you just need to trust that you can handle what’s around the next corner.
That’s the heart of building confidence as a WFH entrepreneur.
Stop Waiting for Certainty. Start Practicing Trust
There’s no such thing as total certainty in business (or traffic). But there is such a thing as growing faith in your own ability to respond, adapt, and keep moving.
Every confident entrepreneur you admire didn’t get there by never making mistakes — they just stopped letting fear keep their hands off the wheel.
When you trust your decisions, you shorten the gap between idea and action. You spend less time idling in doubt and more time enjoying the ride.
Your Action Step
Choose one doubt that’s been circling your mind lately and reframe it using the exercise above.
Then, keep that new truth visible. Write it on a sticky note, your planner, or your phone wallpaper. Let it be a daily reminder that you can trust yourself.
Because trusting your decisions isn’t about being certain. It’s about believing that no matter what, you can handle the turns, bumps, and detours along the way.
If this one exercise helps you feel a little lighter, a little braver, or a little more grounded, just wait until you try the full Confidence Compass experience. It’s designed to help you anchor that trust in every part of your business journey.
Upgrade to Tenacious WFH Insider/VIP today for access to The Confidence Compass and the full archive of Mini Power Tools designed to keep your confidence steady and your business growing. You’ll get monthly tools, insights, and support straight from Michele Peterson.
You’ll find your direction faster — and trust yourself more deeply every mile of the journey.